I love email. If you give me a story line, I'll name a character after you. I really need ideas for fun situations. Get it?
Bob here. With so many authors, we'll let you know.
OK, I knew Leslie was special. We all knew Leslie was special. I never doubted she'd learn to fly. I never doubted the King Air -- bought it for her the day she declared an interest.
We sent her off to school in a small Cessna Citation. That was a huge deal, an 11-year-old in a jet. It had never been done before. A week later, we're at the airport when the Mustang lands and Alison gets out. Alone. No Leslie. She assured us everything was just fine, that Leslie was on her way and then absolutely refused to tell us anything else. She just clammed up and wouldn't talk. Oh, she was grinning, even laughing, but she held the secret.
We were all just inside that hanger, and we had a radio tuned to the control frequency so we could listen in. Alison insisted on it, but again wouldn't tell us why. We heard Leslie's voice when she announced 747 Heavy, but honestly, none of us knew what that meant. I knew what a 747 was, of course, but that was a coincidence, I was sure. I saw Tom and Jess look at each other with somewhat dazed looks. I heard Tom mutter "what the fuck" and Jess just burst out laughing. Of course, I immediately asked them what that all meant, but they shook their heads no. Jess even made the 'zipping her mouth shut' motion. So, they knew, but they weren't telling.
Just then we heard engines and saw a big plane land. A really, really big plane. Wait, what was that in big letters on the tail? 747-8. No. No. No. It absolutely couldn't be. No. No. No. No fucking way. Just no. Alison started laughing and dancing as the plane started taxiing towards us. From the left I saw a truck drive up. A truck with stairs on its ass. It pulled right up to the plane and the driver actually ran up the stairs. After a few moments, the door opened, and Leslie appeared at the top of the stairs. Holy mother of God. She didn't. I think she did.
Amy ran over and gave me a huge hug, laughing as maniacally as Alison. The whole place started screaming and we literally ran over to the bottom of the stairs. A man and woman followed her down the stairs and behind them were two older men, both probably in their fifties, dressed casually, but clearly in expensive clothes. Who in the hell were these people? At first, I expected Alison too, then remembered she'd already shown up in the Mustang.
They all got to the bottom of the stairs and Leslie threw herself into Amy's arms and hugged her, then I got the same treatment. We were all a bit stunned, so we just stood there. Finally, Leslie broke the ice.
"I'd like to introduce my new friends," she said. "This is Jim, my flight instructor, and this is Maddy from the FAA. They just signed off on my 747 flight certifications."
We had to wait for the next thing for her to say, because those sentences resulted in bedlam. Finally, Leslie shouted us down.
"Wait, wait, wait," she said. "Let me introduce my other two friends. This is Bob. He's the CEO of Cessna and I'm sure will share a story or two about my week. What he did made it amazing. I am now certified in 7 different Cessna jets." That got another round of bedlam, but she quieted us down.
"This is Bill," she said, pointing to the other man. "He's the CEO of Boeing. That's his plane behind us. He brought a 737 and the 747 to Wichita and I'm now certified for them both. I don't think I'm ready to fly without a pretty experienced co-pilot, but I am certified to do so whenever I am comfortable. Maybe next week." That last line got a nice laugh, as I am sure it was intended to.
I think we were bedlamed out because we all just stood there. Bob and Bill both came over and shook our hands. All four newcomers were introduced to our kids, and to Tom and Jess. They liked the kids and were not that subtle about it. I needed to talk to Leslie. Bob was the first to speak.
"Somehow I am sure there is quite a story to this family," he said, with Bill's heading nodding too. "These three are your kids", waving his arm a Leslie, Orlando, and Morgan. "Leslie appears to be the youngest, but neither of you could possibly be over 25. I cannot wait to hear this story."
They'd arrived near dinner time, and we'd prepared another cookout. This time we were upscale, with a standing rib just ready to slice. Hey, the CEO of Cessna and Boeing showed up. Good thing we had executive food. We all had a great time into early evening. We invited our four guests to spend the night, suggesting that flying that late might not be their best plan. We assured them we had plenty of room. They were a bit hesitant, but after a few phone calls, agreed.
We headed out of the hanger, and Bob asked if we had enough room in our cars. I heard Morgan make a little laugh. Orlando piped in that we were not traveling by car, just as we rounded the corner, and everyone saw the parked helicopter. I saw Bob and Bill exchange quick glances but heard Maddy.
"Seriously? You have a helicopter?" said Maddy. "More importantly, you have a place to LAND a helicopter at your house?"
The kids all piped in and assured her that we did. We all piled in and Alison took the left seat. She asked our guests if any of them would like to take the right seat. After a lot of hems and haws, Maddy ended up in the right seat and the men in the back with us. We put our guests at the window because Alison promised a little sightseeing ride. She flew east, and took us over downtown Tampa, then across the bay over St. Pete, then back up the coast. As we were getting close, I heard Maddy say: "What the hell is that?"
Alison laughed and said: "That, Maddy, is why we can take the helicopter."
She dropped us perfectly onto the H. Blake had staged enough people movers and golf carts that we all had a ride up to the house. Blake showed our guests to their wing, and shared that situations like this were not unusual, so the closets had a variety of casual clothing, including underwear, all new. He encouraged them to clean up and dress in whatever appealed to them. Shorts were the clothing of the day and they could just wear them home.
Bob and Bill came out together and saw we were out by the pool. They wandered out the open wall and drifted over to Amy and me. We were standing off to the side a bit because the kids were already in the pool.
"OK, we both have to ask, and we know it is none of our business, so feel free to remind us of that," said Bob. "This place is amazing. I only saw part of it, but I am pretty sure I saw a go-cart track and two yachts that appear to both be yours. I even saw a private beach. This place must be 30 acres or more. I explored our wing -- you have a guest WING -- and found the indoor basketball court. By my measure, you're kids with kids and I just don't get it. Don't get me wrong, it is all beautiful, but what the hell? Excuse my language, but seriously, what the hell?"
Amy giggled and I smiled. We gave them the abbreviated version we give new friends.
"Oh wait," said Bill. "It's you. You're the mystery family on the Forbes 400. I'll be damned. No wonder your daughter owns a jet. When are you going to buy a BBJ?"
"I'll answer that," said Leslie, who had just walked up behind me. "Dad was planning on a G650, but I think that's a bad idea. We leased a BBJ Convertible to fly his cars home from Italy, and I think it is the perfect plane for us. I found a used one that should check out."
I just shook my head and Amy did too.
"Cars home from Italy? You leased a BBJ to bring cars home?" asked Bob, with a nod from Bill. "What cars deserve to be flown home in a BBJ?"
Orlando jumped in. He's quickly becoming a car guy like me. "We brought home four of the cars Dad bought in Italy. We had to leave some at our house there," he said. "We brought home the Lamborghini Muira, the BMW M1, the Ford GT40, and the Porsche 959. They're in the garage."
"OK, I'll bite," said Bill. "I'll put aside 'our house in Italy' for a minute. What cars did you leave behind?"
"Oh, we'll pick up some of them at Christmas. If I know Leslie, we'll already own the plane by then. We left the Maserati Bora, the Pantera, the Ferrari F40 and Testarossa, the Countach, the E-Type, the BMW 507, the Audi Quattro -- which is cool -- oh, and the Porsche 917," said Orlando. "One more. I forgot the 1954 Bentley that came with the house."
"Your house came with a 1954 Bentley?" said Bob. "What house comes with a Bentley, especially a 1954? And you just rattled off the dream list of damn near every car enthusiast. What they hell will you even DO with a 917. It's not like you can drive the damn thing."
"Well," I said. "You can a little in Italy, and I did. It was awesome. But you're right, if we bring it home, it won't be to drive. Amy and I are still discussing it. I want it in the living room."
Amy laughed and added: "He wants to put it where the Grand Piano is. His argument is that none of us play and the car is prettier. I admit, he has a point."
With that, Juanita walked up and said: "The 131 is ready, if you'd like a cruise before bed. Actually, they're all ready, of course, but the 131 seemed appropriate for this size group."
I happened to be looking at Bob and Bill when Juanita walked up. I could see their expressions, which contained a bit of awe, and I'd swear I saw both of their cocks twitch. Juanita is stunning.
Jim and Maddy begged off, which was fine. Alison mentioned later that Maddy's bed hadn't been slept in, so we understood why they begged off. More power to them.
The rest of us rode the carts to the boat. We climbed on board. The kids ran off, as did Alison and Blake and Juanita and Ted. Ted was around a lot more lately. He's a nice guy, so he was always welcome. Bob and Bill followed us in and sat to chat as I pulled us out and headed offshore. I pulled us out a mile or so and put the boat on hover. I love saying that. Hover. I invited the men to the upper deck, since it was a nice night. We all took seats. The kids were in the hot tub. Bill and Bob commented on the hot tub just as Morgan climbed out. Naked. Damn, for 15 she looked damn fine. I noticed that Bob and Bill noticed, and it was pretty obvious by their shorts tenting that they enjoyed the view.
"Morgan, you know better," I shouted.
"Sorry Dad, we forgot our suits. It's no big deal, we're just in the hot tub. It's not like anything is going to happen. We're brother and sisters!" Morgan said. Leslie climbed out and agreed with Morgan. Honestly, I think Leslie was just showing off. She's grown into a sexy little thing too. If the men's cocks grew a little with Morgan, they got rock hard with Leslie. ROCK hard.
Both girls wandered over, unconcerned with their nudity. They know better but were at least saying all the careful words.
"Come on in," said Morgan. "It's a perfect night for it. We won't bite." She reached down and pulled Bill to his feet.
"I can tell you want to," she said, pretty obviously looking down at his hard cock.
"We couldn't," stammered Bill.
"We're pretty casual about it," added Amy. "We love the water and almost always swim where its private, like off the swim platform, or in our private pool. You really shouldn't be embarrassed. It's natural."
With that, Amy stood up, pulled her shirt off and dropped her shorts. Did I ever mention how smoking hot my wife is? I thought the seams would bust on their shorts. They looked at each other and shrugged. I figured they needed a little nudge because they looked interested, so I stood up and pulled my shirt off and dropped my shorts too. Oh yes, I was hard too. Who wouldn't be? I looked down at my own cock.
"Oh, that's natural too. The kids have seen it. It won't bother them," I said. Amy and I headed towards the hot tub. I suspected their eyes were locked on our asses. Or at least Amy's, but who knew?
It took them a few minutes, but soon they appeared at the side of the tub, quite naked and quite hard. For their 50s, they were both in outstanding shape. Bob was tall, about 6'2", maybe 180, with a nice 6-inch cock. He had a smattering of gray on his chest, but decent definition. Bill was shorter, at about 5'11" (180 cm) and a touch heavier, maybe 190, but still in decent shape. He had a thin, 5-inch (13 cm), uncut cock, but carried it well. They almost posed for a minute, then slid into the water, next to each other. That was interesting. I would have thought they would have spread out. They did mention they'd been friends for years. I suspect they were more than just casual acquaintances.
Just then, both the other couples walked up.
"Shoot," said Alison. "We didn't bring our suits."
"Neither did we," jumped in Bill. "Neither did we."
"Oh!" said Alison, who started stripping down, as did Blake. They quickly hopped in, making the seating a little tighter.
Ted stripped too, and I did see both Bob and Bill check him out. Juanita just shrugged and pulled off her t-shirt. I could tell both men were appreciative. Then she dropped her shorts, and her hard cock popped right up. I heard a gasp from one of them, but when I looked over, Bob had a grin on his face, and Bill actually licked his lips. Interesting. Very interesting. We'd have to go slow, but they did seem, well, open-minded.
Ted and Juanita slid in, which pushed us all very close together. Amy ended up pressed against Bob's right thigh, in a Bob sandwich, so to speak. Juanita ended up pushed up against Bill's left thigh. We kept chatting, but I noticed that Amy looked over, grinned, and winked.
We both looked over at Juanita, who winked too. She must have been up for the first move, because she hopped up on the side of the tub and pulled Bill's head into her crotch. Bill opened right up and took Juanita's cock in his mouth. Well, there is an ice breaker. We still had to be a little careful, but they were performing in front of the kids, so they weren't that bashful. Leslie being Leslie, moved over and sat on Bob's lap, facing out. He tried to act like that was normal, until she placed his hand on her breast. We could see him rubbing her breasts and nipples through the bubbles. Suddenly she lifted up, and then slammed back down and he groaned.
OK, Bob was fucking Leslie now. That escalated quickly. I did see Bob's eyes bug out when Orlando bent Morgan over the side of the tub and entered her from behind, but it didn't slow him down. Leslie was bouncing up and down pretty vigorously by now. Amy sat up on the side of the tub too. Juanita was busy, so Ted came over and dove right in. Blake came over and stood and offered me his cock, which I took in my mouth. Alison just roamed, touching and licking anything she could find. I heard Juanita groan, and looked over just as she gave Bill a facial. That set off a chain reaction. Leslie let out a yell, and Bob match it with a moan. Ah, so he's filling her up. Orlando pulled out and came all over Morgan's back. That was a nice sight. Blake came in my mouth and Amy went off from Ted's tongue. I think only Ted and I hadn't cum yet. We all settled down for a minute, slipping back into the hot tub. Orlando and Leslie had been paying attention though. They both looked at each other and apparently communicated telepathically. They got up and moved through the water over to Bill and Bob. Leslie held her hand out and Bill took it. Orlando did the same for Bob. The kids turned them around and pushed a little, having them half lay onto the deck. The goal was clear as this put them in an ass up position. Morgan showed up and handed each kid a tube of KY. Both Bill and Bob jumped a little from the cold lube but groaned in unison and Orlando and Leslie started pumping a couple fingers in and out of their asses. Morgan motioned Ted and me over. I stood next to Bill on the seat and Ted positioned himself next to Bob. Morgan's role was apparently to lube us up, and she did so with abandon, but briefly because she knew what we both wanted. We lined ourselves up and plunged in unison. This got a grunt from both Bill and Bob, but they both pushed back and took it.
I saw Leslie and Morgan move a bit, up on the deck and they both sat down next to each other and spread their legs. That was a nice sight, for sure. They slid forward, with their legs going on each side of one of the men's heads. Oh, I get it. They slid forward until they almost smothered the men with their pussies. The men got the hint and started lapping away. Oh my God, that was hot. Bob used his fingers to spread Morgan apart to give him more access. I couldn't see well, but Morgan was already bucking. Bill was pumping his fingers in and out of Leslie and licking her clit. Leslie just kept chanting "Oh, Oh, Oh." I glanced at Ted and could see he was concentrating on the show too, trying to hold back. Everyone else had gathered around, in the tub, and on the deck, to watch the show. Finally, both girls couldn't take it anymore and let out screams. Interesting. Leslie was a squirter now. Bill was just covered.
I couldn't take it anymore and shoved my cock deep into Bill and unloaded what felt like a gallon of cum. I heard Ted grunt and do the same to Bob. It was wonderful. Finally, we both pulled out and sat back down in the water. Bill and Bob just laid there for a second, exposed. Juanita and Alison dove right in and licked out the cream pie, taking time to occasionally kiss and swap cum. Once they were done, we all slid back into the tub, into our original positions, as if nothing had happened.
Bill and Bob sat there for a second, both with somewhat glazed looks in their eyes. They finally recovered. We all started chatting again, about this and that, as if nothing had happened. Suddenly, Amy pinched me a bit to get my attention, then did a little head nod towards Bob and Bill. I couldn't see much given the bubbles, but I was close enough to figure out that they were stroking each other's cock. Slowly and lazily, but stroking they were. I was impressed that they were hard again so fast. I was too, but I was younger.
Suddenly Amy called out: "Switch!"
Everyone stood up and Bob and Bill just looked confused. Amy looked down and said: "Up!" They both stood, reluctantly because we all quickly saw they were hard. Orlando and I both were too, which they took in quickly, which calmed them a bit. We all stood in the middle of the tub milling about a bit. Bill and Bob figured it out. Amy made sure to wait until they were not next to each other and call "Sit!"
Bob ended up sandwiched between Orlando and Alison. Bill ended up between Morgan and Ted. Nice.
"OK," said Amy. "We're going to play the hot tub card game. We don't often have this many, so it should be fun. I'll get the cards."
With that, she stood, turned, and slowly climbed out of the tub. She was putting on a show, for sure. She started by basically getting on all fours on the deck, with her ass facing us. We saw it ALL. Amazing ass. Dripping pussy. It was quite wonderful. I watched Bob and Bill take it all in. She finally moved off and came back shortly with a deck of cards. A well laminated against getting wet deck of cards.
"Everyone except Bob and Bill knows these cards," said Amy. "I'm sure they'll catch on quickly."
With that she laid the deck face down on and got back into her spot. She was a few people down from me at that point. She quickly drew a card.
"OK, looks like we will start simple," she said. "Starting with me, the person on your right needs to stand and offer themselves to the mouth of the sitting person, for 30 seconds."
Everyone stood, alternating sitting and standing. It's a big group, but I'll describe a few. Orlando was next to Amy, so she immediately took him in her mouth. Bill let out a little gasp, either from it being taboo, or from wishing he was sucking Orlando. Or both.
I was sitting and Juanita was to my right, so I took her deep in my throat. I'm confident both men saw that I could deep throat. Such a skill.
Morgan was to Bill's right, and he took this seriously. He was licking away on her clit and pumping two fingers inside. Amy had shared that if you came, you were out. The goal being the last one in the tub. Bill was a competitor and tried hard, so to speak, to get Morgan off in the timed 30 seconds. She was close, but she made it without cumming. Probably unfair to play this game now because the men would probably last longer, having cum.
Bob was standing, to Alison's right and Alison was showing him her deep throat skills. From his expression, I don't think he cared if he came, he was just enjoying it. He had reached down and was stroking her nipples, which caused her to moan around his cock. Not helping.
Finally, the buzzer went off and everyone quickly sat. We went through a few rounds before we lost a player. In fact, two players. Juanita was getting a masterful blowjob from Orlando and couldn't hold off. She pulled out and gave Orlando an open mouth facial. Orlando went rogue, and as Juanita stepped out, he gave Bill an open mouth kiss, pushing Juanita's cum into Bill's mouth. Bill happily accepted it and made a big motion of swallowing. Yes, he was into the game.
The other losing contestant was Amy. She does cum easily. She squirted everywhere. She hopped out. Between each card, we did a switch, so everyone played with everyone.
Finally, we were down to the last two. The two Bobs. The final pairing required 'helpers', so we were each given the opportunity to choose the partner for the other player. It was a sudden death blowjob until the end contest. I chose Amy for Bob, knowing her skills were spectacular. Bob thought about it for a while, checking out everyone, and finally chose Morgan for me. I suspect it was a little that she was good at it, and she was, and a little that he got off on watching her suck me. We adjourned to the double chaise lounge, with us both lying side by side. The girls got between our knees and started going to town. Amy upped the ante first, with a finger up Bob's ass. Morgan matched the maneuver and then swung around into 69, laying down on me. Her breasts were grinding in to me. I wasn't allowed to do anything. She just did it to give me a view. That was the trigger. I couldn't hold off long and she knew it. She pulled off and took the facial, so everyone saw me lose. Amy immediately stepped back, leaving poor Bob laying there, hard as a rock. He whined a bit, but Amy shared that he got the final choice of the day and could fuck anyone of his choosing. Anyone.
I gave him credit for thinking about it first. As horny as he was, I would have chosen the nearest person. He finally, quite softly, said "Leslie."
A good choice and she cheered like she'd won a prize. She climbed right up, facing him, and slid right down his cock. His hands went straight to her A cups, working the nipples. Finally, one hand moved down and played with her clit, which set her off. It looked like one continuous orgasm, and he lasted another few minutes. Finally, he made the "I'm cumming scrunchy face" and unloaded into her. She collapsed, with her head on his chest, and his cock still inside her. He gently stroked her hair until we heard the 'pop' of his cock sliding out. We all saw his cum ooze out of her and we were done.
It was really late by now, and we were all exhausted from the long day and the fun play. We quickly decided to stay on board and headed down below. Amy winked at me and took Bill and Leslie by the hand and disappeared into another part of the boat. I saw Bob take Orlando's hand and they disappeared too. Eventually everyone was gone but Morgan and me, and we were laying on the chaise.
Soon I realized that Morgan was softly snoring. I didn't want to leave her, so went over to the cabinet and got a big blanket. Yes, this happened often, so we were prepared. I laid back down and covered us both up. She snuggled up against me and I was out like a light.
"We had a couple things to talk about," said Bill. "The second one needs Leslie, but let's focus on the first one. Bob and I do regular "Grandpa" trips together with our grandchildren. Our wives love it because they have girl time, and their parents love it because they have adult time. We love it too. We'd like to see if your family would like to join us on our next outing. We think our grandchildren would love to meet and play with your kids." I noticed he put extra effort into the word play, so I raised my eyebrows and noticed Amy did the same.
"Oh, you caught that," said Bill, with a laugh. "Yes, play. Nobody in the family is in the know, but the kids seem to really enjoy it. I know I do, and I know Bob does. It was refreshing this weekend to find out we were not alone. Oh, and you'll love the kids. I have two granddaughters, 9 and 11, and a grandson, who is 10."
"My grandkids are twins," piped in Bob. "A boy and a girl and they just turned 10. You'll love them. They're, um, talented. Honestly, I'm pretty sure they play with their parents, but we all keep our secrets. They came on to me first, and let's just say they were damn good the first time, if you get my drift."
OK, I admit, the mental images were flying through my head. They were young and I was tempted. I glanced over at Amy and her nipples answered me. They were rock hard. Given she was topless, and just wearing bikini bottoms, it was pretty obvious.
"That sounds like a great idea," I said. "And Amy's nipples agree with me", which got a laugh out of everyone, including Amy, who blushed. She's so damn cute when she blushes. As if she is not always cute.
"How about this. We're planning a trip on the kids fall break to Italy. You'll enjoy the young woman and kids that act as our caretaker. You'll really enjoy them," I said, adding the emphasis. I named the dates and they quickly agreed, putting the dates in their phones.
"That leads to our next conversation," said Bob. "But for this one we need Leslie."
I suspect an eavesdropper because she immediately appeared at our side. Bob and Bill pretended they didn't catch on and invited her to join us.
"Bob and I have a shared business problem and we talked and think we have a win-win solution. My problem isn't nearly as big as Bill's but started at the same place. We own a very nice Hemisphere, configured as 16 passengers instead of 19, and incredibly luxurious. The buyer spent, or more accurately, we spent, almost $20M upgrading the interior to their specifications. It is truly a wonderful piece of machinery. The first Hemisphere ready to fly. I'll let Bill continue the story."
"We also have an aircraft we customized for the same buyer, who, frankly, we didn't research well enough. He was the leader of what we thought was a fairly stable third world country and both our companies did the work prior to payment. We won't do that again. Only instead of a small business jet, our plane is a 767," said Bill. At the 767, Leslie gasped. I didn't know their model numbers so, I turned to her and asked what a 767 was.
"It's a wide body plane. Basically, the smallest wide body. Not as big as the 747, but it dwarfs the 737 we leased. Coach in a 737 is 3 and 3. Coach in a 767 is 2, 4, 2 or 2, 5, 2, I forget which. It's a much larger airplane, but not that much more costly to fly, I don't think," said Leslie.
"2, 4, 2," said Bill. "You know our planes. Yes, it is bigger, and yes, it doesn't cost that much more to operate. More than a Hemisphere, but not much more than a G650. It's also amazing. A full king suite, and four smaller single suites. In other words, a bedroom for your entire family. It's also configured with a living room that easily holds 12, including fold out beds, plus 30 sleeper seats in the rear. You know, for your staff", he said with a laugh. "The buyer was also a car guy, and the hold is configured with tie downs for 10 cars, including an integrated cargo ramp. It's the only one of its kind we ever built. One more thing. Tom and Jess were both Air Force pilots, which I am sure you know. What you may not know is they both spent a lot of hours in a tanker plane. A KC-767 tanker plane. Between them they have thousands of hours. That means they are already qualified for the aircraft. They're not for a 737 or a G650. They could be, but not without work."
I could see the gleam in Leslie's eyes. I could tell she had questions, and she looked at me and Amy. We both just nodded.
"OK, some questions. First, can I go through the school and qualify for the 767? I'm already qualified in the Hemisphere," she said. Bill confirmed she could. That clearly made her happy.
"Well then, how much?" said Leslie, cutting right to the chase. Bob mentioned a figure, that was well below what I knew a G650 cost.
"That's pricey for a Hemisphere. Surely you can do better," said Leslie, ever the negotiator.
Bob and Bill both laughed a bit.
"I've heard you were a good negotiator," said Bill. "But we were not clear. That figure is for both planes, and we take the Mustang on trade. We don't normally do that, but this is a special situation."
Leslie thought for a moment. I know a new 737 was over $100 million, compared to $70 million for the G650. The 767 had to be considerably more.
"That's a solid deal, for sure, but I want to keep the Mustang. Tom and Jess can use it for a trainer, and we often just fly the family, and it is still perfectly adequate. The Hemisphere is nice, but overkill. If you make the same offer, but we keep the Mustang, you have a deal," she said.
Bob and Bill looked at each other. I could tell they'd offered us a sweet deal, even though I didn't know much, but Leslie essentially asked for another million and a half off. Finally, Bill stuck out his hand and said, "We have a deal." He stuck his hand out to Leslie, then Bob did the same. These guys learned fast. Leslie makes the airplane deals in our family.
Wait, did I really just buy a wide body airliner? I guess I did.
"OK then," said Bob. "Our suggestion is that Tom and Jess, plus Leslie, ride back with us to Wichita. Leslie can fly the Hemisphere back and Tom and Jess can go on to Seattle with us. They can fly the 767 back. They'll need some refresher seat time anyway. You'll need to bring it back to us for regular maintenance, but we'll be fair."
"Are you suggesting I cross country solo the Hemisphere," asked Leslie. "Seriously?"
They both offered that she could wait and let Tom and Jess do it, but they both were comfortable with her flying it. As they put it, she needed seat time, and it was a nice four hours. I can't believe these executives were telling our 11-year-old to fly a jet cross country, but if they trusted her, who was I to question it?
We'd just arrived back at the dock, with Blake at the wheel, so Bob and Bill went to change into clean clothes and to fetch Jim and Maddy. We agreed to meet in 20 and they would head back to the airport. I thought I'd ride along to tell Tom and Jess, with Leslie. We hoped they'd agree to a flight on short notice but suspected they would.
The hop to the airport was short, and Tom and Jess wandered out as they often do. Leslie literally ran towards them and leaped into Jess' arms. She laughed and caught her, giving her a hug, and set her down. By the time she did, we caught up and overheard the conversation.
"Guys, are you both available for a short trip for the next couple days," she asked. "Like right now?"
After a quick glance at each other, they agreed that, sure, they were.
"Great! Get your stuff and let's get on the 747. You're dropping me in Wichita, then going on to Seattle to pick our new 767," she said.
"Your new what!" screamed Jess. Leslie told the whole story and they were as pumped as she was. They loved that the Mustang stayed. They were caught a little off guard that Leslie would fly the Hemisphere home, but after a moment's reflection agreed.
Ten minutes later, they were on board the 747. I listened to the radio, out of curiosity. Sure enough, Leslie's voice came on the radio, asking for clearance to take off. I never had a doubt that it would.
Although she did share that she turned the controls over to Jim long enough to go back and blow both Bill and Bob and then let them both fuck her, including DP. That's my girl. Fucking at 40,000 feet. I had no doubt the 767 would often smell like sex. I did enjoy the mental image of her with two cocks in her. Alison and I flew back home.
All of this is how we found ourselves back at the airport, awaiting the arrival of both airplanes. Leslie had coordinated with Tom and Jess and timed her arrival to be just a few minutes before theirs. I suspect that was just an excuse, though because she put in almost 8 hours of flight time, having flown north, landed in Kentucky, had lunch, then flown around the southeast before refueling in Asheville. I had to laugh to myself because she said she just ate at the restaurant right at the private plane port, or whatever you call it. She said that by the time she was done eating, a crowd had all come into the lunch room and were over in the corner all abuzz about the child that flew in the jet. Apparently, they weren't talking as quietly as they thought they were. She said that she made a point of passing by the little crowd on her way out and turning to them.
"I'm 11," she said. And that's all she said as she headed out to her plane. Can you imagine the conversation that followed?
We heard her talking to air traffic control and shortly later she taxied up to the hanger. The plane was painted in a striking livery of red and white. It was a stunning color choice with lots of flair. Not ten minutes later, we heard Jess' voice over the air announcing her call letters, including Heavy, announcing herself as a wide body. No, not herself, her airplane. Soon the 767 was taxiing up, with its matching paint job. Guess we won't need to paint the jets, although I was going to suggest to Tom and Jess that we repaint the other aircraft in our combined fleet. Yes, fleet. Bet the boats would rock that color scheme too.
As the plane pulled up, the sheer size of the aircraft was a bit overwhelming. Leslie had said it was bigger than a 737, but damn. Not 747 size, but pretty close. After it stopped, a stair truck drove up. Jess stood at the top of the stairs and waved us onboard.
Leslie led the way, of course, followed by Morgan, Orlando, Amy, Alison, Blake, Juanita, then me. Yes, everyone showed up except Ted. Before I even got up the stairs, I heard Leslie scream, followed by a lot of laughter. I stepped into the plane and was just blown away. Imagine stepping into the most modern, nicest living room you have ever seen. Seriously nice. Tom and Jess led us through. Past the partition were the traditional sleeper seats, four rows of 2-1-2. Then they showed us the four small bedrooms. Basically, a larger twin bed, with a little space, and a small bathroom. Each had a big screen on the wall.
Finally, we came to the end of the hall, with one remaining door. Tom led us into what was clearly the master. King size bed, small sitting area, walk-in closet and a large bathroom, complete with jacuzzi tub. Apparently, our family likes jacuzzi tubs. This one would easily hold four people. The room was incredible. The wall at the end of the bed had what looked to be at least an 80-inch TV.
Tom led us forward, and then into what was the galley, but it had a door. Apparently, this was the elevator to the lower level, that was accessible in flight. It was a tight fit for two, so we went down in shifts. Once we were down, we found ourselves in a surprisingly complete kitchen. There were also small sleeper areas, 8 of them, kind of stacked. For the crew, if the flight was long enough to require two crews. At the back was a door, through which Jess led us. We found ourselves in a large cargo hold. I could see the strap-down points for cars. The number of cars apparently depending on their length, but somewhere between 5 and 10 or so. Just then we heard a noise and vibration and the floor at the back of the plane opened. Literally. It became a ramp. They had built this plane on the foundation of the cargo model, to preserve the ramp. It was also the 400ER version, which was much longer than the original. Yeah, I don't know what that means either, but it impressed Tom, Jess, and Leslie.
Leslie led us into the front living room and declared it was time to christen the plane. We knew exactly what she meant, and she quickly stripped. You've never seen a group strip faster in your life. Leslie walked over to Amy and me.
"It's time for me to thank you both," she said.
She took Amy by the hand and me by the cock. Yes, she led me by the cock to the double divan. She turned and told the others to enjoy themselves. Leslie positioned Amy on the divan, but backwards. She climbed on and started going down on Amy, and Amy returned the favor. Leslie turned to me and said, "Fuck me." So, I did. First, I slid my cock in Amy's mouth, conveniently located just below Leslie's pussy, then I slid right into Leslie. Amy kept her efforts up on Leslie's clit, while also licking my cock as it stroked in and out. I wasn't going to last long. Amy actually went off first, followed quickly by Leslie. I filled her full, then slid out. I watched as my cum dripped out of Leslie's pussy right into Amy's waiting mouth. My god that was hot. Suddenly I was pushed out of the way and Juanita took my spot, sliding right in for sloppy seconds.
I looked around and everyone was enjoying themselves. I took the opportunity to watch the fun. Morgan was going down on Tom, who clearly was enjoying it. She was fingering herself, clearly horny herself. After not that long, she pushed him down on a couch and climbed up. She lowered herself down on his cock, with a contented sigh. She bounced up and down slowly, while he tweaked and licked on her nipples.
Alison was nearby on the couch, with Orlando between her legs. His work was going well because she let out the moan of what could only be a massive orgasm. She fell a bit to her side, and Orlando stood. Wow, his cock had grown since they moved in. Her repositioned her to be laying on the couch and mounted her missionary style. No lazy fuck for them, he began pistoning in and out, with Alison letting out a gutteral "oh" each time he bottomed out.
Jess was on floor, offering herself to Blake doggy style. He was kneeling behind her and using one hand to stroke her pussy and clit and the other was pushing two fingers in and out of her ass. I have no idea where lube came from, but his fingers glistened with it. He finally pulled back and positioned his cock at her ass, gently sliding in. He buried himself to the hilt and held it there until she started pushing back. Their fuck was in the middle from lazy to frantic, with a slow and steady pumping.
I just stood there, looking around, slowly stroking my now hard cock. I heard a grunt from Juanita, and turned just in time to see her covering Leslie's back with cum. I scooped some up with my fingers, tasting the tang, just as I heard Blake scream out and fill Jess' ass with his seed. That was enough, and Orlando pulled out and came all over Alison's tits, just as I heard Tom exclaim and it was obvious, he was filling Morgan. Time stood still as everyone came down from their high, but it was just enough for me to get close. I walked over and added my cum to Orlando's, then got on my knees and started licking up our combined cum. This was too much for Alison because it sent her over the top again.
Finally, we all sat back, sated.
"I think it is well christened now," I said. We quickly tested out the showers in all the bathrooms and were back in the living room pretty quickly, all clean and dressed. Amy and I were the last ones back, which was probably due to my fucking her in the shower. Yes, a third cum for me. I felt so proud.
The strong smell had hung in the air when we scattered to the showers but was completely gone by the time we returned. Well that's good.
The family decided to spend the night on the plane, so Blake and Alison headed home. Tom and Jess let us borrow their SUV, so we went out to a nice family dinner. Leslie had been gone so much that we barely had talked recently. Leslie's exploits had dominated the conversation and our time recently, but a lot had gone on with Morgan that was pretty darned exciting as well.
We headed back to the plane and watched a little TV in the living room, then drifted off to bed. The kids had all picked a room and Amy and I fell into bed in the master. There wasn't any reason to sleep on board, other than we could. I laid in bed before I fell asleep, just astounded at where our lives had led. A year ago, I was a single guy on an improving, but still ratty, boat. Now I was sleeping on my airliner. Our airliner. Holy shit.
Alison came and got us in the morning.
I'll let Morgan back up and tell her story for the last month or so too.
First, I have to say that I agree with both Morgan and Leslie. We're so much better off now that we have Bob and Amy as our Dad and Mom. Honestly, no one really has any idea how true that is for me. I'm sorry, I'm going to take what will be a happy story down a little hole. I need to tell my family, and I can't, so I will through this journal.
You see, I love sex. Love, love, love sex. But what Mom and Dad, and Morgan and Leslie, have taught me is that what we were doing before was not sex. We were being used. The girls know about what happened to me when they were part of it. What they don't know is what happened when they weren't. Our bio Dad was a sadistic fuck. A true piece of shit. He got off on hurting me. His favorite torture was fucking me in the ass. Now that may not make sense because I enjoy the hell out of it. But when it happens now, it's done gently, with plenty of lube, and, well, love. When bio Dad would find me alone, he loved to pull down my pants, bend me over, and rape me. He wouldn't use any lube, not even spit, and he would ram his cock in hard. It would make me scream and every time I did, I heard this maniacal laugh. He got off on it. He would hammer me until he came in my ass, then tell me what a little boy slut I was.
So there, I said it. My bio Dad was an evil rapist. I'd like to say that my bio Mom didn't know, but she was just as bad, if not worse. She's the one that held me down.
I'm glad they're dead.
I know you didn't want to read that, any more than I wanted to write it, but I had to get it out. It was burning inside me. So now on to the part of my story that is fun. Oh, so fun.
So, I'll start my story with science club. Yeah, geeky, but you can be a cool geek, can't you? The class was mostly nerd boys, but there were a few girls. On our first project, I was paired with Sandy. I was still a little bashful, but she was downright mute. She could talk about the project, barely, but any small talk had her blushing. It took a few days of working together, and finally she came out of her shell a bit. She couldn't talk to anyone else, but she could talk to me. The sponsor of the club wasn't very attentive, so kids wandered the halls a lot. On about the third day, Sandy told me to come with her. I followed her out of the room, and she took us around to the band room, and back into the storage area. It was quiet and empty. She locked the door, which in hindsight makes sense, but I didn't think anything about it. There was a couch, so we sat on it.
"I just wanted to thank you for being so nice to me," said Sandy. She then surprised me, by leaning over and giving me a quick peck on the cheek. Then the blush returned, from her neck shooting up her face. She went to bright red in a flash.
"You don't need to thank me," I said. "We're just working on a project and you're my partner. Plus, you're really nice and I enjoy talking to you. What boy wouldn't want to talk to someone as nice and pretty as you are?" It wasn't a line, I promise. She was very pretty, but she didn't really show it. She was into the bohemian long skirt, bulky sweater look, but I could tell when we worked together that under that was a pretty nice body. Sometimes the skirt or sweater would get pulled closer to her body and I'd get a little outline. I'm 13, my brain put all those glimpses together automatically. There was a hot little body under those clothes. She wore glasses, but had lush brown hair, just in a disinterested pony tail.
"You think I'm pretty?" she stammered.
"Are you kidding? You're beautiful," I said. "You hide it behind those glasses, that pony tail, and those clothes, but I know you're beautiful. Most important, you're a nice person. Without that, nothing else matters. There are smoking hot cheerleaders in this school that do nothing for me, because they're not nice people. You're beautiful and nice, which is a winning combination."
The blush was back, and I could almost see her screw up her courage. She closed her eyes and leaned in. Oh my, she was going to kiss me. Well, in for a penny, I leaned down and met her face -- since she would have missed by a mile. I think she had a short kiss in mind, but I held it. I opened my mouth a little and licked her lips. I don't think she even knew what that meant, but her mouth intuitively opened, and I pressed forward. I think we must have kissed, pretty passionately, for two to three minutes before we came up for air. When we did, she was blushing again, but it wasn't from embarrassment.
She kind of looked down, in a bit of a daze.
"Was that your first real kiss?" I asked.
She just nodded, still looking down at her hands.
"That was awesome," I said. "You're a really good kisser. Can we do it again?"
So that's how I spent a solid half hour making out with Sandy. Oh, my cock wanted more, but I wasn't going to push her. That wouldn't have been right. We went back to science club and the day just drifted away. We didn't see each other much until the next meeting, two days later.
"You didn't tell anyone," she hissed when she sat down. "Why didn't you tell anyone?"
I was a little confused and told her I didn't know what she was talking about.
"Boys talk. They tell the other boys about their conquests. Nothing got back to me and it would," she said. "You didn't tell anyone."
I finally got her meaning and smiled.
"What are you smirking about," she said, being a little aggressive.
"I'm sorry, I wasn't smirking, I was genuinely smiling. I would never talk. Ever. Ever. Ever. What goes on between us is between us," I said. "If I learned anything from my new Dad, and my new Mom, it is respect. I see how my Dad respects my Mom. I hope to have a relationship someday as strong as theirs. Oh, they're not married yet. Heck, they aren't officially even dating yet, but they will get married. We all know it. They're just not admitting it to themselves yet."
"Really?" she said. "You don't WANT to tell anyone?" I could see a little hurt in her eyes.
"No, you misunderstand. I'm not embarrassed about kissing you. Quite the opposite. I hope to do it again. I just don't need to tell anyone. I won't tell anyone. It's not their business," I said.
With that, she got up and walked away. I didn't quite know what was happening. Was she happy? Was she mad? Was she storming out? If so, she did it quietly. I figured I'd better follow, so I took off after her. I finally realized we were heading to the band room. I didn't know if that was good or bad. By the time I got there, she was sitting on the same couch.
"Sit," she ordered, pointing at the spot next to me. "I'm new at this, and we need to practice." adding a big grin after she said it.
"Well, practice makes perfect," I said. Not being stupid, even at 13, I sat. She leaned in and this time it was her tongue that snaked out. We were kissing and I guess nature took over and my hands strayed up to her breasts. She jumped back as soon as I touched them.
"Oh, I'm sorry," I said. "I'll slow down."
She sat there, clearly thinking about it for a bit, then took my hands and pressed them against her breasts, over her sweater.
"No, I liked it. No one has every touched me before," she said. "It just startled me." With that, she pushed my hands away and pulled her sweater off. She was wearing a plain white bra, but that disappeared in a flash, leaving her topless. I was right, she had a nice trim body and wonderful B cup breasts, with good size nipples that were hard as a rock. I put my hands back and started kneading them, tweaking the nipples a bit, which got a groan out of her. I leaned over and took one in my mouth, which got an even bigger grown. Finally, she pushed me away.
"I'm not ready to fuck," she said.
"I know. I wasn't going to try," I said. "You set the limits, not me. I won't ever go past them, and if I try to, just tell me and I'll stop. I'm a pretty nice guy." She just nodded and pulled my head back to her breasts. This put my left hand in her lap, and instinct again, I pressed against her, rubbing with my whole palm. She pushed back, moaning a little. After a bit, I stood up, which startled her.
"I'd like to do something, and I doubt you've ever done it before. The idea might freak you out a little, but I promise I won't hurt you and no, I don't mean full on sex," I said. "Can you trust me?"
She bit her lip and nodded. I motioned for her to stand up, and unsnapped her long skirt, which fell to the floor. I gently pushed her to show her to sit down again, and she did, wearing only her simple white panties. Kind of sexy panties, high cut on the legs. And she DID have the legs for them. Long and firm. She was a goddess, sitting on the couch in her panties. I left her panties on, because I figured she'd freak out if I tried to take them off. The transformation was stunning. From covered up bohemian to sexy hottie that would put most of the cheerleaders to shame.
I knelt down between her legs, and her eyes got big. I started out gently, just rubbing her slit through her panties. Up and down slowly, until I was rubbing her clit too. Her panties started to get wet, which meant I was doing something right. Finally, I pulled them to the side, to give me a little access and leaned over. I licked from the bottom to the top and took her clit in my mouth and sucked a bit. She moaned, so I kept going. I slipped one finger in but not too far, just pumping a bit as I licked. It didn't take her long and she had a massive orgasm. I gave her credit for being pretty quiet because she almost bucked herself off the couch. Finally, she calmed down and I stood up, wiping her juices from my face.
"That was amazing!" she said, almost in a shout. "I've never felt anything like that, even when I play with myself." She must have realized what she just admitted because she blushed again. I assured her it was alright, that everyone did it. "What can I do for you?"
"Nothing," I said. "Today was about you. Maybe we'll do more, maybe not, but I liked getting you off. I'm happy to do that whenever you want." That got a smile out of her.
"Can I at least see it?" she asked. "I've never seen one." It took me a second, but I realized she meant my cock. I admit, it was straining against my pants. I just pointed at my zipper. She slid forward, which put her right at crotch level. With shaking hands, she unbuttoned my shorts, and pulled down my zipper. Clearly steeling her courage, she pulled my shorts and underwear down in one motion, which caused my cock to pop up and actually smack her in the face. We both laughed a bit. She sat back a little and just looked.
"Can I touch it?" she asked quietly, and I just nodded. She reached out and just stroked the top. I told her to grip it and squeeze, but not too hard. We went through the obligatory "soft but hard" commentary, all while she was gently stroking me. Finally, I was about to cum and I warned her to aim it somewhere else.
"But that will make a mess," she exclaimed. In a moment that I suspect she didn't quite think through, she leaned over and took me in her mouth. That was all she wrote folks, and I started pumping cum. She was a trouper and caught and swallowed most of it. Just a little leaked out and when I was done, I leaned over and licked that off her face.
"You licked off your own cum!" she said. "That was so HOT." Well good, that didn't freak her out. I leaned in for a big kiss, using my tongue. I liked my cum, so it was fine with me. We realized time had passed, so quickly dressed, with Sandy doing this strange reverse transformation from gorgeous supermodel to mousy nerd.
As we walked back, I asked her about the clothes.
"You're beautiful," I said. "Why do you hide it? Seriously, beautiful." emphasizing the word.
She blushed again, which was her perpetual state.
"I don't know. Once I started developing, I didn't know what to do about it. My body was ahead of my social skills, and it scared me. So, I cover up to keep people away," she said. "Maybe I don't need to as much. I'll think about it."
We parted ways but did talk on the phone a couple times before the next science club. It was nice. I really liked her. When we got to club again, she asked another question.
"You still didn't tell anyone," she said, in a statement, not a question. "Every other boy would have claimed they fucked me, and you didn't say a word. I actually took your cum in my mouth and crickets. Are you embarrassed to tell people?" I laughed a bit, which confused her.
"Not at all. I'm the luckiest guy on the planet," I said. "I just don't need to shout that off the rooftops. It's nobody's business but ours. Dad and Mom taught me discretion. It's a big topic around our house, with me and my sisters. Don't kiss and tell. Just don't." With that, I invited her over to the house on Saturday. I was going to have to make everyone wear clothes and act normal, which was a big ask in our family, but I could imagine if she walked in to see my Dad fucking my Mom, or worse, fucking Leslie.
"Seriously? You're asking me to your house? No one has ever done that," she said.
"Wait, what? Literally no play dates as a kid. Not one?" I said.
"Not. One", she responded. I didn't know how to take that. But I persevered and we agreed my mom would call her mom. I warned her that our house might not be exactly what she expected. I'm pretty sure she thought I meant we lived in a trailer, but I didn't say anything else.
So that's how on Saturday morning, a car pulled into our driveway and stopped. I ran out front, and Mom followed. I got out there just as Sandy and her mom got out of their car.
"I'm confused," said her mom. "You live in a hotel? A really nice resort hotel?"
Amy stuck out her hand and introduced herself and cleared up the confusion. Both Sandy and her mom, Sandra, just looked at us and Amy, err Mom, invited them both inside.
"The kids can go play and we can get to know each other," said Amy. "I hope Sandy brought a swim suit." Sandy answered by holding up her giant purse.
We all went inside, and Amy and Sandra peeled off to the kitchen. I took Sandy through to the pool, which giving her sideways glances. Who was this girl wearing white shorts and a pink tank top, clearly without a bra? Damn, a nice person and a sweet body.
Leslie and Morgan were out back. Morgan was splashing around the pool and Leslie was on a lounge. They were clothed, at my request, but didn't do that great a job. Pretty sure they were both wearing last year's suits. They're butt cheeks spilled out and both were showing both cleavage and underboob. I had to will myself to not get hard. That would send a message I didn't want to send.
I'm sure you're expecting the story about how all three of us seduced her and I took her virginity, but that didn't happen, um, quickly. We had a nice pleasant day. We rode the waverunners, with Sandy riding behind me. She did use that as an opportunity to rub my cock and to press her breasts against my back, which as alright by me. As we passed the girls, she squeezed extra hard, almost hurting me. I realized that Leslie was on the back, holding on to Morgan by her breasts. Way to be discreet girls. After we passed, I got a more vigorous rub. Oh, interesting.
When we got back to the house, Sandra had left, and Mom said it was about lunch time. Since we were covered with salt water, Leslie suggested we all shower and headed towards one of the cabanas with Sandy and Morgan. I followed, intending to go into a different one, but Sandy saw me.
"Down boy," she said. I laughed and pointed to the other one.
"We're going to steam and sauna for a bit," said Morgan. "We'll meet you inside." With that, the girls all disappeared into the sauna area, leaving me alone. And hard.
I showered and wandered inside. I'll let Morgan take over my journal for a bit.
"It's just us girls," I said. "It's not like we don't all have the same parts. But if you're more comfortable, keep your suit on. It just gets sticky. We'll put ours back on, if you want."
Sandy thought about it for a minute. She then stripped down and stood there naked.
"Wow, this is freeing. I've never been naked in front of anyone before," she said, then a blush creeped up her face. "Well, not completely."
"Oooh," I said. "Dish"
"No, I won't. He hasn't and I won't. He's respectful and I like that," she said.
"So, Orlando has seen you almost naked," said Leslie. "It has to be Orlando. He's a nice respectful guy and wouldn't talk. Every other boy would. We know our brother."
That apparently broke the ice, but she did blush again.
"Well, yes, but it doesn't seem fair to talk about it. But you're his sisters. I don't think you'd ever tell," Sandy said. "I stripped to my panties and he went down on me. It was amazing. I never came that hard from doing it to myself," Sandy said, again realizing what she just admitted. "I mean, um." I cut her off.
"Stop. We all play with ourselves. It's natural. And fun!" I said. Leslie piped in, agreeing.
Sandy got a little bolder. "Has anyone ever gone down on you," she asked. Leslie and I exchanged glances that must have said more than we intended.
"Wait, you've gone down on each other? Really? That must be amazing. A girl would really know what to do," she said thoughtfully, then blushed again. "I mean, um." Leslie cut her off again.
"You can't tell anyone. We'd get in trouble, but yes, we do it all the time. It's great and we can't see any reason not to do it. It's safe and fun," said Leslie. Being the bold one, she added "Can I go down on you?"
Sandy laughed. "Well, apparently I am coming out of my shell a bit. Where?" she said.
Leslie lead her over to the couch, sat her down, spread her legs and kneeled down.
"Here? Right here?" said Sandy. "What if someone comes in?"
"The only person that might come in is Orlando. Everyone else gives us privacy. I think they might suspect, but Mom and Dad are pretty cool. They're worried about safe sex and pregnancy, but they know we're teenagers with hormones. They'll give us space."
"Wow, can they be my parents too?" asked Sandy. "Yeah, I wear those stupid long skirts, but only because my Mom buys them. I had to fight, and use my own money, to buy simple shorts and a tank top. It sucks. oooooohhhhhh. Yeah that feels so good."
I went over and sat next to here and started rubbing her breasts. I tweaked her nipples than leaned down and started sucking on the nearest one. It didn't take long, and Sandy went over the top, squirting all over Leslie. Just then, the door opened, and Orlando stepped in. Sandy didn't notice yet.
"OMG. I'm sorry. I peed all over you. I'm so embarrassed," said Sandy.
Leslie laughed: "No you didn't. You squirted. It's the highest compliment that I got you to do that. It doesn't happen often and only with amazing orgasms. I guess I'm amazing."
Sandy saw Orlando and raised her eyebrows. He commented that we should continue. He just wanted to watch.
"Do you want to try it," I asked. Sandy gave me a puzzled look and then the light went on.
"Yes, I think I would," she said quietly.
I sat down and spread my legs. I wax, so it was as smooth as a baby's pussy, which got a query from Sandy. I explained and told her we could take her. She was learning a lot.
She got down between my knees, and Leslie sat next to me. She got things started by playing with my nipples. Sandy started going at it, but tentatively. I told her I wouldn't break, and to try harder. I shared that I wasn't a virgin and she should use at least two fingers. That popped her head up.
"You're not? Wow. With who. Wait, that's none of my business. When? No, not my business either. What does it feel like?" she asked.
"It's impossible to describe. It's amazing, spectacular, and eye opening. If you think oral sex is good, this is the next level," I said. "When you're ready, you'll know it. Just pick someone that will be gentle and knows what they're doing and will be kind. It will hurt the first time, for a bit, but it is worth it. Pick someone like Orlando." That got another wide-eyed look.
"You're not a virgin either, Orlando?" she asked. "But you're so quiet, you're so nice, how could you...oh." Shit, the light bulb went on in her head.
She turned to me.
"So, you girls go down on each other. You know I can and will keep a secret. Does Orlando fuck you?" she asked. I didn't answer, but just smiled. She thought for a minute and turned to Leslie.
"You too?" she asked. Leslie gave her the same smile.
"I'll be damned," she said. "That's awesome. Sex whenever you want it and parents that give you privacy. I really do want to be a part of this family." She sat back, clearly thinking about it.
"I want to fuck," she said. "Right now. I want you to fuck me", directing her comment to Orlando.
"OK, but not here," he said. "In a proper bed, with the right protection. With Leslie and Morgan coaching you through it. That will help, trust me. But first, you have to finish Morgan. Not fair to leave her hanging. Then get dressed."
So, she did. She finished me quite nicely, I have to say. She was a natural. We all got dressed and headed through the living room, towards the kids wing. We passed Dad, who gave us a raised eyebrow and a little smirk. Way to be subtle Dad. We all went into my room, and I closed and locked the door.
"What was that look your Dad gave you? He knows, doesn't he? He knows and he smiled. That's crazy. But he's only what, 23? And he's hot too. This family is......oh shit," she said. She turned to me.
"He fucks you too, doesn't he? I know he does. Damn, that it hot as fuck. He's smoking," she said. She thought for a moment and turned to Orlando.
"You fuck your Mom too, don't you? I wouldn't blame you. She has a body like I've never seen," she said. "Hell, I'd go down on her", she added with a laugh.
We neither confirmed nor denied, but she knew.
"Damn, he might be my second. Today," she said. "Today." she repeated. We all just shook our heads at that. We'd turned her into a sex machine. A virgin sex machine.
"Let's do this," she said, and stripped down. That seemed like a good plan, so we did too. Orlando guided her to the bed and had her lay down with her head on the pillow. Then he motioned to Leslie and me. We knew what that meant. We both climbed on the bed. Leslie got between her legs and I came into her breasts from one side. Orlando came in from the other side. We both sucked a nipple, while Leslie went to town. It didn't take long, and she was over the top. We didn't stop. Finally, she pushed our heads and yelled for us to stop. Leslie sat up and her face was covered with Sandy's juices. She climbed up Sandy's body and laid on her, giving her a passionate kiss. Sandy returned it, and they clearly had a nice time for a bit. Finally, Leslie rolled off, and just pointed to Orlando. I put a pillow under her ass, raising her up, while Orlando got into position. Leslie handed him a condom. He started to open it.
"I'm on the pill," said Sandy. "For my cramps. Have been for a year. I want to feel you without the condom. I want you to cum inside me for my first time." He nodded.
Leslie came back with some lube. Maybe unnecessary, but better safe. Leslie spread it on Sandy and fingered her to another orgasm and I stroked some onto Orlando.
"That is SO hot watching you play with your brother. Maybe not today, but I'm watching him fuck you both," she said. OK, we could do that.
Orlando positioned himself and eased in. I could see he slipped in easily, until he got to the barrier of her hymen.
"OK, Sandy, this is it. It's going to hurt. For some girls, it is just a pinch, for others it really hurts," I said. "He's going to do it quickly, then stay still inside you. You decide when you're ready for him to keep going. You can even tell him to pull out. No one will say a word. You're in complete control."
She just nodded at Orlando, and he thrust in, balls deep, quickly. She let out a yelp. Orlando just waited patiently.
"Damn, that hurt," she said. "But it's easing up already. Give me a minute." After just about exactly a minute, she nodded. Orlando started pumping in and out gently. She started a chorus of "oh, oh, oh."
I reached down and started stroking her clit. Leslie started pinching her nipples. It really didn't take her long to go off again, but Orlando just stopped while she did. He was really gentle and good at this. Once she came down, he started stroking in and out, slowly.
"That feels nice," said Sandy. "But I said I wanted to FUCK, not make love. FUCK me." Orlando just grinned and really picked up the pace. Soon he was slamming into her and she was on one continuous roller coaster ride of orgasms. Finally, he couldn't hold off anymore and he grunted and held his position deep inside her.
"I can feel it. I can really feel it," said Sandy. "That is fucking AWESOME. I want to do this every day. Twice a day. A dozen times a day. I went from being a virgin to being a sex machine. You all need to help me." Yeah, we created this.
We all sat on the bed chatting. Naked. After about ten minutes, we knew that Orlando was ready. Sandy didn't. Leslie took the initiative and pointed at Orlando's cock.
"Suck it, Sandy," she said. "If you do a good job, he'll fuck you again." That was all it took. She pushed Orlando back on the bed and grabbed his cock and started bobbing up and down. She was a natural and Leslie and I coached her. Finally, Orlando told her to stop, or he'd cum in her mouth again. Again? That's a story I wanted to hear.
Sandy flopped back, but Leslie repositioned her onto her knees.
"Trust me," she said. Sandy did, and just stayed in the position. Orlando came to her from behind and eased into her. He started to pick up the pace. This time we just watched. Could she cum from just a fucking, her second time ever? Yes, yes, she could. In fact, it didn't take long. In the middle of her high, Orlando pulled out and pushed he over on her back and proceeded to cum all over her breasts, her stomach and onto her only slightly hairy pussy. It was a lot, given he'd just cum. Leslie and I knew the drill, and dove right in to start cleaning her up. Orlando got between her legs and licked his own cum off her pussy. Between the two of us, and his efforts on her clit, she just kept cumming. Again, she finally pushed us away.
"You get to do this all the time. That's not fair," said Sandy. "I am now officially an addict. A sex addict. But I've been thinking a bit, between orgasms. My two best friends, Bonnie and Anna, are virgins. I plan on teaching them all about oral sex, but they need to be fucked. Soon. Would you do the honors? You're so nice and sweet and don't tell. And you, well, you know, you fuck good too."
Orlando was a bit taken aback.
"Bonnie and Anna", he said. "Both of them? They're really sweet, but they're in the seventh grade. They're too young."
Leslie started laughing. "I'm in the fifth grade, you dipshit. You fuck me all the time. So does Dad. I love it. They will too," she said. Suddenly she realized what she'd just admitted to and let out an "Oh shit."
Sandy started laughing this time. "Oh, I knew. Yeah, I suppose you confirmed it, but I knew. No, go get him. Get your Mom too. I'm going to show her my newfound skills and he's going to fuck me. I said two today and I meant two today. Is there anyone else around that can fuck me?"
We all glanced at each other but didn't answer.
"There are! Well that's good news. Let me fuck your Dad and see if I have it in me for another. I think I will. I think I will," said Sandy.
What had we done? Leslie pulled on her clothes and headed out the door. She wasn't gone long, and Mom and Dad followed her back through the door. Since Sandy, Orlando, and I were all still naked, they got the drift of what we had done. Sandy took charge.
"Orlando just fucked me and was my first and I loved it. The girls taught me how to eat pussy and I loved that too. Get your clothes off. We're going to do both things right now," said Sandy. Mom and Dad looked at each other, clearly conflicted. They looked at me. Not sure why. But I nodded.
So, they started undressing. I stopped them. I told Dad to undress Mom and for her to undress him next. They smiled and really go into putting on a show. Dad pulled Mom's shirt over her head. Surprise, no bra. He leaned down and sucked on her nipples, while using his palm to rub her crotch through her shorts. Little cheer shorts, probably mine. Oh yeah cheerleading. There's a story too. You know, I'll let Orlando take back over here.
It was her turn, and she had Dad's shirt off and was sucking on his nipple, to his moans. If Sandy had a pad of paper, she would have taken notes. She pulled his shorts down and he stepped out. Surprise! Hard as a rock. Mom actually led him over to the bed by his cock.
"So, who is in charge?" said Mom.
"I am," replied Sandy, to raised eyebrows of everyone. She directed Mom to lay down on the bed and climbed between her knees. She waved the two girls over and they got the idea and started licking Mom's nipples. Mom went off again, and Sandy wiggled her ass. We got the idea. Dad had picked up a condom, and I shook my head, getting more raised eyebrows. He climbed on the bed and slid right into Sandy. He looked over at me and I held up two fingers, which got me a smile in return.
Sandy lifted her head out of Mom's pussy long enough to say "Harder. Fuck me harder." So, Dad did. I didn't have much to do, so I sat on the bed and started rubbing Sandy's clit from underneath. I also gave Dad's cock some massage as he went in and out. Finally, Mom and Sandy both exploded, and Dad did too, filling her with cum. After he pulled out, Sandy flopped on her back next to Mom.
"Who's going to clean me up?" said Sandy. Five hands immediately shot up. We're a polite bunch. She looked around, at each of us, one at a time, and finally pointed at me. I got the honor.
I got between her legs and licked and sucked and did my usual fine job. Finally, I sat up, and duplicated Leslie's earlier move and slid up Sandy's body. She licked her own juices off my face. Amy was right next to us and reached between us and slid my cock into position. I put my weight down and slid right back into Sandy.
"Oh, again," she said. "Again..."
It took me awhile, but I finally pulled out, cumming on both Mom and Sandy. We all took turns cleaning them up and all ended up sitting crisscross on the bed, still naked.
"So, when you were rubbing my clit, you were stroking his cock too, weren't you?" Sandy said, looking at me. I smiled and she continued. "Do you blow each other too?"
I just nodded and she looked thoughtful.
"Do you fuck each other in the ass? That would be hot. I'd like to see that," she said. I looked at Dad and got a grin in return. He'd only cum once.
Amy pushed Sandy away a bit, opening up the spot in the bed between them. She pivoted Sandy, so they were each on a side, facing the other way. I knelt down, positioning myself so Sandy had the perfect view. Leslie came over to me and squirted KY on my ass and reached over to finger fuck me. Sandy stopped her and took her place. She started with one, then somehow knew to use two. She was pistoning in and out, until Dad pulled her hand away and Morgan handed her a small towel. Dad got into position and eased himself into my ass, with Sandy watching, with her mouth dropped. It didn't take long -- my ass is tight, and Dad unloaded in my ass. I think it blew Sandy's mind when Mom licked it all back out.
I think we were all spent at that point. Wow.
But Sandy was not.
"Who else is here? I need another cock. Or two. Or a hundred. I need to be fucked again," she said.
Mom got up and headed out the door, still naked, which got me a look from Sandy. I just smiled.
"Clothing optional here," I said.
Only a few minutes passed, and Mom came back in followed by Juanita. She shared Blake and Alison were out, so Juanita would be Sandy's last. I could see Sandy was a bit crestfallen. I just smiled at her, with a crooked smile, which confused her. Mom and Dad put on the show, pulling off Juanita's top and freeing her braless breasts. They started licking and sucking together and Sandy couldn't pull her eyes away. Dad stepped to the side and Mom dropped to her knees, taking Juanita's shorts with her. I heard a big gasp. Yes, Sandy had just caught on.
"Holy shit," she said. "This is awesome. Tits and a cock. I must have her. I must." Juanita heard her and grinned, walking towards the bed, swinging her cock. She took her time, offering it to Leslie and Morgan, then to me, then to Mom and Dad. Sandy was just sitting on the edge of the bed watching. Juanita walked over and offered her cock to Sandy. I have no clue how in the hell she it did, but she deep throated her, taking her all the way in. We all gasped a little. Finally, she pulled off and said two words. "Fuck me."
She scooted up on the bed and propped a pillow under her own ass.
"I want to watch," she said.
So, she did. And we did. Juanita was pretty aggressive and fucked her hard, with Sandy's encouragement. She lasted quite a while, which makes me believe it wasn't her first time today. Finally, she asked Sandy how she should finish, and Sandy replied to cum in her. That little cum slut. They clearly came together, and finally pulled apart.
"Hi, I'm Juanita," she said, introducing herself to Sandy. Seriously. After their first fuck.
"Juanita, do you have one more in you?" asked Sandy. Juanita smiled and pointed. Damn, hard again.
"I wanted to see you fuck Bob," said Sandy, softly. So, Juanita did. Quite well.
We all got cleaned up and Dad suggested we eat out on the boat. Sandy demurred saying her Mom was coming to pick her up. Leslie suggested she see if she could spend the night. Since Orlando had two sisters, she could just be staying with them. She suggested that Mom make the call, which she did. Mom stepped out to call.
"You're all set," said Mom. "I assured her we had spare clothes you could wear and that you'd be just fine and that we'd keep you safe." That last comment got laugh.
Morgan jumped in: "Let's go get you some clothes. Let's go check out the guest closet. We'll get you a nice new wardrobe." This just got a confused look from Sandy. I let the girls go with her. I'm a guy. Clothes? ack. I'll let Leslie take the story for a bit.
Sandy was clueless what we meant by the guest closet, so we just showed her. Morgan and I each took a hand and led her down to the guest wing. We showed her around first, including the game room, the media room, and the basketball gym. If she was blown away before, that only made it worse. Just wait until she saw the boats.
Mom had an idea a while back that we would have guests on a regular basis and should be able to be spontaneous. So, she sent the three kids to the mall and told us to get a half dozen outfits in just about every size and make sure to get at least three swim suits in every size. She did the same in men's and women's sizes. We sometimes rotated our clothes into the guest closet too, particularly if we outgrew them and no one else could wear them. All of Leslie's clothes that were still in good shape went into the guest closet. Mom had a crew come in and convert a storage room into a giant closet. It was a pretty big room. Morgan and I organized it. It looked like an upscale boutique, with hanging bars, shelves, and lots of built in drawers. We had such fun that day, once the store clerks figured out we were for real. That took Mom and her Amex black card! Maybe we'll tell that story someday. Particularly the part where I got Morgan and the sales girl off. But I digress.
Sandy was really petite, so we took her to the area where those sizes were. We started with underwear, all new in packages. No hand-me-down bras and panties. That would be weird. There was an entire drawer of panties in her size, so we let her pick. She liked the boy shorts (spoiler, I do too), so she tentatively took one package. Morgan laughed and pulled out a package of high-cut panties, and a smaller pack of thongs. That just got a shocked look on Sandy's face. We started a pile on one of the center cabinets.
"I noticed you were braless today," said Morgan. "Pretty damn hot, but I'll bet your Mom balked at that, didn't she?"
Sandy laughed. "She almost didn't let me leave the house," said Sandy. "I told her the truth. None of my bras would work with a tank top. But then again, didn't my nipples look great?"
We laughed and agreed they did. We went over to another cabinet to look at bras. They were all very nice, mid-priced bras. Not too fancy, but not cheap.
"Do you know your size," I said. "Or should we measure you?"
Sandy started to say something than paused. "I think you should measure me," she said, in a slightly husky voice. I suspect she knew exactly her size, but who were we to turn down a show? She pulled her top off and it was an enjoyable sight. Suddenly Morgan pulled hers off and nodded at me. I didn't know what was going on, but I was in, and pulled of my top too.
"OK, let's use us as a starting point," said Morgan. "I'm a B cup, almost C. Here, you should see what I mean." She then grabbed Sandy's hands and placed them on her breasts. It got quiet as Sandy squeezed and rubbed Morgan's breasts, and pinched her nipples. Morgan let out a moan, then said "You should compare Leslie too. She's a middle-A cup."
With that, Sandy switched to me. She was into it, and after kneading me and tweaking my nipples, she leaned down and sucked each nipple in turn. Oh boy, hard to concentrate at that point. Finally, she stepped back and said, "You both better see what you think my size is."
We got her drift and took turns playing with her breasts. While I was sucking on her nipple, I slid my finger in the side of her shorts and buried it inside her. That was all it took, and she went over the top, hard. Sensitive girl, isn't she? We, um, took a break from clothes at that point. The carpet was thick and soft and perfect for three naked young girls. We did everything three girls could do. Morgan decided to raid the 'special drawer' and while I was, uh, distracting Sandy, she put on a medium size strap-on. When Sandy saw it, her eyes got big. I rolled her into the doggy style position and lubed her and the dildo up. This was a two headed one, so it was in Morgan and soon in Sandy. Morgan wasn't gentle and was soon pounding into Sandy. I just roamed, playing with clits and nipples and everything else. Morgan went off first, quickly followed by Sandy. I think Sandy liked this.
Once they recovered, they both turned to me. I just smiled. Morgan helped Sandy and inserted the strap-on and got her ready. I knew what was coming, so got on my hands and knees. Sandy wasn't bashful and slammed right in. After stroking in and out for a bit, Morgan stopped her.
"Time to teach you something new," said Morgan. She had her pull out. She then squirted a lot of lube on my ass and fingered me until I loosened up.
"Really? I can fuck her in the ass?" said Sandy. I assured her I'd like that. So, she did. Vigorously. Morgan laid under me in a 69, so she licked my clit while I licked hers. The strap-on was designed to rub Sandy in all the right places, so none of us lasted very long. We ended up in a heap on the floor, all satisfied.
Just then the door opened, and Orlando stepped in. He took one look at us all naked, on the floor, with the strap-on still inside Sandy. Sandy blushed, of course.
"Hey, you're playing without me. Guess you were just getting warmed up," said Orlando. He then dropped all his clothes and had a nice hard cock. The resilience of youth (who am I to talk, I'm younger than he is, but girls don't have the same, err, limitations).
Sandy said two words. "Fuck me."
So, he did. Morgan and I knew this was their moment, so we just watched. You didn't think we left, did you? Oh hell no. As hard as Sandy had been fucked, repeatedly, today, Orlando took this nice and slow and made love to her. He's a good guy. They did is missionary style, and Sandy was rubbing her own clit and came hard. Orlando may have skills, but sometimes your stamina fails you because he came inside her. He laid on her a bit, both spent, then pulled out. He slid down her body and started licking her -- had to clean her up -- and I lost count of the number of times she went off. Finally, he stood up and slipped his clothes on.
"I really just came in to tell you that you have about 30 more minutes when we're taking the boat out for dinner. We're going up to the marina restaurant. Don't rush though. I'm sure Mom and Dad will understand." That last statement came with an exaggerated leer. Yeah, they'd understand.
We got back to work, after figuring out that for most bras Sandy was a 34B. We raided all the bras in that size, knowing we could just reload the closet. Everything from boring unsexy bras, to strapless, to deep cut. I think we ended up with 10 or so bras on the cabinet.
"I can't take all this," said Sandy. "That's a fortune in bras."
"Yes, you can," said Morgan. "Consider it a bribe. By now you've figured out we're rich. Really really rich, but we like to keep that to ourselves and our friends. Please don't tell anyone else."
"Don't worry, I know. Orlando showed me how important discretion is. It was a good lesson and I learned," said Sandy. "I doubt your being rich would compare to the fact that your Dad fucked me", she added with a laugh, which set us off too.
We picked out shorts, and pants, and jeans, and a variety of tops. All that was left was swimsuits.
"You need several," I said. "For different situations. You need a conservative one-piece, to show your Mom. You need a nice Speedo tank set -- they're my favorite. You need a couple barely their bikinis to show off that smoking body." That got another blush from Sandy and she looked down at the floor.
"What's wrong?" asked Morgan.
"Nothing. Nothing at all. No one has ever called me smoking before. I'm just this invisible girl and almost no one even knows my name. Orlando is the first boy to even be nice to me, let alone show an interest in me. Your family is amazing. Look what you're doing for me. I'm just a little overwhelmed. Good overwhelmed, but it is taking a little to get used to."
We both hugged her and assured her she was, in fact, smoking, and that the rest of the school didn't know what they were missing. I went over to the stack of clothes and pulled out a pair of black yoga shorts and a yellow athletic tank top. They were right at the edge of 'legal' at school, but they were legal.
"You can show them on Monday. This is the outfit you'll be wearing. Put it on under your boring clothes and take those off before you get to school. That way your Mom never knows," I said.
"Those! Those! I couldn't wear those to school," said Sandy.
"Strip," ordered Morgan. Sandy looked confused, but did what she was told, and I handed her the outfit. She reached over to grab a pair of underwear, but I stopped her.
"Yoga shorts do not allow for underwear," I said. Her eyes grew big again, but she slid them on. Holy shit. Standing there just in the tight yoga shorts and no top took my breath away. I had to force myself to not tackle her and start licking something. Anything. I handed her the top, and again she reached for underwear, in this case a bra. Morgan grabbed her hand, and just shook her head.
Sandy pulled the top on. I'm not sure a person could change so dramatically from clothes. Morgan and I spent a few minutes giving her French braid pigtails and stepped back. We moved her over to the mirror where she could see herself. Suddenly she burst out crying.
"What's wrong?" I asked.
"I cannot believe that's me. I'd been so caught up in my own persona, that I never let the real me out. This is the real me. Fuck my mom," she said. We both chimed in "Fuck your Mom" and then all laughed.
"My mom is actually pretty lonely. My Dad left when I was a baby. She got pregnant at 17 and she thinks it ruined her life. This is all to keep that from happening to me too. But she's fucking me up. I know that now. I'm going to sit her down and have a heart to heart. She needs to get laid too. She hasn't dated, ever, since I was born. She really needs to get laid," said Sandy. We all agreed that yes, she needed to get laid.
"Why don't you wear that to dinner?" I said. "We've got more outfits that are similar. Maybe wearing it in public with us the first time would make Monday easier." Sandy agreed and after Morgan and I got dressed, we headed out of the closet. Yes, the entire conversation was done with Morgan and me naked. Hey, we were born that way.
Dinner and the next day were uneventful, and I am sure you're dying to hear about Monday, so I'll turn this back over to Orlando.
Leslie's right that Sunday was uneventful, if you consider a lot of fucking uneventful. You can imagine what went on. Let's just say Blake and Alison came back, so we 'expanded' Sandy's experiences.
Dinner at the restaurant was interesting. When we went in, Sandy was still clearly bashful. As we walked to our table, she got a LOT of looks. From the boys, and a few girls, and from the men, and a few women. I heard one man, probably mid-fifties, mutter "Damn" under his breath. Sandy clearly heard it too and it was transformative. She went from walking tentatively and a little bent over to throwing her head back and standing tall, thrusting her breasts out ahead of her. I heard at least one gasp when she did that.
She as a different person at dinner. Less hesitant. More outgoing. More willing to share her opinion. More willing to start a new topic. It was cool as hell to watch the transformation. Monday will be interesting. One of the things we coached her was that the 'new Sandy' was going to get a lot of attention that the 'old Sandy' didn't, including from some people that were 'in' at the school. She had to be careful because they would all just want a 'piece of the hot chick'. I promised her that I'd be there for her, and that's I'd help her meet people that were real. That helped her get ready for Monday, I think.
This journal entry is getting long, so I'll start another one.
|Name||Chapters||Age||Description when introduced||Stats when introduced|
|Bob||All||23||Dad||6'2" (188 cm) – 165 (75 kg) , swimmer's body, 6–inch (15 cm) cut average cock|
|Amy||All||21||Mom (and the Nanny, to start)||5'1" (155 cm) – 110 (50 kg) , bright red hair, C cup|
|Morgan||All||15||The oldest of the new kids||5'5" (165 cm) – 120 (54 kg) , dirty blonde, small B cup, gorgeous|
|Orlando||All||13||The middle child and the only boy||5'0" (152 cm) – 100 (45 kg) , dirty blonde, 6–inch (15 cm) cut thick cock|
|Leslie||All||11||The youngest||4'6" (137 cm) – 80 (36 kg) , brown hair, flat–chested|
|Chris||6,8||11||Boat sales person but becomes more||4'11" (150 cm) – 80 (36 kg) , slim, glorious puffy nipples|
|Sara||1,3||22||Sales managers, car dealers||5'3" (160 cm) – 100 (45 kg) , dark hair, Amerasian, small B cup|
|Jenny Foxborn||1||Early 40s||Middle school principal|
|Jim||1,2-3||23||Middle school guidance counselor||6'3" (191 cm) – ripped, 10–inch (25.5 cm) thick cock|
|Ms. Brown||1||Twenties||One of Leslie's teachers||5'10" (178 cm) – caramel skin, runner's body, A cup|
|Ms. Johnson||1||Twenties||Leslie's other teacher||5'0" (152 cm) – voluptuous, D cup, Southern Belle|
|Madison||1||13||Middle school tour guide and Orlando's friend||5'4" (163 cm) – slim, amazing puffies|
|Brittney||1,4||16||Morgan's friend and a cheerleader||5'8" (173 cm) – tall, athletic, B cup|
|Jimmy||1||11||Leslie's new friend||4'6" (137 cm) – 80 (36 kg) , 3–inch (8 cm) cock|
|Tim||1,2-3,7-8||Twenties||Jim's friend||6'8" (203 cm) – 250 (113 kg) , Black, 12–inch (30.5 cm) cock|
|Vicky Johnson||2,5||Early thirties||DFS Social Worker||5'7" (170 cm) – Very attractive|
|Tyler||2,3||17||Morgan's high school friend||5'11" (180 cm) – glasses, chiseled abs, 6–inch (15 cm) thick cock|
|Dave||2,3||13||Orlando's dark–haired twin and friend||5'2" (157 cm) – dark hair, thin|
|Hunter||2,3||11||Leslie's new friend||5'0" (152 cm) – cute as hell, 3–inch (8 cm) cock|
|Jamie||2,3||Thirties||Tyler's dad||5'10" (178 cm) – muscular|
|Jeanie||2,3||Thirties||Tyler's mom||5'5" (165 cm) – sexy as hell, C cup|
|Annie||2,3||13||Tyler's sister||5'3" (160 cm) – trim, larger A cup|
|Mike||2,3||Thirties||Dave's dad||5'9" (175 cm) – slightly chubby, giant cock|
|Melanie||2,3||Thirties||Dave's mom||5'8" (173 cm) – long, dark hair, B cup|
|Danny||2,3||11||Dave's brother||5'0" (152 cm) – Dave but smaller|
|Don||2,3||Thirties||Hunter's dad||6'3" (191 cm) – Tall, dark, and handsome|
|Deedee||2,3||Thirties||Hunter's mom||5'0" (152 cm) – 140 (64 kg) , DD cup, clearly Hallie's Mom|
|Hallie||2,3||11||Hunter's twin sister||4'8" (142 cm) – small A cup|
|Juan||2||Thirties||Don's friend at the party||5'9" (175 cm) – muscular, Hispanic, 6–inch (15 cm) cock, thin, upward curve|
|Sofia||2||Thirties||Juan's wife||5'2" (157 cm) – curvy, C to D breasts|
|Valeria||2||16||Juan and Sofia's oldest daughter||5'5" (165 cm) – 120 (54 kg) , C cup|
|Pedro||2,7||14||Juan and Sofia's son||5'7" (170 cm) – slim, 5–inch (13 cm) cock|
|Maria||2||11||Juan and Sofia's youngest daughter||5'2" (157 cm) – skinny, flat|
|Sota||2||Forties||Don's friend at the party||5'8" (173 cm) – lean, 5–inch (13 cm) cock|
|Masako||2||Thirties||Sota's wife||5'8" (173 cm) – athletic, A cup|
|Airi||2||14||Sota and Masako's oldest daughter||4'11 – petite A cup, puffies|
|Mika||2||12||Sota and Masako's youngest daughter||4'8" (142 cm) – budding breasts, big puffy nipples|
|Koki||2||10||Sota and Masako's son||4'8" (142 cm) – slim, 3–inch (8 cm) cock|
|Captain Billy||3||Forties||Captain for the big cruise||6'2" (188 cm) – 186, 6–inch (15 cm) thick cock|
|Jenny||3||Forties||Co–captain for the big cruise||5'7" (170 cm) – Solid but not fat, D cup|
|Alex||3||19||Waiter for the big cruise||5'8" (173 cm) – 130 (59 kg) , 5–inch (13 cm) thin cock|
|Alexa||3||19||Waiter for the big cruise and Alex's twin||5'8" (173 cm) – 130 (59 kg) , firm B cup|
|Jayden||3||Twenties||Dealer for the big cruise||5'10" (178 cm) – Coffee color, flat top, 8–inch (20 cm) thin cock|
|Juanita||3,6,8-10||29||Family personal trainer and more||5'9" (175 cm) – athletic, petite, D cup, 5–inch (13 cm) cock|
|Clayton||3||Fifties||Massage/Suntan lotion for the big cruise||6'0" (183 cm) – average|
|Dawn||3||Thirties||Massage/Suntan lotion for the big cruise||5'6" (168 cm) – average body, D cup|
|AJ||3||Thirties||Massage/Suntan lotion for the big cruise||5'10" (178 cm) – Skinny|
|Sam (Samantha)||3||Twenties||Massage/Suntan lotion for the big cruise||5'7" (170 cm) – trim, blonde, C cup|
|Ed||3||Thirties||Scuba trainer and Janet's brother||5'11" (180 cm) – decent shape, blonde shaggy hair|
|Janet||3||Twenties||Scuba trainer, MMA fighter, Ed's sister||5'7" (170 cm) – muscular, blonde, stunning|
|Jenna||3||19||Sports bar waitress||5'1" (155 cm) – tight little body, C cup|
|John||3,7||46||Amy's dad||6'0" (183 cm) – fit, 8–inch (20 cm) thick cock|
|Mary||3||44||Amy's mom||5'4" (163 cm) – 120 (54 kg) , D cup, Red hair|
|Jacques||3||Thirties||Fun couple from Paris||5'11" (180 cm) – trim, 7–inch (18 cm) moderately thick cock|
|Marie||3||Thirties||Fun couple from Paris||5'3" (160 cm) – petite, small A cup|
|Chris||3||Thirties||First fun Cuba tour couple||5'11" (180 cm) – 165 (75 kg) , muscular, 5–inch (13 cm) thick cock|
|Amanda||3||Thirties||First fun Cuba tour couple||5'8" (173 cm) – 140 (64 kg) , muscular, B cup|
|Justin||3||Twenties||Second fun Cuba tour couple||6'3" (191 cm) – 190 (86 kg) , 6–inch (15 cm) thin cock|
|Emily||3||Twenties||Second fun Cuba tour couple||5'6" (168 cm) – 145 (66 kg) , C cup|
|Aaron||3||Forties||Single on the Cuba tour||6'2" (188 cm) – 220 (100 kg) , 8–inch (20 cm) super thick cock|
|Evan||4||15||Brittney's brother||5'10" (178 cm) – 165 (75 kg) , muscular, halfback and linebacker on the football team, 6–inch (15 cm) thick cock|
|Ricky||4||12||Brittney's other brother||5'8" (173 cm) – 140 (64 kg) , muscular, soccer player, 7–inch (18 cm) thick cock|
|Nathan||4||19||General manager, car dealers||5'9" (175 cm) – 130 (59 kg) , slim, glasses, 6–inch (15 cm) uncut|
|Tabitha||4||Twenties||Waitress||5'8" (173 cm) – slim, sexy, C cup|
|Missy||5||11||Leslie's cheerleader friend||5'0" (152 cm) – 90 (41 kg) pounds , cheerleader, cute AF|
|Lance||5,8||Forties||Co–owner, classic car restoration in Clearwater||6'2" (188 cm) – reasonably fit, average cock|
|Linda||5,8||Thirties||Co–owner, classic car restoration in Clearwater||5'5" (165 cm) – healthy but not fat, firm C cup|
|Clay||5,8||11||Lance and Linda's son||5'1" (155 cm) – skinny, cute, 4–inch (10 cm) uncut cock|
|Cindy||5,8||9||Lance and Linda's daughter||4'8" (142 cm) – skinny, smaller version of Clay, flat|
|Matt||5,8||27||Co–owner, classic car restoration in Clearwater||6'0" (183 cm) – average in every day, including a 5.5–inch (13 cm) cut cock|
|Terry||5,7-8||9||Matt's son||4'11" (150 cm) – average, 3–inch (8 cm) cut cock|
|Renee||5,7-8||9||Matt's daughter||4'10" (147 cm) – average, just a hint of puffies|
|Bethany||5||Thirties||Realtor for new house||5'8" (173 cm) – 140 (64 kg) , dark hair, great body, C cup, stunning|
|Austin||5||12||Bethany's older son||5'7" (170 cm) – tall and thin, good definition, thick 6–inch (15 cm) uncut cock|
|Eric||5||11||Bethany's younger son||5'1" (155 cm) – thin, slightly smaller version of his brother, 5–inch (13 cm) uncut cock|
|Hannah||5||9||Bethany's daughter||4'9" (145 cm) – thin, flat, adorable|
|Blake||5,9-10||Thirties||First home staff. Mechanic, general purpose everything||6'2" (188 cm) – 185 (84 kg) , blonde, ripped, 7–inch (18 cm) thin cock|
|Alison||5,9-10||Thirties||First home staff. Chef, runs the house and more||5'9" (175 cm) – tall, athletic, blonde, simply stunning, B cup, model gorgeous|
|Curt||5,7||Twenties||Commercial manager, furniture dealer||6'4" (193 cm) – 225 (102 kg) , Black, thin and regal, 9–inch (23 cm) uncut cock|
|Mario||5||Twenties||Furniture sales||6'2" (188 cm) – 195 (88 kg) , Italian, great shape|
|Nicole||5||Twenties||Furniture sales||5'4" (163 cm) – 110 (50 kg) , cute, B cup|
|Alexis||5||Twenties||Furniture sales||5'5" (165 cm) – 120 (54 kg) , cute, small A cup|
|Jimmy||5||10||Temporary foster kids||4'8" (142 cm) – Tiny little boy, 2–inch (5 cm) cock|
|Jackie||5||9||Temporary foster kids||4'5" (135 cm) – Tiny little cute girl|
|Jason||6||Thirties||Financial adviser||6'1" (185 cm) – Just a good–looking guy|
|Mick||6||Fifties||Helicopter broker||5'10" (178 cm) – swimmer's body, sexy, 6–inch (15 cm) thin cock|
|Billy||6||Fifties||Yacht dealer's Dad and Chris' grandfather||5'11" (180 cm) – rugged, handsome|
|Billy III||6||9||Chris' cousin||4'10" (147 cm) – 80 (36 kg) , 2–inch (5 cm) cock|
|Gabe||6||11||Juanita's brother||5'6" (168 cm) – Cute AF, 5–inch (13 cm) cock|
|Ruby||6||9||Juanita's sister||4'11" (150 cm) – 85 (39 kg) , sexy, flat|
|Jesse||6,7||Forties||Juanita's dad||5'11" (180 cm) – 175 (79 kg) , Vin Diesel, but with short hair, 6–inch (15 cm) average cock|
|Julia||6||Forties||Juanita's mom||5'6" (168 cm) – 125 (57 kg) , stunning, D cup on a small frame|
|Olivia||6||Thirties||Waverunner dealer and Mason's sister||5'7" (170 cm) – Blonde, athletic, C cup|
|Aiden||6,7||9||Olivia's son||4'0" (122 cm) – 60 (27 kg) , miniature Mason, 2–inch (5 cm) cock|
|Mason||6,7||Thirties||Waverunner dealer and Olivia's brother||6'3" (191 cm) – Blonde, athletic, 9–inch (23 cm) thick cock|
|Maddy||6,8||9||Mason's daughter||4'2" (127 cm) – small, flat, blonde and sexy|
|Jackson||6||Thirties||Party planner||5'11" (180 cm) – skinny, black hair, almost emo|
|Sofia||6||Twenties||Assistant party planner||5'3" (160 cm) – petite, Eurasian, stunning, A cup|
|Jake||7||Thirties||A new friend||5'10" (178 cm) – a little chubby, fat 6–inch (15 cm) cock|
|Emma||7||Thirties||A new friend||5'6" (168 cm) – a little chubby, full D cup|
|Greg||7||11||Jake and Emma's son||5'3" (160 cm) – 90 (41 kg) , good looking, 3–inch (8 cm) cock|
|Peter||7||9||Jake and Emma's son||4'6" (137 cm) – 75 (34 kg) , 3–inch (8 cm) cock|
|Bobby||7||9||Jake and Emma's son||4'6" (137 cm) – 75 (34 kg) , 3–inch (8 cm) cock|
|Jan||7||9||Jake and Emma's daughter||4'7" (140 cm) – 80 (36 kg) , flat, cute|
|Marco||7||Forties||Italian car restorer||5'11" (180 cm) – Very Italian|
|Gianna||7||Thirties||Real estate agent and Marco's wife||5'6" (168 cm) – beautiful, C cup|
|Roberto||7||11||Marco and Gianna's son||5'3" (160 cm) – little Marco, 4–inch (10 cm) uncut cock|
|Angela||7||9||Marco and Gianna's daughter||4'6" (137 cm) – cute, flat|
|Antonio||7,8||Forties||Italian Vintner||6'3" (191 cm) – 220 (100 kg) , well–endowed|
|Stella||7,8||Forties||Antonio's wife||5'8" (173 cm) – voluptuous, A cup|
|Sophia||7,8-9||18||New Italian friend and Goddess||5'7" (170 cm) – stunning, simply stunning, B cup|
|Luca||7,8-9||13||Sophia's son||5'9" (175 cm) – chiseled, male Sophia, 6–inch (15 cm) uncut cock|
|Elena||7,8-9||9||Sophia's daughter||4'5" (135 cm) – sexy AF|
|Misty||8||10||Leslie's bus friend||4'9" (145 cm) – mousy little girl|
|Lyle||8||10||Leslie's bus friend||4'11" (150 cm) – super nerd, 4–inch (10 cm) cock|
|Lanny||8||Twenties||Jim and Tim's friend||6'4" (193 cm) – 225 (102 kg) , muscular, 9–inch (23 cm) cock|
|Tom||9,10||Thirties||Flight instructor||6'0" (183 cm) – 175 (79 kg) , trim, 7–inch (18 cm) thick and cut|
|Jess||9,10||Thirties||Flight instructor||5'9" (175 cm) – 140 (64 kg) , small B cup, runner's body|
|Ted||9,10||Twenties||Cart driving coach||5'10" (178 cm) – 165 (75 kg) – 8–inch (20 cm) uncut and thin cock|
|Don||9||Fifties||Cessna school director|
|Sandy||9||Forties||Cessna school assistant director|
|Bob||9||Fifties||CEO of Cessna||5'10" (178 cm) – 180 (82 kg) – 6–inch (15 cm) cut cock|
|Bill||9||Fifties||CEO of Boeing||5'11" (180 cm) – 190 (86 kg) – 5–inch (13 cm) uncut and thin cock|
|Jim||9||Thirties||Boeing flight instructor|
|Sandy||10||13||Orlando's science club partner||5'5" (165 cm) – petite, long legs, B cup, big nipples|
|Sandra||10||Thirties||Sandy's mom||5'6" (168 cm) – petite, 120 (54 kg) , C cup, sexy as hell|
|Bonnie||10||12||Sandy's friend||5'2" (157 cm) – thin, puffies|
|Anna||10||12||Sandy's friend||5'3" (160 cm) – average, C cups|