Date: Sun, 8 Sep 2019 20:33:13 -0500 From: J L Subject: Awakening in Jamaica - Chapter 7 Awakening in Jamaica - Chapter 6 Author's Note: Are you enjoying the story? I really would love to hear from you if you are. I'm at spartaguy23@gmail.com This story is the property of the author JLarsen. It can be downloaded for personal reading pleasure or sending to a friend, but cannot be reposted. If reading about sexual relations between adults and teens (male and female) offends you or is illegal where you are, please stop reading. If you like the writing style, I have several other series of stories on Nifty: - bisexual/college/Becoming a Spartan - bisexual/adult youth/Expanding the Gene Pool - gay male/adult youth/The New Neighborhood - gay male/adult youth/Getting What I want - gay male/adult youth/Swimming With Sharks I hope you get a chance to read them as well. If you enjoy reading stories on Nifty, please consider making a donation so that we can continue to enjoy sharing and reading these stories. You can donate at http://donate.nifty.org/donate.html Thanks to all who write with feedback. I love hearing from you. Awakening in Jamaica - Chapter 7 Sage's Story I don't know what was in the cocktail, but it tasted really good. I had finished one and wasn't going to drink anymore, but Devon came by with more drinks and Ms. Sanders dropped my arm and grabbed two glasses, giving me one and putting her arm around one of mine again. It felt like she was rubbing her tits against me. Without any underwear on, I could feel my cock starting to rise a bit. That would be really embarrassing to pop a boner in the middle of dad's big dinner party. Kai had left for a minute, but came back into the room. It seemed like he was happier than he was earlier, but maybe I was imagining it. "Antonia tells me dinner is served," said Kai smiling. "Please come this way to the dining room." There were places for 3 on one side of the table and 2 on the other. August was there and holding the middle chair. "Ms. Sanders, please be seated," he said. "Well, thank you for chatting with me during cocktails," said Ms. Sanders and she gave me sort of a hug. Her body pressed against and I'm pretty sure she could tell I had a bit of a hard on. "Well, it seems perhaps you enjoyed the cocktails as well." She sort of looked me up and down and gave me an odd sort of smile. Then she sat down. I think she definitely knew I had a bit of a boner. Shit. "Mr. Cory, Mr. Sage, if you would please sit on each side of Ms. Sanders," said August, holding my chair, but letting dad take his own seat. Kai and Erika took the seats across from us. "Kai, I've decided there will be no business during dinner," Ms. Sanders announced. "I have two handsome men on either side of me and I'm going to get to know them and enjoy their company." I couldn't tell what she did to dad, but her arms went under the table cloth and she patted my upper leg and then I swear, she brushed her hand up on my cock before she brought it back up on top of the table. She acted like nothing happened at all. I think I better stop drinking. My mind was a bit confused. Kai had said we needed to use our manly charms and it seemed like this sexy older lady definitely wanted me to use them. Only problem was I wasn't sure exactly what to do. I was exactly experienced in using my manly or boyish charms. Devon and Camille brought out a salad. Devon came to our side and served Ms. Sanders, then my dad, and then me. When he put my plate down, he leaned in real close to my ear. "She likes to fuck boys our age," whispered Devon and he was gone. At first I was confused, but figured out he had to be talking about Ms. Sanders, since we both already knew Miss Erika liked to fuck boys. Okay, she likes to fuck guys my age. Ms. Sanders asked Dad and me lots of questions and seemed to practically ignore Kai and Erika as we talked. When the salad was done, Devon took the plates, with me being last again. "Mr. Kai thinks she wants to fuck you," he whispered again. Wow! So, maybe it wasn't my imagination. She had been sort of putting the moves on me. Thinking about having sex with her made my dick really hard. At least sitting down, I could sort re-arrange it. Dinner was really good, but I don't remember much of it cuz I was trying to sound as grown up as I could when Ms. Sanders would ask me something and it seemed like she was almost always asking me or dad something. It's like Kai and Erika weren't even there. Every now and then, one of her hands would go under the table on either dad's or my side. It always ended up on the inside of my leg up close to my cock, which kept me hard all through the meal. I thought I was gonna bust. I think I did okay during the dinner. She seemed to laugh at things I said. Maybe my manly charms were better than I thought they were. "There is lime sorbet for desert," announced August when all of the plates had been cleared. "Would you like to have it now or wait for a bit?" "I would like to wait," said Ms. Sanders. "In fact, I would like to take a little walk. Sage, would you do me the honor of showing me the grounds?" "For sure!" I said, getting up from my chair, I had arranged my cock so it wasn't sticking straight out, but if anyone looked, they would know I was hard. I helped her out of her chair. "You can plot how you will lure me into signing with you, but right now, I'm going to pretend I'm a much younger woman and go for a walk with this gorgeous young man," said Ms. Sanders. She put an arm around my waist and we started toward the door to the pool area. "Young man," she said to Devon. "Would you please mix us a fresh cocktail and bring it out to us?" We started out to the pool. "Thank you for being kind to an old lady," said Ms. Sanders as she sort of leaned into my body. "Having a handsome boy like you escort me lets me pretend I'm still young and pretty." Butterflies were going off in my stomach like crazy. I wasn't really sure what I should do. I kept remembering what Devon had whispered to me, but I didn't want to do something I shouldn't and mess things up for dad. "Oh Ms. San-M-Maura, you don't need to pretend," I said honestly. "You're beautiful!" We were outside standing by the deck chairs. "Oh, thank you.....for playing along," she said. We turned face to face. I decided it was now or never. "Does this feel like I'm just playing?" I asked and put her hand on my hard cock. "You really are beautiful and very sexy." "Ohhhh my!" she said as she stroked my cock. "You are big for a young man!" "I guess I take after my dad," I said and leaned in to kiss her. I hadn't had a lot of practice kissing, but at least the last couple of days had taught me a few things. Out tongues started playing together. I could feel her unzipping my pants and grabbing my cock. "Oh Jesus, that feels nice," she moaned. "Have you ever eaten a pussy?" "Twice," I replied, I barely counted what Camille and I had done and I was really happy that Erika had given me an actual lesson. She broke our embrace and lay down on one of the lounges. By the time she was there, she had her panties in her hand and her dress was up around her waist. I took off my jacket and dropped my shorts so my cock swung free. "Show me what you can do," she said staring at my cock. I kneeled between her legs and moved my face to her pussy. She was completely shaved and her pussy lips seemed bigger than Erika's or Camille's. Well, at least I knew she wanted me to do this, but I was still nervous about being good enough for her. I tried to remember what Erika had told me and started to lightly lick around her pussy lips and then up toward the thing Erika talked about it. I heard her gasp and she grabbed my hair and pulled my face into her. I started to lick faster and found the spot. Hers seemed bigger than Erika's, so it was easy to find. I made my tongue go around in circles and then up and down real fast. Then I remembered what Erika said about a g-spot or something and started using my fingers to explore her pussy. I kept licking and it was easy to find her hole, I just needed to follow the juice that was flowing. Her hole was really wet and slick. I tried to put two fingers at once into her, but it was actually too tight. I got one in and started to fuck her with it while I still used my tongue on her. "Oh my god......please don't stop.......please.......more....." she moaned. Her pussy had opened a little bit and I put a second finger in and started making that come here motion Erika told me about. "Ohhhhhhhhh.............ohhhhhhhh my gooooooddddddd," she screamed. She had a hold of my hair and was using a firm grip to move me where she wanted me to lick. First it was down toward my fingers and then back up to her knob. I could feel her legs crossed on my back, pulling me toward her. I wasn't sure how long we kept doing that, put she started shaking and I felt her pull my hair a little harder and her legs were squeezing me. It made it all even hotter. "I gonna cum! Oh my god! I'm gonna cum! OHHHHHHHH!" she screamed. I was expecting her to squirt like Erika and Camille, but she didn't. Her whole body just was shaking over and over and she was panting. "Cock.......please, put your cock in.....please," she pleaded. Her legs were kind of on my shoulders, so I just left them there and slid up closer to her. My fingers were still in her pussy, so I just pulled them out and started to slide my cock into her. She was even tighter than Camille or Erika. I had to put a little in and then come out and back in, getting more and more of my thick 6" into her each time. "Oh my god, a real cock, I've got a real cock......oh fuck me with your big cock!" she moaned, still shaking a bit. I was most of the way in and had pulled back a bit when I felt her hands on my ass. She grabbed my cheeks and pulled me hard into her. I was definitely all the way in and it felt amazing. I could feel my balls against the bottom of her pussy. "Oh my god. Fuck me! Fuck me you beautiful boy! Fuck me hard," she said. I wasn't really sure what the difference between fucking regular and fucking hard was, but I guessed she wanted me to push in hard. I started pulling my cock most of the way out and sliding back in. I tried pulling out slow, but pushing back in real fast. I could hear our skin slapping together each time I pushed in. Her pussy was squeezing my cock tighter than I'd felt before. "Oh yes! Oh yes! Oh yes! Ahhhhhhhh!" she screamed and I felt her start to shake again. If possible, her pussy got even tighter. I knew I was gonna cum soon. "Can I cum in you?" I asked in between my thrusts. "Yes!!! Fill me with your boy cum!" she panted. I could feel it start to rise. If this was fucking hard, being about to cum made me fuck even harder. I could feel her pussy all up and down my cock each time I pushed in. I was pumping as fast as I could. "Ohhh Maura! I'm gonna cum so hard!!! Oh, you're making me cummmmmm!" I screamed and I could feel blast after blast of cum shoot into her tight pussy. I kept pumping not wanting to lose the feeling. Finally, my body was kind of spent. I let my body sag a bit onto her and found her lips. We kissed with our tongues wrapping around each other. It was slower than before. My cock was still a little hard and still in her pussy. I started slowly pumping, getting a bit harder. "Oh my god! The miracle of youth!" she said, laughing a little bit. "As much as I would love to stay out here and fuck you all night long, I'm sure the folks indoors are already wondering what we have been doing out here. Let me clean that cock off a bit and then we need to get dressed." I got up off the lounge, my cock was fully hard again. Maura sat up and grabbed for my dick and began to stroke it. "I've always wondered what my pussy tastes like," she said as she pulled me toward her mouth. My cock was still sensitive from just cumming, so the blow job she was giving felt great. It was the best blow job I'd had. I had my hands on the side of her head. Not really guiding her, just having them there. She sucked for a couple of minutes and then pulled off. "Mmm, that is nice, but we need-" she started, but I held her in place and stuck my hard 6" back in her mouth and started to pump. I maybe shouldn't have done that, but it felt so good and I didn't want it to stop. "Please make me cum again......I'm close.....you're so sexy.....please," I said softly. If she thought we were going to stop, she quickly changed her mind and she began really sucking, using her tongue. "Play with my balls!" I said maybe a bit stronger than I expected. Her hand went up and started to caress my low hanging nuts. It felt great. It wasn't long before I felt it again. "I'm about to cum. You can stop," I warned. I felt her hand on my ass again, making sure I was staying where I was. "Here it is!" I didn't cum quite as hard as when I was in her pussy, but it was close. Finally, I was spent and going soft. She let my dick slide from her mouth. "I haven't swallowed a load of cum since I was in college," she said as she hugged me. "But I think I'm going to do a lot more of it in the next few days." She gave me a quick kiss and I could taste my cum on her breath. "Now, help me find my panties. We need to get dressed and get back inside," she said. We quickly got dressed. I looked at the table by the lounge we had been on and saw two cocktails. Cory's Story I nervously watched my son leave the room with the biggest business prospect of my career. "Well, that was an interesting dinner," said Erika with a bit of a pout. "She barely acknowledged that I was even here." "Relax darling," said Kai. "I think everything is going to work out just fine. Of course she ignored you. You're younger and more beautiful than she is. In her game, she doesn't want to even let on that she knows you are here." "Well, she definitely made sure that I knew she was here," I said. "Every time her arm went under the table, it wasn't just to adjust her napkin, she was putting her hand on my thigh and I would swear a couple of times directly on my cock." "Not at all surprising," said Kai as he related the information he had obtained from Antonia. "And we just let her take my son out onto the deck knowing that?" I asked, a bit incredulous. "Don't worry," said Kai. "Devon whispered a couple of bits of information into Sage's ear that will ensure if she makes any kind of move, he won't be caught off guard." "And also, don't worry, cuz that kid is a natural born lover," said Erika. "If she does get him to fuck her out there, you can count the business as sold. He made me cum 3 times just by eating me out. The kid has skills." Our conversation continued for a few minutes and then Devon came into the room with cocktails. "Mama says along with the drinks, I should tell you what is happening out by the pool," said Devon as he handed the drinks to each of us, a huge smile on his face. "Mr. Sage has Ms. Sanders on one of the loungers. Her panties are off and he is licking her pussy like there is no tomorrow. She was cumming pretty hard as I laid the drinks down and as I was leaving, she was begging him to fuck her hard." "Well, thank you for that update Devon," said Kai as he burst out laughing. "Dunn, as soon as that boy gets his driver's license, I'm taking him car shopping!" I wasn't sure what to think. On the one hand, I was very proud of Sage that he was handling this as well it sounded like he was. On the other hand, he was still a boy and I wasn't sure how he was going to feel about being used by both sides in a business deal. The three of us chatted on about what to do when they came back. Each of us had a slightly different opinion about what to do. "I'm telling you, she will pretend like all they did is walk around," said Erika, getting a little irritated that Kai and I weren't just automatically ceding her point. "No woman of her place is going to admit up front that she fucked a 14 year old. Period. If you play her like a slut, you will lose this thing. She is going to come in and say what a wonderful walk they just had, blah blah blah the whole time your son's cum will be dripping into her panties." As if on cue, Maura and Sage re-entered the drawing room. She still had her arm through my son's arm. Neither of them had a hairdo that remotely resembled the one they had when they walked toward the pool. There was a wet spot on the front of his pants where is cum was obviously still leaking and since he was going commando, it left its mark on the front of his shorts. "Cory, your son is an enchanting young man," said Maura, still holding Sage. "He has made this old widow feel like a young woman with just his smile and conversation. You must be very proud." I could barely contain myself and glancing at Sage, it was obvious from his grin that he was about to burst as well. "I'm extremely proud of him, for so many reasons, but I guess this is a talent I was unaware of," I replied trying to stay not too close to the truth. "Where is that young man with the cocktails?" asked Maura. "I thought he was going to bring us one by the pool." "He did bring one out, but couldn't find you on your walk, so he brought it back in," said Erika. "I'll go find him. Did you want desert?" "Desert would be lovely," said Maura. "Okay Kai, I've delayed you long enough. Let's get our drinks and talk some business." Erika returned with Devon and Gabriel in tow. Devon had three cocktails and Gabriel had three deserts. "Well young man, given the number of drinks, it appears you not invited to the business portion of the evening," said Maura. "Thank you for the conversation and the walk." With that she gave Sage a double air kiss. "Thank you Ms- Maura," said Sage blushing a bit. "It was a pleasure being with you this evening." Well, I thought, that was dancing along the edge pretty well. Erika and Sage turned and walked away. I caught Maura watching Sage's ass the whole way out. "Well, let's get after this," said Ms. Sanders. I took the lead explaining the high level strategies that we had mapped out for her businesses. Given the level of questions, she had done her homework, as well as likely sat through several of these sessions before. The discussion went on for almost an hour. She asked tough questions, but I thought I was ready for each one of them. "Gentlemen, I've had enough for the evening," she announced. "Going through these numbers always exhausts me." Ha, I thought. She may be exhausted, but it was from the fucking my son had given her, not the discussion we just had. "I appears that you have found areas of value the other firms haven't," she said. "However, I obviously can't make a decision without at least sleeping on it. Dunn, would you bring some of the supporting schedules by tomorrow afternoon so that we can discuss them in more depth?" "Of course, I can come by any time, when is convenient?" I replied. "How about 2:30?" she said. "I'll be there," I said. "Should he bring the deal papers as well?" asked Kai. "Oh my dear Kai, always the closer, aren't you?" she teased. "He can bring whatever he wants. I'm not saying that I'll definitely sign anything. But, it would be a tragedy if I were in a signing mood and the papers weren't there." She gave a teasing smile. "I understand your daughter is on the island," I said, deciding to play a hunch. "Perhaps I should bring Sage along. The young folks could spend some time together while we are talking business." "That's a splendid idea and then perhaps the four of us can lounge around the pool for a bit," she said. "Sounds like the perfect plan," I said. As if from nowhere, her driver appeared, and we began walking toward the front door. "Well, Kai, as business dinners go, this was actually one of the more enjoyable ones I have had," said Maura with a slight smile. "Dunn, we'll expect you and your amazing boy at 2:30." And with that, they were gone. "Holy shit dad!" exclaimed Sage as he ran into the hall. He started a stream of consciousness. "Holy shit! I was so nervous when things started cuz it seemed really weird, cuz it felt like she was actually hitting on me, but I'm just a kid. And then Devon whispered in my ear that she likes to fuck boys and that kind of helped, but kind of made it worse, cuz then it seemed like she really did want to fuck me." "Whoa, slow down there big guy!" I said putting my arm around him. "Take a breath, slow down and tell us about what happened, because we certainly want to know!" Erika had joined us and we all headed toward the pool. As we went, we each were dropping articles of clothing so that, as usual, by the time we reach the door to the outside, we were naked. "Okay, now take us through it," said Kai, as he sat down and patted the spot next to him indicating Sage should sit there. Erika and I both sat on the same lounger chair, facing Kai and Sage. "But, before you do, let me just tell you that you were incredible tonight. You were great at dinner and given what I think we are about to hear, you were even better after dinner." Sage was beaming with pride. "Okay, so you guys saw how she always had her arm around me and was pushing her body close to mine, which at first was kind of weird, but it made my cock kind of hard and since I wasn't wearing underwear, it kind of stuck out and a couple of times it felt like she actually brushed it. And then, when we sat down, she kept putting her hand on my leg and a couple of times, her hand brushed against my dick," he said, only speaking slightly slower than when he first started. He may have just fucked a potential client, but he was still a 14 year old boy talking about getting some pussy, so he was bound to be excited. "Was she putting her hand on your leg too dad?" "Actually, she was," I replied. "I was starting to wonder if I was going to end up having sex with her this evening, but obviously, I was second choice." "Well, you guys pretty much saw what happened all during dinner, so we get out the to the pool and she is all like 'I'm old and not very pretty' and I'm trying to tell her that she is really pretty and she acts like she doesn't believe me, so I think 'I know what will convince her that I think she is sexy' but I know she could get really mad, but I think I'm gonna go for it, so I just take her hand and put it on my hard cock and say 'now do you believe me?' and then the next thing I know, she has her underwear off and is laying back telling me to start licking her pussy. Erika, thanks for the lesson earlier cuz I think it helped a lot." "Holy shit, she is a brazen bitch," said Kai. I noticed he had his arm around my son's back and was slowly caressing Sage. "So, you ate her pussy. Fantastic. Hopefully, you made her cum." About that time, Devon, also naked, arrived with drinks, with enough for Sage to partake as well. "He sure did! That was right when I was out there. She came hard," said Devon. "Yea, and then she said she wanted to get fucked hard," Sage started in again. "I don't think she has had a big cock in her before cuz she kept talking about how big my cock was. I mean, I might be kind of big for my age, but I don't think I'm really big compared to other guys, but when she said I had a big dick, I said I took after my dad. Sorry if I wasn't supposed to say that." Kai burst out laughing, "I think the more she knows about your dad's cock, the better off we are!" "So, I fucked her and after I came, I was still a little hard, so I kind of kept fucking her and got all of the way hard again and she said we didn't have time to fuck again, but she would clean off my dick, so I stood in front of her and she started sucking me. She's really good at sucking cock, cuz it felt good. She kind of stopped, but I was holding her head and pushed her back down on me cuz I was really close, so she kept going and then I asked if I could cum in her mouth and she just started sucking harder, so I went ahead and came again. And then we got dressed and came inside." Sage was almost out of breath, he had been talking so much and so fast. He just kind of sighed, almost as if he had cum again. I looked around and all three of the guys were hard. "To a magnificent performance by a magnificent young man," said Kai as he raised his glass and we all tapped them against each other. We all took a drink and I think Sage took an especially big one to calm himself some. "Do you think what I did helped?" Sage asked. "Helped? My dear boy, I think you clinched the deal!" said Kai, giving him a one armed hug. "I owe you at least this." He set his glass down and pushed my son down on the lounger and began to suck Sage's cock. I loved watching my boy's dick disappear into my boss's mouth. I could hear Sage moan with pleasure. "I think daddy deserves some credit as well," cooed Erika as she pushed me down and began to mirror what her husband was doing. I looked over and saw that Sage was watching me get my blow job. We exchanged smiles as we enjoyed seeing the pleasure each of us was getting. After several minutes of slow cock sucking, Erika started to move. It was obvious she was going to mount my cock. I lay on my back and held my hard dick straight up as she lowered herself onto me. No matter how many times you have done it, the feel of tight wet pussy sliding down your hard cock is amazing. "Ohhh....Jesus that's nice," I moaned. "Fuck, that's hot," I heard Sage say from a few feet away as Kai continued to suck his beautiful cock. A cock that probably still tasted a little like the pussy it had fucked a short time ago. "Will you fuck me?" Kai asked looking up at my son. "Sure, if you want me to," said Sage. Kai immediately found the ever present bottle of lube and began applying some to his ass. He climbed onto the lounger Erika and I were on and placed his dick at mouth. "Your daddy is gonna suck my cock while his son fucks me in the ass. Does that sound good?" asked Kai. "Yesss," escaped both Sage's and my mouths. Kai squatted over me and began feeding me his dick. I sucked it all down my throat, but I could see Sage's cock headed for Kai's ass. My hips began pushing harder, driving my cock as deep into Erika's hot cunt as it would go. Sage's cock was sliding into Kai and as he did, my son's balls slid back and forth on my forehead. My hands were free, so I reached up and could just barely get them on the cheeks of my son's firm butt cheeks. I began to squeeze and pull his ass toward Kai's. "Oh yea, baby, squeeze my tits while I get fucked by this big, hard cock. Oh yesssss," said Erika. I could only imagine what Kai was doing as my vision was filled with my son's dick fucking an ass right in front of me. I was lost in time. The feelings were overwhelming. Erika's pussy was tightening on my cock as it slid up and down on my straining dick. I could feel her pussy juice leaking down around my balls. It felt like Kai's cock was starting to pulse. "Oh yea boy! Fuck me, don't stop! I'm about to feed your dad a load of my cum! Fuck meeeeee!!" yelled Kai. Sage's thrusts seemed harder and faster and then I felt my mouth fill cum. I swallowed a couple of times and it seemed like there still more filling my mouth. "I'm about to cum!" I heard Sage from above and felt him push hard into Kai's ass. It had the wrong effect and pushed Kai forward so his ass came off my son's about cum cock. Without thinking, I reached up and directed my boy's cock to my mouth. Sage was on autopilot and thrust several more times into my mouth, maybe not evening really realizing it was no longer in Kai's ass. I was sucking my boy's cock!!! My hands were on his ass, making sure his dick didn't leave my mouth. "Cumming!!!!" screamed Sage and my mouth was once filled with cum, but this was boy cum. My son's boy cum. With the second blast of his cum into my mouth, I began to fill Erika's pussy with my own cum. It felt like Sage was shooting cum forever and I was sure not to lose a drop it. My hips were thrusting matching him blast for blast. Finally, the peak of our orgasms was over and we were starting to think about what had just happened. Kai moved off of me and down by where Erika still sat astride me. Sage looked down at me. I looked past his softening dick into his eyes. "Holy shit! Dad, did I just cum in your mouth?" he asked a bit scared. "Yes, you did son," I said. "And it was amazing."