Date: Mon, 14 Mar 2016 01:27:37 +0000 From: william Subject: Twins Entwined Part 2 David woke up feeling decidedly out of sorts. He had been sent off to bed early the night before and it was now nearly noon. They had only been home three days from their vacation trip to the gulf and he seemed to have brought something home with him. Not so bad as the time he was seven but he felt achy and sluggish. Maybe a few hours baking in the late August sun might help, so he pulled on a pair of shorts and a t-shirt, grabbed a bottle of water from the fridge and shuffled out to the patio by the pool. He was nearly to one of the padded chaise lounges before he realized he wasn't alone. There were three girls in the pool and one sitting on the edge with her legs dangling in the water. His sister Holly was floating in an inner tube, her bronzed body glistening with water and barely covered by the brief neon bikini he recognized from their trip. "Hello, sweetie. Are you feeling any better?" she called to him. "Oh, better, yeah, I thought some sun would help, but I don't want to intrude?" "Don't be silly," she said, "you live here." Any further discussion was cut off by a disgruntled voice. "Son of a bitch. This fucking thing?" "Hey, potty mouth. Watch it," Holly said from nearby. The girl sitting on the edge of the pool, a pretty blonde in a modest two piece held an IPod in her hand. She looked over at Holly and said, "This damn thing was fully charged this morning, now it's dead. That's the third time in a week. Shit." "Um, is that an original or one of the reproductions," David asked as he stood by the lounge chair. "What?" the blonde replied at first. "Oh, this thing? It was my mom's so I guess it's an original." "Has the battery ever been replaced?" he asked. "I don't think so, I didn't think you could." "It's not a simple thing but?wait a minute." David turned and walked slowly back into the house. Holly moved herself to the side of the pool and watched with interest as her brother came back out with his laptop. He dragged a smaller chair to nearer the side of the pool and sat down. He did some tapping on the keyboard and then held out his hand, "May I?" The blonde blinked and then handed the player to David. He looked at the unit, tapped some more and then said, "Okay, about twenty bucks, plus shipping will get you the new battery. Then it just needs to be installed." "How much will that cost?" "Nothing. I can do it in a few minutes." "Really, for free?" the girl asked. "Of course, you're my sister's friend, why would I charge you for that?" "That's so sweet, thank you." "Um, the only thing is it has to be paid for by credit card." "No problem," the girl said as she reached for a hand bag and pulled out a wallet, extracting a credit card. "It's for emergencies, but if it means not having to buy a new IPod my dad won't mind." In less than ten minutes David was able to confirm the battery was ordered. "If you'd like, I'll hold on to this and when the battery is in, Holly can give it to you." "Thank you so much, David." "No problem." Now another boy might have tried to capitalize on this good will, and the cute blonde seemed willing to continue the interaction but David, despite the events of the previous couple of months, was still a shy young man, and feeling less than a hundred percent. With a smile he turned around, walked back to the chaise lounge and stretched out. The girl looked at Holly with an expression that demanded an explanation. Holly just smiled and shook her head. It wasn't enough. "What was all that about?" the girl insisted in a hissed whisper. "What do you mean?" "He spent all of last year walking around like a Stepford boy. Now he's offering to fix my IPod for free." The other girls had drifted over so that the four were able to converse quietly. But not quietly enough. David heard every word. "That's about enough of that Stepford stuff. My brother is the sweetest guy there is. No one took the time to find that out. This was probably the first time he felt he had a way to talk to one of you without getting blown off," she said, her look a challenge to them. "So what would you want us to do?" the blonde said. "Well, nothing extravagant. Don't ask him for a date, he'd see right through that. Just try saying hello when you see him. It might help." Holly couldn't see it but at least one of the girls in the water looked a little disappointed at the suggestion they not ask David out. David was very grateful for his sister going to bat for him, as usual, but he didn't really hold out much hope that things would change much, if at all. Later that night, again having been sent off to bed early by a concerned mother, he found himself in bed with his sister, she dressed in skimpy sleepwear and sitting against the pillows. She had him pulled back against him, his head on her shoulder and her arms wrapped tightly around his chest. "How are you feeling, sweetheart?" "Safe, warm, loved," he mumbled. She kissed the top of his head and said, "How nice but you know what I meant, you silly thing." "I know, but it's still true and I should say it once in a while, so you know it, too. But as for the rest of it, I'm doing better. Being out in the sun helped, I think." "I'm glad. I get so worried when you're not feeling well. I always seem to think the worst." "I know," he replied, closing a hand over hers. "You know, baby, that was a very nice thing you did for Jen. She really appreciates it." "I know, I heard," he said, quietly. "You heard us. How much?" she asked looking at the side of his face. "All of it. And you were right. If one of them did ask me out, I would have said no." "Really? Why?" "For one thing, I wouldn't have believed they really meant it. More like a favor to you. And because we'd have absolutely nothing in common and it would be a disaster. Better that I stay their friend's?well, brother." He was about to say 'weird brother' but thought Holly wouldn't like that, at all. She kissed his ear and said, "As usual, you're probably right but don't you worry, sweetie, she's out there somewhere and you'll find her or she'll find you. As for now, just lay back," she said as her hand slid down his stomach to find the soft, reduced bulge at the front of his sleep pants. "Hmm, that feels nice, but are you sure?" "Shhh," was all she said as she reached inside the waist band and took hold of the slowly expanding shaft. She stroked slowly, loving the feel of the smooth warm skin and his cock began to swell. When fully hard it was more than enough to fill her hand and working together they got his pants down over his hips and fully exposed his cock and balls. "Oh, my god, David, your cock is so gorgeous when it's like this. So big, so heavy in my hand. If my friends only knew," she said with a throaty chuckle. "They almost found out today," he murmured over his shoulder. "Seeing you in that inner tube with that teeny tiny suit on. If I wasn't feeling so lousy, I would have had a full blown woody down my pants leg." "Aww, you are so sweet, and so hot and so sexy." She fell silent as she stroked his big cock, flicking a finger over the head as it drooled precum. As she stroked, she whispered in his ear, "Open up your shirt, sweetheart. I want to watch you shoot a big load all over yourself." He did as she asked and the hand that had been on his shoulder was now rubbing over his chest, fingers lightly caressing the hard nipples. He simply relaxed back into her, enjoying the feel of her hands on his cock and chest. After a while she added the feel of her wet lips and tongue on his ear. "Oh, fuck, Holly. Your hands on me are so amazing. Shit." Eventually, his balls began to pull up and his hips moved in jerky lunges. "Oh, jesus, Holly, yesssss," was the best he could do as two days worth of the cum began to shoot out, splashing onto his stomach and chest. One especially hard shot hit the underside of his chin. Holly squealed in delight as she watched the thick white cream splatter all over her brother. When he sagged back into her and the mattress, she reached up with her hand and began scooping up the creamy cum and licked it off her fingers. When she got as much as she could she urged her brother to grab some tissues from his bedside table and they cleaned him up. "Alright, sweetie, you settle down and we'll have a nice sleep. See you in the morning." David snuggled back against his sister and it wasn't long before they were both asleep. When he awoke the next morning, he could feel the warm weight of his sister covering half his body. They must have shifted in the night, leaving him on his back and her arm and leg over his body and her head on his shoulder. He pulled her in tighter and rested his head on hers and enjoyed the feel of her hair on his face and her bare thigh pressing his raging morning hard on against his stomach. He took that as a good sign that he was feeling much better. After a few moments, he felt her stirring and when he looked down at her, she saw those stunning blue eyes looking back at him. It didn't occur to him that she was getting pretty much the same view and it made her smile. "Good morning, sweetheart, did you sleep well?" "Yes, I woke up just a little while ago." "I'm glad. How do you feel?" "A lot better. I think I'm over it." She raised up on her arm and rubbed his chest a bit as she said, "Oh, sweetie, I'm so glad to hear?" was as far as she got before David moved his head forward and covered her mouth with his. If she was surprised she didn't let it last long and she was quickly kissing him back. Her arms wrapped around his neck and held him tightly. When he began to push against her she yielded and soon had him laying on top of her, grinding his hips into hers. Holly was pretty sure she knew what David wanted, at least she hoped he did and she was pulling at his shirt. He lifted his mouth off her lips so she could pull the shirt all the way off and she took the opportunity to tell him, "Oh, god, baby, yes, do what you want. Just take me." With the shirt thrown aside she went to work on his pants and had them down past his knees quickly. She reveled in the feel of his fat cock pressing against her thinly covered pussy. She was even happier when she felt his hands fumbling at her panties and with some frantic movements that had them off. The kissing resumed as he worked his hips to get his cock positioned where he wanted it and then he pushed. Holly squealed into his mouth as the head pushed passed her now quite wet pussy lips. Another push and he got several inches of shaft and one more time and he was balls deep faster than he had ever done it before. She was clinging onto him with both arms and legs and moaning heavily into her brother's mouth. She was in heaven. Having her normally shy brother being so aggressive with her had her tremendously excited and she was pushing her hips back at him just as hard. After some time, their mouths separated and David buried his face in her neck and she was holding him just as tightly, encouraging him on with her lips pressed to her ear. Neither knew how long they had been at it but Holly had bucked and shuddered through two orgasms when her brother grunted out, "Fuck, gonna cum." She eased up with her legs to allow him to pull out and then she pulled him back down again and hung on while he bucked and sprayed a heavy load of cum between the two of them. Then he was spent and lying inert on top of his sister as she hugged him and stroked the back of his head. "Oh, David, that was just amazing. You were terrific. I wish I could feel like this every morning." David slowly moved himself over and off, well mostly off, of his sister and said, "I couldn't help myself. I always try to be, you know, sensitive and make sure you're having fun. But I guess I just, you know, being sick?" "Sweetheart, it's alright. It was so good, I loved it, and I love you, so, so much. Later on we'll do it more slowly but don't feel bad about this. God, I'm still tingling." It took a few more minutes of kissing his face and running her fingers through his hair to get him settled down and then they cuddled for a bit. Finally, Holly got them both out of bed and hand in hand she pulled him into the kitchen. Still naked they moved about the room until they had breakfast laid out on the table. They sat at angles to each other so that a knee or hand could rub on a leg, or Holly could lean into kiss his cheek. When they were finished, she cleared the table, giving David plenty of time to watch her ass flex and her boobs bounce as she made several trips back and forth from the table to the sink. When she pulled him up from the table, she couldn't help but smile when she saw that his cock was fully erect. "Ooo, baby, is that for me?" she cooed. "If you want it," he replied. She took hold of his cock and said, "Of course I do." She used it as a handle to lead him to the family room, where she positioned herself on the couch with him in front. Then she proceeded to pay close attention to his cock with her tongue, lips and hand. She let just the head rest in her mouth while she worked the tip with her tongue and stroked the exposed shaft with two hands. When he looked down he saw those perfect blue eyes looking up at him, a bit of a crinkle in the corners to show she would have had a big smile on her face if it wasn't for the big cock in her mouth. Then she dove down to get as much of the shaft in her mouth as she could, let the saliva run down the shaft and onto his balls. David had his hands on her head and his finger lightly entwined with her hair. He could feel her moans vibrating his cock. Then she let the shaft slide out and she stood up and slid her arms around his neck and began to kiss him deeply. He in turn took hold of her firm, gorgeous ass and pulled her up tight so that her pussy could rub against the bottom of his cock. She moaned even more. After a time she pulled her mouth off of his and she said hoarsely, "Oh, David, lover. Please, get me on the couch and make love to me. Get that cock in me and go slow and deep. Fuck me all morning long." And that's pretty much what he did. Possibly still feeling he needed to make amends for earlier in the morning, he gently laid her back on the couch and slid himself down her body slowly. He kissed and licked her tits and nipples. Then it was between those big firm orbs and down over her stomach. When he got to her pussy he settled in and began to thoroughly tongue every part of it, sucking the clit and lips, probing deep into her ever wetter hole. It was while he was tongue fucking her that she went rigid and squealed as an orgasm tore through her. He felt her thighs tighten against his head but he wouldn't relent and her body began to buck and shuddered as her orgasm rolled on. Finally, she collapsed back onto the cushions, her legs spreading wide and one arm sliding off the couch. He rose up on his hands and crawled forward until his cock was rubbing against her pussy lips. When he was at the bottom he pushed forward. He pussy was soaking wet and the head slipped in easily. She groaned and took hold of his arms as he continued the long slow slide up inside her. He didn't stop until he was balls deep and then without pause he withdrew until just the head was in and then he pushed back in with one smooth stroke. And he just kept going, with slow steady strokes, watching as the look on her face moved from passion to joy to ecstasy and back. She mumbled incoherently except for two times when she let go with squeals of joy as she came. Her legs came up around his waist, her heels resting on this ass. Her arms were around his back and her hips were rising to meet his downward thrusts. He began to grunt and mumble that he was going to cum. Holly just tightened her grip on his back and ass and wouldn't let go or stop fucking him. David began to panic but he couldn't stop and she wouldn't and while he was trying to say something with her tongue deep in his mouth he began to cum. Her legs contracted strongly and his cock was pulled down so that the head was in as deep as it could go while he pumped stream after stream of cum deep inside his sister's pussy for the first time. She let go with another small scream into his mouth as she shuddered through a third, if smaller, orgasm. Then they were done and her head fell back but her eyes were wide open and smiling. David, however, was horrified at what happened. She wasn't relenting on her grip and his big cock remained deep inside her cum filled pussy. "Oh, my god, Holly, what the hell did we do? What if you get pregnant?" he said in a strangled voice. "It's alright, sweetheart. Mom got me started on the pill weeks ago, but we wanted to make sure everything was alright. That was the first of many loads of cum I intend to take from you, lover. And now it's time to start working on the second," she said as she covered his mouth with hers and began to work her hips, making the semi hard cock move inside her. His head was swimming but it registered that he could now fuck his sister the same way he did his mother and it brought his cock to full hardness almost instantly. Again he took his time, working his cock inside her while his mouth worked her nipples and some grinding got her clit tingling. She moaned and whispered and cried as she came, her brother finally able to give her everything he had. She knew her mother had been right and they needed to be very careful at this point but some day, she had plans. When he was ready to give her that second load he simply grunted, slammed his hips forward and began to shoot. She squealed into his neck and held on until he was done dumping his load. Then he was spent, laying on top of her, his head along side hers, his face buried in her neck. It was early afternoon before they woke up, pretty much in the same position with Holly kissing and licking his ear. "Come on, lover, time to wake up. We can grab some lunch and then go out to the pool. I wish it was night, we could go out naked." "Um, you know I love seeing you naked," David said, "but seeing you in those little bikinis with the neon colors really is a turn on. You should be in magazines." "Oh, baby, you say the sweetest things." So they slid apart, helped each other off the couch and after eating a light lunch, she went to clean up and get her suit on. He pulled on his baggies, wondering if maybe he should ask his mom about a Speedo. Why should the girls have all the fun of showing off? He waited in the living room and when he saw Holly he couldn't help but smile. Good lord his sister was gorgeous. She strutted up to him and put her arms around his shoulders and kissed his cheek. Her tits were pressing against him with only the small triangles in between them. He put his arm around her lower back and pulled her in tightly. He looked at her, his expression odd. She tilted her head and said, "What are you thinking?" "I'm just wondering what saint I must have been in a former life and what wonderful things I must have done to have deserved to come back and have someone like you in my life." David watched as his sister's face crumbled and tears started to flow. She pulled him against her and buried her face in his neck. Her arms tightened and it seemed as if she was trying to squeeze the breath out of him. He put his arms around her back and held on to her firmly but without any sexual overtones. Eventually Holly got through her emotional outpouring and with a few sniffs pulled her face back and smiled a fragile little smile. "David, sweetheart, don't ever stop being you. Whether you realize it or not, you are every girl's dream. I'm just the first one to know it." David's cheeks got a little rosy but he did smile a bit as his sister took hold of his hand and they walked out to the pool. The made use of the inflatable lounge chairs and floated in the water, side by side and face to face. He had his hand resting on her knee while she pulled and plucked at the leg of his baggy suit. "What a terrible bathing suit. It's like putting a diamond in a Dixie cup for goodness sake." "I was thinking that it might be interesting to see about one of those Speedo things," David replied. "Ooo, I like that idea. Then it would be easy to see what kind of reaction I'd get for wearing something this," she replied with smile, letting a pair of fingers run over one of the overpowered cups of her bikini top. "I think you already know what that reaction is. And if we hadn't had so much fun before, you'd be seeing it now." "You are such a smooth talker, sweetie," she said as she let her hands slide up the leg of his suit. But like David said they had pretty much fucked themselves out for the day and they chose to float in the cool water, hands giving just enough attention to let the other know they were still of interest to the other. Then it was time for dinner. When their mother arrived home dinner was on the table and soon she was in her own skimpy two piece and the subject of swim wear for well hung boys was broached. "I think that would be a terrific idea. We might even be able to find some end of season sales. Holly, you and I will take this on. Maybe a trip on Sunday." "Ooo, goodie." David ate in silence as his ladies laid their plans and a thought occurred to him. Actually reoccurred, as he had considered it before. "Um, Mom, sis, can I ask you guys a question?" "Of course, dear," his mother answered for both. "When we were at the beach on vacation, how come you two didn't, I don't know, take advantage of all the attention you were getting? I mean you both could have had dates, right?" Mother and daughter looked at each other and then his mom said, "Sweetheart, as we mentioned, our big concern was you. And, happily, you handled your opportunities pretty well. Yes, your sister and I got our share of attention and offers, but we weren't really interested. You see, dear, I haven't really had much interest in men for a while now. In fact, you're the first man I've had sex with in close to ten years." "You're a lesbian?" David asked, blinking in astonishment. "Well, sweetheart, obviously not, you should know that better than anyone. It's just I've developed a real interest in how another woman feels and the things we can do together. And your sister was showing a lot of interest, and talent, when we were having our fun together, so that's what we were doing on vacation. While you were out having fun with your little redheaded friend, I was helping your sister explore that side of her sexuality," his mother concluded, reaching to take hold of her daughter's hand. David looked at his sister and she smiled so brightly he had to blink. "And let's face it, sweetie. I haven't seen anyone at school who can compare to you, so why should I settle for less. So maybe I'll look for a little something with nice tits to play with," she said with a devilish grin. The idea had David's pants getting a bit tight and he could hardly argue, what with his boy on boy forays with Conrad next door. It appeared that both his mom and Holly liked the idea as he could see hard nipples start to poke through their bikini tops. It only took a few moments for them to get the table cleared and then it was time for some playing in the pool. There was still plenty of daylight but that didn't stop them from engaging in lots of horseplay, groping, fondling, especially under water. Then it was out of the water, into the laundry room to strip down and dry off and for the ladies, let their hair down and then into the family room. David was made to stand in the middle of the room while Holly knelt in front, her mouth beginning to work his cock and balls, while their mom took up position behind, spreading his cheeks and tongue his asshole. "Oh, fuck, you guys are great," he mumbled. As they worked on David, they both reached between his legs to play with each other's tits and pussies until they couldn't take anymore and pulled the boy to the floor and mounted him, Mom on his mouth and Holly once more claiming his long fat cock as her own. Facing each other the two women began kissing and hugging, so that their tits were pressed together. This was only the opening salvo of a session that lasted well into the night. Holly took her brother's first load in her pussy, squealing as she felt it shoot up inside her and then to run back down his cock shaft. His tongue and lips brought his mom to a shuddering climax that she screamed into Holly's mouth. When she was done, she had her daughter lean back so that mother could lick daughter until daughter came, with a hard cock still inside her pussy. Then everyone was lying on the floor, breathing heavily and holding hands. Then Mom whispered something to her daughter which elicited a squeal from the girl who then got up and hurried to her mother's room. "We have something special for you tonight, sweetheart. Something new to add to our adventure." He was sitting with his back against the couch and his mother was lounging next to him, running her fingers across his bare chest. She was delighted to see his cock begin to stretch and jerk. When his sister walked back into the room his eyebrows went up and his cock really started to grow. She was, of course, naked but now she had a large dildo strapped in place. It was pink and thick and long, not as big as him, but not far off. She was also holding a small bottle. "We are about to have a lot of fun, darling, and you'll get to do something new. Just wait here for a few minutes," his mother instructed. So he sat and watched as his mother cat crawled to where Holly was standing. The look she directed at him was smoldering and as she looked at his now fully hard cock, she ran her tongue over her lips. Their mom had taken up position and was now using her tongue and lips to get the plastic cock wet. Then she pulled Holly down and they began to kiss as mother got daughter down on her back, with the big pink dick pointing at the ceiling. The little bottle turned out to be some lube that was liberally applied and then Mom proceeded to climb on. Crouched over her daughter's hips, her mom took hold of the slippery shaft and brought the head to her pussy and began to let gravity take over. Her eyes closed as the fat head began to disappear and she made steady progress until she had her ass cheeks resting atop her daughter's thighs. Holly put her hands on her mother's thighs to hold her steady as the older woman began to rise and fall, working the big dick in her pussy. David watched as his two ladies fucked each other until his mother looked at him and said, "Alright, dear, I've waited long enough. Come here." Ever the dutiful son, he crawled over next to his mother and then knelt upright so she could get her mouth on his fully hard dick. She sucked and licked to get it wet, and then to his surprised she squeezed some of the lube onto the head and shaft and then rubbed it in. Then she reached behind and rubbed some between her ass cheeks. "Alright, baby. Get behind me and get that big beautiful cock in my ass." "What? You want me to fuck you in the ass, Mom? Are you sure?" he asked. "Of course I am, sweetheart. Now get a move on." So he crawled behind his mother and got in between Holly's outstretched legs. He took hold of his slick cock and began to push the head between her ass cheeks. He used the other hand to push one cheek aside while his mother reached back and pulled the other one apart. He rubbed the head on the tight ring and then began to push. At first he felt resistance but then he watched wide eyed as the ring expanded and the head began to push in and then disappear. "Oh, fuck, baby, yes, that feels so amazing. Keep pushing until all of that big beautiful cock is in my ass," his mother begged. David took hold of his mother's hips and pulled with his hands as he pushed with his own hips. He couldn't believe how good it felt to have his cock sliding up inside his mother's ass. As the shaft got deeper inside, he could feel pressure from the dildo in her pussy. "Oooo, oooo, Mom, it feels like he's fucking both of us. Oh god, this is so gooood." David bottomed out with his balls resting on the shaft of the dildo and then he pulled back and then pushed in. His mother grunted and Holly was cooing and moaning. David began a steady rhythm of deep strong strokes, each one ending with his hips slapping into his mother's firm ass. "Oh, David, my god, pound my ass. Harder, baby, harder." So he gave it to her harder and faster, which caused her to grunt and moan for more and more. Holly was moaning loudly herself and David, in a small corner of his mind, was wondering what was feeling so good to her. But Mom was the first to reach her climax and she was screaming into her daughter's chest as her body bucked and shuddered and writhed. David was the next to go over the edge and with one final push began to pump his load into his mother's ass. He wasn't sure how much he had to shoot but the actual orgasm was among the strongest he had ever experienced. When he was finally done, he could only fall backward, sliding quickly out of her ass and landing on his ass on the floor. His mother squealed and then sat back, jamming the dildo deeper into her pussy, causing a second, smaller orgasm and the added pressure on Holly's pussy tip her over into a bucking orgasm as well. Her mom fell forward onto Holly and the two hugged and kissed deeply. David could see his cum start to drip out of his mother's ass and onto the bass of the dildo that was still in her pussy. He could also see that there was something sticking into Holly's pussy. That explained what she was feeling. That and the pressure the whole contraption was applying to her clit. Then his mother lifted her hips to side the dildo out so that she could roll over onto the floor to lie by her daughter's side. Now the glistening pink piece of rubbery plastic was sticking straight up from his sister's pussy. Conrad would have loved it, which gave him a rather interesting idea. Finally his mother broke the silence. "Oh, lovers, that was just so wonderful. I've never felt so well fucked before. Now I need you two strong youngsters to help me up off this floor and get me to bed. The rest of the night is yours to do with as you want." Holly stood up and offered her mother a hand up without doing anything about the fake cock at her waist. David pulled himself up and walking on the other side of his mother they escorted her to her room and left her to her dreams. Holly then took her brother's hand and towed him back to his room. As he stood watching she undid the straps and then slowly removed the dildo. The portion that had been inside her was only about half the size of what had been used on their mother but based on how hard Holly had cum, it must have been enough to get the job done. She held it up for David to see and said, "Mom taught me how to use this while we were at the beach. We used it on each other every night that you were out with you little friend. But I still prefer the real thing. Come on, let's use the pool and have some fun." David nodded and again his hand was taken by his sister as she led him through the house and outside in the darkness to the pool. There was a half moon out and light danced on the water as they slowly slid in. Standing with just head and shoulders out of the water, Holly slipped her arms around her brother's shoulders and began kissing him passionately. She was also pushing her bare pussy against the underside of his cock as it was trapped between them. She was moaning into his mouth as her clit rubbed on the thick shaft. She moaned harder when his hands found her ass cheeks and he pulled her more tightly against him. She hooked one leg around the back of his and began to hump against him. It didn't take long before her body stiffened and she squealed into his mouth. When she finally relaxed she pulled her mouth back and said, "Get up onto the edge of the pool. I want to suck that beautiful cock of yours." "Okay, but I don't know that I have that much left." "I don't care, I'll take whatever you have." So he pulled them to the edge of the pool and lifted himself up to sit on the edge, his legs spread wide, dangling in the water. Holly was half in the water, her legs floating out behind her while the upper half was supported on his legs as her mouth swallowed first the head and then most of the shaft of his dick. He leaned back on his hands and let her do the work. It would have been a sight worth any amount of money to see as the two teenagers worked their magic on each other in the dim light of the half moon. Eventually it got to be too much for David and with a grunt his hips began to push up and he shot a much reduced load into his sister's greedy mouth. She was happy that she was able to gulp it all down and it was only for show that she licked the shaft and head to make sure she didn't miss anything. "Hmmm, you are so delicious. Come on, let's get dried off and into bed. I want you all snuggled up to me tonight." It took all of ten minutes for them to be dry and wrapped up in each others arms under the light blanket of his bed. Holly had her head on his shoulder and as she played with his bare chest she asked, "Sweetheart, did what I said before about looking for a girl to play with bother you at all?" "No, why should it? If you have an interest in other girls, you should go with it. It's not like I can give you the same that a girl can. If anyone should be bothered, it should be Mom," he replied. Holly cuddled into him more tightly. She kissed the side of his neck before saying, "Thank you, baby. I just want you to know that no matter what happens, I will never not want to be fucking you. No dildo will ever feel as good as you do inside me." His response was a tighter hug for a few minutes. Then he decided to broach his idea. "Besides, it wouldn't be fair, since I've had a few fun times with a guy so?." Her head came up off his chest in flash. "You what? Really? Who?" "Um, promise to keep this to yourself?" "Of course, sweetie." "The kid next door, Conrad." "Oh my god. Tell me the details, I want to hear it all." So David explained about how they came to be in the pool naked together, how the boy had been rubbing his cock on David's ass and everything that happened there after. She was fascinated by the description of how the boy had tried to take David's cock in his ass but just couldn't do it, yet. Then he dropped the bombshell. "So when I saw what you were doing with Mom and that strap on thing, I thought maybe there was a way that the three of us could get together and you could fuck his ass with the dildo and maybe that would open him up so I could get in there." Holly was on fire. First, she loved the idea of doing a three way with her brother and the little kid from next door. Second, the idea of fucking a boy in the ass sounded so hot. And third, the idea that her shy and retiring brother had had gay sex and was now inviting her to join in was mind blowing. "What a terrific idea, lover. That would be so hot, but do we really want that little blabber mouth to know that you and I are lovers?" she asked, hoping her brother had an idea of how to deal with that. "Hmm, well, how about this? I tell him I know someone that would like to have a threeway with us. But, it has to be very private, so he'll have to wear a blindfold. I'd think he'd like that. You can wear gloves and put a condom on the dildo. That way he won't know it's a girl. You'll just have to be quiet. And pull your hair up." Holly was all smiles in the pale light the moon was putting through the window of his room. Then her lips were on his as her passion flared. David quickly had his arms around her back and they made out like, well, a couple of horny teenagers. Holly was grinding her pussy into his hip and finally she threw her leg up over his waist and began rubbing on his now hard cock. It took all of about two minutes before she was sitting up, her pussy full of his cock and her hands running over her tits and through her long, thick hair. David was holding on to her waist as she rose and fell, fucking herself into a frenzy. By the time he was ready to shoot whatever he might have left into her spasming pussy, she had another two orgasms and was covered in a sheen of sweat. His hips bucked and slammed up into her but he didn't know if he was actually shooting anything into her. Finally, both spent, she collapsed onto his chest, her head next to his on the pillow. He didn't know when but after falling asleep like that, sometime during the night they wound up side by side, with her half covering his body with hers. Sometime before dawn he awoke briefly to find her like that. He shifted some hair off her face and went back to sleep. It was late in the morning when he finally woke up alone. He pulled on some old shorts and wandered into the kitchen. When he looked out the door to the pool he saw her lounging on the big double chaise, somewhat overdressed in shorty shorts and a midriff t-shirt. He slowly walked out and she turned her head to smile and say, "There's my favorite person in the whole wide world. Come, sit by me," she said, patting the cushion by her hip. When he sat on the spot indicated, she reached up to pull his head down for a soft, loving kiss. When he sat back up she rested a hand on his lap and said, "Last night was amazing. I don't care if I never have another man again in my life, as long as I have you." David, ever the practical one, thought it was the sex talking and that anything could happen in the years ahead, or tomorrow morning, but for now it was a very nice idea and he replied with a smile and a bare hand on her bare stomach, softly rubbing the firm muscles. "Hmm, so nice. But for now, give me a hug and then I'll make you some breakfast, you must have burned up a lot of energy yesterday and last night." He bent down for the hug and it lasted a good while, but true to her word it wasn't long before he was sitting in the kitchen and they were discussing their plans for Conrad. If it could be arranged, he was going to invite the boy over for some light fun and then broach the idea that he had a friend that wanted to try sex with a boy, but didn't want anyone to know so Conrad would need to wear a blindfold. This would allow Holly to come in, with her hair pulled up, leather gloves to hide her soft hands and long nails, and the strap on. Holly loved the details and she readily agreed that as soon as David could arrange it she was set to go. David thanked his sister for breakfast and after a deep kiss they went their separate ways for the morning. David went his workspace in the garage while Holly went to do some online chatting with her friends. It was about two hours later when she went into the garage to see how he was doing and to bring him a soda that she was pulled up short. Sitting in the corner of the garage, wearing headphones attached to an electronic box on the bench, her brother was singing. And not just the kind of singing you do in a shower or while driving in the car. He was singing with a capital 'S' in a light baritone. And he wasn't singing in English either. She thought it sounded Italian. And it was beautiful. She just stood there, entranced. She waited until he seemed to be done and then she approached him from behind, placing the soda on his bench and the other hand on his shoulder. He started a bit and then looked up at that angelic face and smiled, taking the headphones off. "Thanks." "You're welcome. Oh my god, sweetheart, that was incredible. I've never heard that before. How is that possible?" David's face turned very red and he looked down at his bench. Holly pulled up another stool and sat down and took his hands in hers. "David, sweetheart. It's me, you can tell me anything, you know that. How come I've never heard you sing?" "The only things I've ever been good at make me seem like a nerd, a freak. The singing happened last year, before we moved. I was working on that sound system I got from old man Jennings, remember him?" Holly nodded. He was, indeed, an old man that lived on their block. He always told people he had been a studio musician who played for all the big groups back in the day as he put it, although no one could ever find his name anywhere. But he did have some interesting old equipment and he gave David some speakers, amps, a recording unit and microphones. "I needed to test it, so I did some singing but you know I'm not much for the current stuff." "So you learned opera?" Holly asked. "Well, not right then. You remember that busted radio I fixed about four years ago?" "What, the one that was the size of a small refrigerator?" "Yeah, well in the beginning the only station I could get played a lot of old classical stuff. I learned some songs from that." What David didn't tell his sister was that subsequently he had downloaded a lot more from the internet but it was only since his voice changed that he had tried signing them. Seeing that all this was making her brother uncomfortable, she wrapped her arms around his shoulders and said, "I'm sorry if I embarrassed you, sweetie, but I was just so surprised. And impressed. You have a wonderful voice. I know your not one for doing things in public, but don't feel you can't do it around the house. Just think, if we had a balcony on this house you could hide in the bushes and sing to me about how much you love me and want me to run away with you," she said, squeezing him harder and kissing him on the cheek. "I think that's already been done. Maybe we should try something a little different." But any thoughts of doing one better than the classics disappeared when David informed his sister that he had arranged the much anticipated threesome with Conrad. If she agreed Conrad would come by the next day at one o'clock because Holly was supposedly off with her posse somewhere. The girl was nearly beside herself with excitement. She took extra pains that evening to practice with the big double dildo, giving her mother a thorough fucking while David enjoyed his mother's oral skills. Conrad must have been equally excited because a precisely one o'clock he was at the back door, knocking rapidly. David had to smile when he saw the boy standing on the other side of the sliding door leading out onto the patio. The boy was dressed in a somewhat tight fitting sleeveless t-shirt and what appeared to be a tight fitting bathing suit in the boxer-briefs style. "Come on in, Conrad," David said as he opened the door. "Thanks, man. Damn, I'm so excited. I hope I don't blow my load right away." "Don't worry. We know you always have more to spare if you do," David said, tousling the boy's hair as they walked into the family room. "Now remember the rules. This guy can't let you know who he is so you have to wear the blindfold the whole time." "I don't care. That makes it even better. If this means I can get your big fat dick in my ass, that's all I care about," Conrad said, reaching over to rub the front of David's baggy shorts. "Okay, well, let's get you ready then," David said, grabbing the boy's shirt and pulling it up over his head, then taking off his own. Conrad was quick to yank down David's shorts and smiled as the older boy's semi rigid dick came into view. "Damn, I love your cock. Let me get it hard for you," Conrad said in a low voice as he went to his knees and began to stroke the swelling shaft while he licked the head. David closed his eyes and let the boy do what he wanted. He knew that Holly was watching from somewhere and he figured she must be loving what she saw. Conrad was trying to jam as much cock in his mouth as he could, leaving lots of saliva behind. In the meantime, the smaller boy was working his tight shorts down off his hips so he could get at his own hard cock. "Okay, man, we're both hard, let's get this party started. Where's that blindfold?" Conrad asked as he stood up and kicked his shorts all the way off, his smallish but very hard cock jutting up above his smooth balls. David walked over to the coffee table and picked up a folded cloth napkin that their mom used only on special occasions and stepped up behind Conrad and covered the boy's eyes. "Can you see anything?" "Nope. Bring 'em on." "Okay, remember, no peaking." "Okay, okay. Come on, I'm ready to explode already." David smiled and gave the hand signal that told Holly it was time to enter the room. When she did he had to remember to breathe. She was completely naked except for the leather gloves covering her hands. The big dildo was strapped in place and she carried a pair of smaller ones and a bottle of lube. Her lush hair was pulled up in a pile on top of her head and her eyes practically glowed. She also had a sultry smile that was interrupted by the pursed lips of an air kiss and the mouthed words, 'I love you so much'. David smiled in return and the turned Conrad to face him as he backed toward the couch. "Okay, kneel down, Conrad." With steadying hands on his shoulders, the boy settled to his knees and then David sat. He then urged the smaller boy to lean forward, bracing himself on David's legs, using his hands to hunt for that big shaft. At the same time, Holly was getting herself in position behind the boy, putting her toys on the coffee table next to her. She made a few lewd faces at her brother before she used her gloved hands to spread Conrad's ass cheeks and to David's surprise she bent down and applied just the tip of a long, extended tongue to lick the boy's tight ring. Conrad moaned around the head of David's dick and Holly took that as a good sign and flicked her tongue around a bit before straightening up and picking up the bottle of lube and the smallest dildo, maybe as big as two fingers. She dribbled some liquid, more like a thin gel, onto the boy's exposed asshole, and then some on the head of the dildo. She put the bottle down and then used the tip of the toy to spread the lube around and then pushed in. It didn't meet too much resistance and Conrad pushed back on it so that soon enough nearly the whole toy was in his ass and she began to fuck his willing hole with vigor. Conrad pulled his mouth off of David's cock and moaned out loud and then said, "Oh, yeah, man, fuck my ass. Get it ready for this big dick." Then he went back to sucking about half of David's cock into his mouth. Holly gave the boy a few more strokes and then pulled out the small toy and picked up the bigger one, maybe twice the size and lubed it up. She pressed the head to the well lubed hole and pushed in. It took a little more work but in a moment or two the bulb like head began to disappear past the ring of muscle and again Conrad was moaning his joy. Holly took her time and gave the bigger fake cock long slow strokes in and out of the boy's ass, while she watched the look of bliss spread across her brother's face as Conrad worked over that big beautiful cock she craved so much. When the bigger dildo was gliding easily in and out of Conrad's ass, Holly decided it was time to get serious so she pulled the rubber dick out and knelt directly behind Conrad's ass. The condom covered head was pressed against the stretched, slick ring and David muttered, "Get ready, her comes the real thing, Conrad." The boy wiggled his ass and pushed back. Holly took hold of his hips and pushed hers forward. The big head pressed against his asshole and then with a quick pop pushed past. "Oh, fuck," Conrad moaned with his mouth at the tip of David's cock. Holly pushed forward and Conrad pushed back and then they reversed. After perhaps five minutes the whole toy was in the boy's ass and Holly's trim hips where slapping against those skinny ass cheeks, as the older girl fucked the young boy. Conrad threw his head back and said, "Oh fuck, man, yeah, slam my ass. No girl can make me feel this good." Holly's eyebrows shot up as David looked at her with a crooked grin. She began to throw her hips forward as she fucked the unknowing boy with a vengeance. Conrad grunted and gave up trying to suck David, just laying his head on the older boy's thighs as he welcomed the ravaging of his ass. Finally he lifted his head and looked blindly at David and said, "Oh, man, that's enough. I want your dick now, man. Fuck my ass with this beauty." "Okay, I think you're as ready as you'll ever be." David gestured for Holly to pull out, which she did. As David got around behind the boy, Holly removed the dildo, letting the small end slide out of her pussy and then she sat in the cushioned chair. David figured the boy's ass was slick enough so he just took hold of those small hips and with the saliva coated head pointing at the stretched hole, he pushed forward. He met resistance but it was soon over come and he felt the pleasure of a welcoming ass hole taking in his fat cock. He sawed back and forth as Conrad moaned into the couch cushion. At the bottom of each stroke he paused and pressed harder. He looked over at Holly and saw she was watching him with partially lidded eyes, a small smile on her face as she used one had to lightly caress her pussy while the other squeezed one of her large, firm tits. Then she stood up, walked silently on her bare feet until she stood next to her brother and the she tilted his head back to plant her lips on his for a long deep tongue kiss. When she was done she stood up, pointed to Conrad and then motioned to imitate sucking a cock. David raised his eyebrows and when she nodded he reached forward, wrapped his arms around Conrad's arms and skinny chest, pulling the boy upright with his arms pinned. This added pressure on the cock in his ass had the younger boy squirming and groaning? his small cock dripping precum. Holly got down on her hands and knees and swallowed the boy's cock to the root and began to vigorously suck. As one might imagine this didn't last long and within five minutes, Conrad yelled and his hips bucked as he began to squirt his load into Holly's mouth. When he was done, he hung in David's arms like a limp cloth. Holly stood up, put a gloved finger under the boy's chin and tilted his head up and then pulled his mouth open. She leaned down and let his cum load slowly dribble into the boy's mouth. David looked on wide eyed. When she was done, she shut the small boy's mouth, and then moved sideways to kiss her brother again and then pausing only to gather up the toys and lube bottle, she walked from the room. David felt Conrad sagging so he slid his still hard cock from the boy's ass, turned him around to lean against the couch and then he stroked his cock until he fired off stream after stream of cum, aiming it to land on Conrad's face and chest. When he was done, he pulled the cloth from the boy's eyes and sat back on his heels. Conrad looked at his older lover and said, "Fuck, man, that was amazing. I've never cum that hard before. Your friend really knows what he's doing. I hope we can do that again." "I would think so, but he doesn't get much free time. It might be a while." "I can wait. Besides, my sore ass needs some rest." With that, David stood up, offered his hand to the cum splattered boy and after pulling him to his feet, steered him to the nearest bathroom to clean up. After seeing him off to the patio, David, still naked, made his way to his sister's room, where he found her sitting on the edge of her bed. She stood up and met him half way from the door and slid her arms around his shoulders and began to kiss him. Not with impassioned fervor, but with warmth and love. When she pulled her lips from his she rested her head on his shoulder and said, "I want to thank you so much for sharing that with me, sweetheart. My god, that was so exciting. Watching Conrad with his small mouth and hands on your big gorgeous cock and then watching you fuck him with it. I was so turned on." "I could tell. That business with sucking his dick and then dripping the cum into his mouth was amazing. A big surprise but amazing," he replied. "You inspired me, I guess," she said, lifting her head to look into his eyes. "I love you so much, that sometimes it hurts." "What do you mean?" David said looking a little confused. "Come here," she said, taking his hand and stepping back toward the bed. She kept pulling until she had then lying side by side, wrapped in each other's arms. She kissed his head and cheek and then squeezed him tightly. "It means that when you're sad, I'm miserable. And when you're happy, I'm ecstatic. It may not have looked like it but I felt so awful when you were having problems last school year. It broke my heart when I'd see you walking by, your shoulders slumped, looking so dejected. And I was never happier then when you were seeing your redheaded friend when we were on vacation." "Even happier then when we first started having sex?" he asked. "Believe it or not, yes. Not by much, but yes. Because you saw that someone else, practically a stranger, saw that there was something special about you. Even this business with Conrad has me stoked. It was so unexpected and so damn hot." She was stroking his arm as she said all this and then she leaned back to look him eye to eye and said, "I need you to promise me something, sweetheart. I need you to keep looking to do things like that. Do the unexpected. Let someone get close to you. Take chances. Okay?" "Sure, sis, but what about you?" "I'm not going anywhere, I've told you that. You and I will always be you and I." "Good. I'm glad. And not just because of all the great sex. You know what the best time of day is for me?" "No, baby, what?" "When I wake up and see you next to me. Especially when you're already awake and looking at me with those incredible eyes. It's like waking up next to an angel. No, it is waking up next to an angel." She smiled back at him, her chin quivering a bit and those magnificent eyes getting shiny. Then she leaned in and kissed him again for a while. When she pulled back she said, "We are going to lay here and rest for a while and then I want you to take that big beautiful cock of yours and make love to me long and deep and slow. And after you've shot a load of your hot sweet cum into me, we'll put on suits and go float around the pool together. It's almost time for school and I want lots of memories to get me through those long days when we aren't together." And that's what they did. David made love to his sister for nearly an hour, making her come with his lips, tongue and cock before he finally dumped a major load of cum inside her. When their mother got home she found them floating in the pool on inflatable lounges, side by side, each with an arm holding the other's leg, dozing. She smiled and went inside to fix dinner. It was a memorable night for them all.