5 comments/ 143038 views/ 17 favorites Family Vacation Ch. 01 By: Creative1 Note: This is strictly fiction. All characters depicted in scenes containing sex are adults over the age of eighteen. If you are under eighteen, please exit now. This is intended for the private enjoyment of adults. If you do not approve of adult literature please do not read my work or blast me for something you do not like. Also, I am not a writer or English major and my grammar will most likely not be perfect. This is why the professional writers have editors. I do not, so please do not blast me for grammar. If you think the story sucks, that's ok. If you wish to continue please do so by reading Family Vacation series in order. Chapter 1 A Surprise in the Dark My wife, Sherrie, and I have been married for seventeen years and things honestly couldn't be better. We have three wonderful kids; sons at age thirteen and sixteen and a daughter at age nine. We have a nice home with acreage in a quiet rural community. It is nice to be able to see the stars on a clear night. What more could a man, or any one for that matter, want. I met my wife when she was fifteen and I was twenty-one. I know that sounds sick, but we weren't dating, we just had a mutual family friend. To this day, I think that it is sick for men or women to have desires of intimacy with a minor and that those guilty of such actions should be hanged in the streets. When my wife became an adult, I was not attached to any one and did find her attractive. We dated and then married when she was twenty. We started our lives together and our family grew with the addition our children. After the kids I had a vasectomy. I hated wearing condoms and the pill made her sick so this was the best decision. My wife's sister, Ally, is six years younger than my wife. She is a beautiful young woman who has not had the best of luck with men, being divorced twice and now thirty-one. She has a son that I treat and love as my own. I think Sherrie is much prettier than Ally, but Ally has the better body. I guess that two more kids have made the difference. Don't get me wrong, I think Sherrie is gorgeous and the things that she thinks makes her unattractive do not bother me. A man that would leave his wife over a few stretch marks from carrying children he placed there should be beaten to a pulp. Yes, I'm a man and I look, I have even admired Ally's body when given the opportunity, but I wouldn't trade my wife for anything. With Ally being single for a few months, I often wandered how she was having her needs met or if her two failed marriages had hindered her from having needs. I felt she had to be lonely lying in bed at night. She busied herself enough during the day for desires to be pushed aside, but at night, longing had to exist. Didn't it? After both divorces she and her son, were forced by finances to move in with her parents. She had her old room back and her son had Sherrie's old room. I tried to help in the ways I thought I could; lending the helping hand when needed. That's what family is for; right? Ally had started doing more things with my family; that is my wife and I. Me being the man that I am, I took on a role helping her son in matters that a father should and had been called on to at times help with moving furniture for Ally; you know, things that a man should do. During family events though, I couldn't help but think about Ally. I caught myself checking her out, noticing how her hip huggers would reveal the top of her bikini panties and the smooth tanned skin of her back as her shirt would rise when she would squat or bend over. At times like that the thoughts of her needs as a woman would play in my mind which would lead to thoughts of how I could fulfill those needs for her. The weeks turned into months with me wanting to help her in that way, not just the way a brother should, but there was no way that I was going to initiate something with Ally. I was just glad that Sherrie had not picked up on my thoughts. Well, Ally wanted my family to go into a vacation endeavor with her to help cut expenses. Sherrie was all for it and it didn't bother me since it was somewhere that I had wanted to go since having children. Orland was a place filled with adventure for the kids and we adults would certainly enjoy ourselves as well. With water and other types of theme parks we would surely have a wonderful time. A trip like this takes more than just a couple of days to plan. So we all started looking at the different packages that were available, weighing the cost and benefit of each. Man, this was going to cost me out the ass. I kept telling myself that it would all be worth it. With my oldest only two years from college, it could be his last chance to have a big family vacation with the rest of us. The trip was planned and all was a go. We had rented a condo on the outskirts of Orlando which was nice. It had two master bedrooms each with its own master bath and they shared a garden tub that was accessible from each master bath.. There were three other bedrooms so we would not have to put up with the four kids fighting about having to sleep with their brother, cousin or one of their parents. All in all, this was the best decision. My wife and I were took the master bedroom and my sister took the other. The kids all took up their place in the other bedrooms which had twin beds. It took two vehicles to get all of us to our destination, and after nearly twelve hours of driving, we were all exhausted. With eight of us and only three showers and one hot water heater we just decided to wash at the sinks and slip into something casual before going out to dinner. After dinner we did some grocery shopping. We were still trying to keep some of our overall cost down and eating most breakfasts and suppers in the condo could save us hundreds over a weeks time. It was late in the evening on the day of our arrival but with the long drive and events we had planned for the next day, we decided to pack it in around 9:00. There were eight of us so I just took a sponge bath and was going to head for bed while my wife, Sherrie, decided to take a soaking in the garden tube that was joined by both of the master baths. She just left both doors unlocked since it was only her sister with access from the other bath. I brushed my teeth, closed the blinds and drapes so that it was pitch black and hit the sack. I was out in a few brief minutes. I was awakened from a dream only to realize it was no dream at all. My wife was kneeling between my legs in the dark and sucking me like this was the last time I would let her. I was rock hard and she had one hand on my shaft and the other was massaging my balls. Her hair was still wet and brushing against the inside of my thighs. "Thanks for waking me," I said with a groggy moan. "Mmmm, mmmm," she said around my shaft, spun to sixty-nine me and planted her pussy on my mouth. I didn't hesitate, tasting her freshly washed cunt with my tongue along her slit. I noticed that she was shaved my than usual. Neither Sherri nor I liked the bald pussy look. She did keep the hair trimmed short and shaved clean from just above the clit and down. But this time, she had shaved most all of it, leaving only what felt like a strip of about a half an inch wide. It was hard to tell in the darkness and with me having beard, but I found out for sure with a roaming hand. "You shaved like this for me?" I asked. "Mmmm, mmmm," she said again as she continued going down on me. She must have been really excited about this vacation. She was bobbing, slurping and gagging all over my cock. The only reprieve that I would get before filling her mouth full of cum would be when she switched to sucking my balls. I knew what she wanted. She wanted to cum and she wanted it now. As I continued my licking and sucking on her clit, I had my palm on her ass and played inside her sopping wet cunt with my thumb. After a few minutes of this playing, I moved my thumb to her tight little anus, applied a little pressure and in it went. My wife always cums hard when I do this and this time was no exception. She bit hard on my cock. Her asshole clamped onto my thumb with the pulsations of her climax and she shoved her quivering pussy into my face as her shaking thighs clasp against my ears. Her moaning was vibrating though my cock and balls but I was able to hold back. As Sherrie recovered I forced myself to breathe around her soaked cunt. She was nearly suffocating me. She slowly raised herself and crawled into a reversed cowgirl position. As she slid down onto me I could still feel the quaking in her thighs as she sucked in her breath. Once I was in, she ground herself into me while leaning back with her hands on my thighs. After about a minute, I felt her lay her head between my ankles and pound her cunt up and down on my cock. She had never been so violent with her thrust. You would have thought that it had been longer than just the previous week, in which we didn't have any sex due to her period, since we last made love. I could hear her gasp quicken with her pace and knew she was close to coming again. I was close and helped the both of us by grabbing her ass and pushing her onto me with even more force. I forced myself up to meet her and held her down as we climaxed together; dumping my hot but infertile load into her. Wave after wave of heat rushed through me as the explosions slowly subsided. Sherrie got up and headed to the restroom to wash. I was asleep before she returned. I awoke the next morning with my beauty laying beside me. I wrapped an arm around her and pulled her close. She was such a hard sleeper. She didn't even make a sound. I cupped a naked breast, as I always did, and rubbed circles with my thumb over her nipple. She stirred. "Good morning," I said as I kissed the back of her neck. "Did you enjoy last night?" I knew she had since she climaxed hard twice. I can usually get one out of her, but rarely two. "Yes," she replied. "I fell asleep in the tub. It felt so good. I wish we had one at home." I slid my hand down to her abdomen. "You were already asleep when I got in here. I hope I didn't disturb you too much," she said. "Disturb me all you want," I thought. I let my hand slide further down and let it settle at the top of her mound. "What the...hair. More hair than was there last night." I almost jerked my hand away but feared that type of reaction would surely bring questions. My eyes were wide open and my mind was racing. "What had gone on last night? Was it really a dream after all? Of course not. It couldn't have been." I slowly moved my hand away and to my crotch. There it was a dried caked residue in my pubic hair that had drained from her as she got up. "If it hadn't been Sherrie...then...Ally! Oh, my god! What had I done? What had she done?" I had to shower. Maybe, just maybe, it would clear my senses. Surely I had had a wet dream. I hadn't had one in years in which I had actually climaxed, but it wasn't impossible. I showered and dressed and went to make coffee. I cooked breakfast which brought the rest of the adults down. Ally was glowing. It was like she had just found her first love as a teenager. That's when I knew for sure. I couldn't trust her now. Or could I? She didn't have anything to lose like I did, but having her sister pissed at her for sneaking into my bed and fucking me could have serious consequences. I wasn't going to say anything. I imagined Sherrie unloading on me about how I should have been able to tell the difference. But I couldn't have, really. I had been awakened by a blowjob, the room was dark, you have similar builds, and Ally's hair was wet like Sherrie's would have been. I shouldn't be blamed. So, I kept quiet. Ally did too. We went through the day without saying much. I knew it was her that night and by the looks I kept giving her, she knew that I knew. I wandered if it could happen again. She surely could fuck. I really enjoyed the excitement that it would bring not knowing which one of them would crawl into bed with me that week. Not knowing who it was until I touched their cunt would certainly be a thrill by itself. Family Vacation Ch. 01 Wren threw in the last of her clothes in the suitcase and sighed as she looked at the overstuffed case. There was no way it was going to close. She cursed her need for wardrobe options - she was a girl, dammit, she had to have options! The whole family was going on their annual vacation, except instead of flying as they usually do, their parents decided to stretch the trip another week by driving there and back. They live in Miami, Florida but vacation on Martha's Vineyard. The trip would take 24 hours and their parents want to break it up into 3 8 hour days. Just thinking about all the riding made Wren exhausted. One good thing about driving was that there was no limit to the amount she could pack, hence this being her third over-packed suitcase. Wren climbed on top of the suitcase, hoping her weight would hold the lid down enough so she could zip it closed. Thankfully, with a bit of a struggle, she was able to get it zipped. "JETT! Come get my suitcase, pleeeeeeease," she yelled for her brother, her voice pleading. As she waited for her brother, Wren piddled around her room, gathering her car bag and packing it with various electronics, chargers, a change of clothes and a few of her most favored sex toys and batteries. She was so absorbed in her packing that she didn't hear Jett come in until she heard him exclaim, "Jesus, Wren. Put on some fucking clothes!" It was then that Wren realized she was naked. She was so comfortable being naked that she hadn't even realized she was. "Sorry, dude." Wren walked over to her closet and pulled out a pale pink cotton dress that was short, sleeveless and had a cowl neck. She slipped it over her head, sighing as the cotton floated down across her sensitive nipples and ended just a few inches below her ass. She admired herself in the mirror, appreciating her long thick red hair, wide green eyes and full lips. Her dress hugged her curves, which she had in spades - she was definitely not super skinny, her stomach was soft but flat and she had a very distinctive hourglass shape. Her D-cup boobs were surprisingly perky and her ass was a dream. "That better, brother dear?" Jett rolled his eyes. He had seen Wren naked on more than one occasion and tried to look pissed off or unbothered by it, but really, his cock was rock hard in his loose basketball shorts. He let his eyes rake over his younger sister's body before smirking and taking her suitcase downstairs. He didn't know what she had in the damn thing but it was heavy! He handed the suitcase off to Ryan, his father, who was loading the SUV for the trip. Ryan's eyes nearly bugged out of his head as he felt the weight of the suitcase. "What the hell does she have in here, rocks?!" His biceps bulged under his tight t-shirt as he threw the suitcase in the vehicle. Jett chuckled, "Yeah and she says she has another coming - one full of shoes." "Good God. It's going to be a tight fit. Your mother still has 2 more suitcases and a gazillion pillows to put in the car too." Ryan shook his head. "So glad we only need the one bag. We are the only sane ones in this family." He held out his fist for Jett to bump. "Are you sure about that, boys?" his mother muttered as she floated toward them, pulling another suitcase. Mae, his mother, was a sight to behold. Her blonde hair was pulled back into a ponytail, with strands falling down to frame her gorgeous face. Wren got her eyes from their mother, both of their eyes a clear, piercing green. Wren also got her shape from their mother, who at the tender age of 40, could pass as their sister. She had a bit more of a fit frame, not quite as curvy as Wren. Her breasts were a smidgen smaller but her ass was a thing of beauty. Jett grinned and fist bumped his father before going to get the suitcase away from Mae. "Absolutely sure. How many does this make?" Mae had the decency to blush at least, her cheeks staining red. She looked beautiful as always in a maxi dress that showed off her cleavage and complete lack of undergarments. "Only 3. I cut down from the 5 that I was planning on!" Chuckling, Jett handed off the suitcase to his father as his sister called down to him again. "I'll go get that one. Anything else you need me to grab while I'm upstairs, mom?" "Nope, I have my car bag and pillows ready to go. I just need to fix me and your dad a water bottle and then I'm ready." Mae grabbed Jett's arm and pulled him down so she could kiss his cheek. "Thanks for being a good big brother with helping your sister." Jett breathed in her unique perfume and kissed her cheek in return before returning to Wren's room to get the last of her luggage. In her room, Wren had started second guessing herself about which of her sex toys she wanted to bring along, so she had laid them all out on her bed. It surprised her actually, how many she had. As she stood there pondering, her hand absently reached into the loose neck of her dress and played with her sensitive pink nipple. She wanted to take the whole arsenal with her, but even she knew that would be a little excessive. "Whatcha doin', sis?" Jett said, slapping her ass as she studied her toys. "Holy shit! I didn't know you had all this stuff!" Wren glared at him. "And why would you? It's not something I advertise!" Jett rolled his eyes. "Trying to decide what to bring with you?" He reached around her, his arm knocking into one of her breasts. "You should definitely bring this one." He picked up a glass dildo that was large in girth. Grinning, Wren yanked it out of his hands. "That's my favorite one. Of course it's coming with me." She picked up another one and added that to the pile too. "How about this one?" Jett picked up a thick one that had beads in the head and looked like it rotated. He had to admit, he was getting a little turned on imaging his sister using all these toys. Wren studied it. "Mm, okay, I guess. I do like that one." She also put in a butterfly vibrator that she can wear out in public. "I think that'll be enough." She picked up her lube, three dildos and one vibe and put them in her car bag. She already had plenty of batteries packed. Jett grabbed her mountain of pillows while she slipped on a pair of flip flops and grabbed her car bag. They made it downstairs and to the car without incident. Mae was already getting herself situated in the car, piling her mound of pillows around her in the passenger seat. They had a Cadillac Escalade and decided the third row seat would be the most comfortable for the two of them, so the very back and the middle was packed to the max with all their gear. Jett allowed Wren to go in first and looked unabashedly at her naked ass as she crawled her way into the truck. Jett jammed a hand down his shorts and got in a couple of strokes before readjusting to hide his erection as much as possible. Once he was more comfortable, he crawled in after Wren and got situated beside her. "Aaaand, we're off!" Ryan said, backing out of the three car garage and driving down their long driveway. "Here's to two weeks of family time!" Jett and Wren shared a look, rolling their eyes at their dad. He was way too excited about this trip. Wren had just graduated high school and Jett was going into his junior year of college so these family vacations may not be happening every summer anymore. Wren pulled out her iPad and started reading. She was reading incest erotica on her favorite website, literotica.com. There were some very talented writers on there and they never failed to make her horny. Not that she needed help to get turned on - she stayed in a constant state of arousal. Her pussy was always wet and always ready for a tongue, fingers, dildo or cock. After about an hour, Wren was almost out of her mind with horniness. She piled pillows all around her and in her lap and looked at Jett. He, like her, had sunglasses on but she thought he was asleep, judging by how his head flopped around. Good. Maybe she could masturbate real quick before he woke up. She found her favorite story on literotica, about siblings who hooked up. Wren spread her legs, grateful that she wasn't wearing any panties. She pulled a breast out of the loose cowl neck of her dress and pulled on her nipple. One hand strayed to her pussy, which was hidden by pillows. She was too far gone in her horniness to care if her dad could see her bare breast in the rear view mirror or if her jostling arm would wake up Jett. Honestly, she had always had fantasies about Jett and Ryan and even, to a certain degree, Mae. So, in her eyes, all bets were off for this trip. She wasn't going to censor herself anymore. Wren rubbed her pussy slowly for a good twenty minutes before the story heated up and she spread her legs wider and thrust two fingers into her pussy. She loved the wet heat of her pussy, the slick softness of her inner walls and the bundle of nerves that seemed to control her. Just then, Mae called back to her. "How are you faring back there, sweetheart?" Mae twisted around in her seat and it caused one of her breasts to pop out of the small bodice of her maxi dress. They both pretended not to notice the others naked breast. Wren didn't stop moving her fingers in her pussy; in fact, knowing that her mother was seeing her naked breast and baring a breast made her even hotter, causing her to pound her fingers in her pussy even harder. "Doing just fine, mom," Wren called back, her voice breathy as she pleasured herself. "Is your brother asleep?" Mae's hand ventured to her exposed breast and started lightly playing with it, squeezing it, pulling her nipple. Wren was having a hard time focusing, especially now that her mom was playing with her breast. She glanced over at Jett, then back at her mom. "Yeah, I think so." "M'kay. You kids have fun back there." With a wink, she turned back around in her seat. Wren could see that she pulled off the straps of her maxi dress, effectively bearing her breasts to anyone driving by. Not knowing what had gotten into their mother, Wren wanted to wake up Jett so he could see for himself. Wren tried to reach him to punch him but she was too reclined and he was too out of reach. Unwilling to stop masturbating, Wren quietly called his name until he woke up. The first thing that Jett noticed when he woke up was that he was hard as a rock and was aching to get off. The second thing he noticed, was his sister, who by now, had both breasts bared and wasn't being shy about touching herself. "Jesus, Wren. What's gotten into you?" Wren was breathing heavily by this point, so close to her orgasm. She moved several of the pillows so he could have an unobstructed view. "I am horny as fuck. Look at mom." Wren wasn't sure if Jett would have a good vantage point and when his eyes didn't bug out of his head, her suspicions were confirmed. "Here, lean over this way," Wren said, her fingers still moving in her pussy. Jett looked doubtful but wanted to see what was going on. He moved more of her pillows out of the way and leaned over, which gave him a perfect view of Wren's red and glistening pussy. He watched her fingers pound into her pussy over and over until she nodded her head towards their mother. He reluctantly tore his eyes away from Wren's mesmerizing pussy to look in the front seat. Even though he only had a profile look, Jett could tell that their mother was topless. "What the hell?" He turned back to Wren with a questioning look. She shrugged. "No idea. When she turned around to check on us, one of her boobs was exposed and she played with it and her nipple while we talked. Then when she turned back around, she slid her straps off and pulled the top down, freeing both boobs." Even retelling the story was hot and Wren moved her fingers faster in her pussy. Jett couldn't take it anymore. He reached down and added a finger in her pussy, gliding it in along with hers. "Fuck, Wren. I couldn't not touch this." Wren smiled, pulling him closer with her free hand. "I'm glad. I want this. You. In me. ASAP. Please." Jett momentarily forgot about their parents and leaned over and kissed her, his lips demanding and her tongue hot and slick in his mouth. He reached down and grasped the hem of her dress and pulled it completely off, leaving her deliciously naked. Wren spread her legs further as she relished in the feel of his finger sliding in and out of her in tandem with her own fingers. "Fuck, Jett." Wren pulled at his shirt, impatient to get him naked. "C'mon. Clothes off," she panted. Jett obliged, taking off his shirt and shorts. He couldn't believe how fast all this was happening but he was damn glad it was. When they packed the car, they left room from the seatback and up so Ryan wouldn't have any trouble seeing. Because of this, the flat suitcases piled onto the seat caused a flat, table-like surface. Jett immediately knew this was how he was going to fuck his sister. "Stand up and lean over the seat, as far over as you can," Jett instructed Wren. He watched with fascination as she removed her fingers from her pussy with a frown, before doing exactly as he said and leaning over the seat in front of him. She leaned deeply, which put her head so she could see their parents much better. Jett crouched on the backseat and with his large thick cock, pushed inside of her without preamble. Wren cried out, which caused both parents to look back to see what was going on. "Oh my God," Mae and Ryan breathed at the same time. Never did they think they'd be watching their children fuck. Oh they had thought about it, longed for it, even, but wasn't sure it would ever be a reality. Mae couldn't help herself, she had to be a part of what was going on. She undid her seat belt and turned around and crawled towards Wren. As she crawled, her dress came off, which was no problem for her at all. She liked being naked, yet another trait that her dear daughter inherited from her. Mae was on all fours, her hips wedged between the two front seats and her elbows and torso stretched over the piled up suitcases. Wren's eyes were closed as Jett withdrew his monster of a cock and pounded into her again. Mae caressed her face, causing her eyes to open. "How does he feel?" Wren could only moan loudly. Mae chuckled, "That good, huh? If his cock is anything like your father's, I know how full you must be feeling, how stretched to the max but never happier, am I right?" Wren nodded, her tongue darting out to wet her lips as Jett thrust into her again. Mae looked beyond Wren, to Jett and his cock. It was shiny and wet with her daughter's juices and huge when he withdrew it. Jett saw her looking and paused to let her see it in its entirety before slamming back into Wren. Screaming again, Wren reached out a shaky hand to her mother. "I need you," she choked out. Mae needed no further nudging. She pulled her daughter's face to her and kissed her with a passion that has been building for years. One hand ventured down to Wren's chest, where Mae fondled one of her daughter's D-cup breasts, her fingers rolling and tugging on Wren's nipple. Not to be left out, Ryan reached back and inserted two fingers in Mae's pussy. He thrust those in and out while she made out with their daughter, who was getting fucked by their son. His cock was genuinely going to explode if he thought about it all too much. "So I guess all bets are off for this trip, huh?" Ryan chuckled. He was happy - it was just what he and Mae had been hoping for. Wren was groaning and moaning as she was kissed and fondled by her mom and fucked relentlessly by her brother. It was all so hot and such a dream come true. She couldn't believe this was happening and never wanted it to end. "Don't stop," she muttered, her tongue tangling with her mom's. "Oh don't worry about that, baby," Ryan said. "I haven't taken my turn. We're going to be doing this the entire trip, if you want." He reached down and pulled his shirt off and undid his shorts, pushing them open so he could pull out his cock. He was already driving one handed, his other hand fucking in and out of his wife's pussy. That meant he couldn't really play with his cock - he just wanted it out and exposed. "I do want," Wren whimpered. She bowed her head as Jett's thrusts became harder and faster. "Oh God, Jett. You're amazing," she moaned. Mae continued her fondling of Wren's massive breasts as Wren's hips moved in time with Jett's cock thrusting in and out of her pussy. Jett suddenly tightened his hold of Wren's hips and thrust in her deeply, coming hard and deep in his sister. Wren had no warning, no chance to tell him that she wasn't on birth control, that he couldn't come inside of her. Feeling Jett's warm seed spew into her pussy pushed Wren over the edge. She screamed her release into her mother's mouth as they kissed. This triggered Mae's orgasm - Ryan's fingers in her pussy and her children fucking in front of her proved to be too much for her to handle. Everyone but Ryan came down from their orgasms and the car was filled with sounds of deep breathing and the smells of sex. Jett had collapsed on Wren's back and was slowly pushing himself off of her. He sat back in the seat and pulled Wren into his lap, his fingers running along her body, her breasts, her pussy. Mae blew them both a kiss and turned back around to her husband. She wasn't surprised to see his hand flying up and down on his cock as he drove. She knocked it off and lowered her head in his lap, sucking his cock deep into her mouth. That was all it took for Ryan and he came with a roar in Mae's mouth. Ryan miraculously stayed on the road and didn't cause an accident during his orgasm. He felt proud of himself for that one. "Well, family... this is going to be an interesting vacation," he chuckled, slightly out of breath. Mae looked back to her children who were kissing deeply, Jett's fingers back on Wren's pussy. She shook her head and settled back into her seat, her hand drifting to her own pussy. "I think they inherited our sex drive, dear." Ryan glanced in the rear view mirror and chuckled. "It looks that way, my love." They were both nearly insatiable when it came to sex. They had learned the fine art of getting each other off around other people or in public without anyone the wiser. Perhaps that was something they could pass along to their children on this trip. God, he couldn't wait for this trip. If this first 3 hours was any indication on how the rest of the trip would go, he was in for the trip of a lifetime and he couldn't wait.