Family Vacation
“Mommm! Sissy’s on my side of the seat again!”
“Shut up, tattle tail!”
“You shut up, bitch!”
“Tommy! That is not the way to speak to your sister! We do not use that kind of language in this family!
“And you, young lady. Get yourself back on your own side and quit picking on your brother!”
“But mom, there’s nothing to do. Tommy keeps pinching me every time you’re not looking. I can’t sleep and there’s nothing to look at.”
“I don’t care. Find something to do, but anyway, stop fighting or you’ll wish you had nothing to do!”
“Well, honey,” said dad, “that hasn’t worked for the last 800 miles and I don’t think it’s going to start working now. I guess we just have to find something to keep them busy.”
“I know, but I’ve tried everything I can think up. What else is there?”
“Beats me. The only thing I can think of is what we’ve been talking about. Sissy is fast becoming a young woman, and you remember what you were like at that age. Her hormones are going to take charge one way or the other. Maybe we should take advantage and give her something to do that’ll keep her busy for a while.”
Mom looked at him. Dad couldn’t tell if it was a smile or a grimace on his wife’s lips.
“Wellll, it might calm Sissy down, but don’t forget Tommy is in the back seat with her. What about him?”
“He’s only one year younger. I expect it’ll keep him just as happy as her.”
“What are you talking about, mom?” Sissy was paying attention for the first time since the family left home. Even Tommy was looking curious and had stopped fidgeting for the moment.
“Well, I suppose it’s worth a try. I just hope this doesn’t end up being a big mistake.”
“Don’t worry honey. Remember you were her age when your parents taught you to masturbate. You loved it.”
“Yes I did. I still do. All right, I’ll give it a try.
“Sissy, do you ever touch yourself when you’re alone in the tub or in bed?”
The thirteen year old girl looked confused. Her parents had never talked to her about sex before, and she had led a very sheltered childhood. It wasn’t easy to stay innocent today, but both the kids had been home schooled and carefully supervised on the web and TV by their watchful parents. Now mom and dad had agreed it was time to move on with their daughter’s education.
“Touch myself how?” she asked with a cross between curiosity and suspicion.
“Well, honey, you know that your chest has been a little sore lately because your breasts are starting to grow. You’re almost ready for a training bra.
“Have you noticed that when you touch your chest your boobies start to feel real nice, and your titties get hard? Maybe they even hurt a little?”
Sissy was turning red, and didn’t answer.
“Don’t be embarrassed, honey. You should be proud of them. Lots of girls don’t even have boobies at your age. Mine didn’t get that big until I was almost a year older. Haven’t you noticed the boys looking at your chest? Don’t you kind of like it?”
Even if she was still blushing, Sissy was intrigued and wondered where this was going. She had indeed noticed the boys looking, and she did indeed like it. That was why she had started wearing tight, thin t-shirts whenever she could.
Tommy was also paying close attention to the discussion of his sister’s breasts. Their size and shape hadn’t escaped his notice either, and he was glad she hadn’t started wearing bras even if she needed them. Especially because she needed them. He loved seeing her hard little nipples poking though her shear, thin blouses, and part of his misbehavior was just an excuse to get them to jiggle. He would have been surprised to know that his dad enthusiastically shared his opinion about his sister’s budding tits.
“Anyway, have you noticed that they feel real good if you rub them softly? Why don’t you give it a try?”
Shyly, but with growing curiosity, Sissy brought the fingertips of her right hand to the soft curve at the bottom of her left breast. She traced a path between the base of her high, perky little mound and her quickly hardening nipple, leaving a trail of nearly indiscernible warm tingles. Encouraged by the feeling, she continued the motion and turned it into a circle around the little nubbin now poking out very clearly through the tight white t-shirt she wore so often, much to her brother’s enjoyment.
“That’s right, honey. Doesn’t that feel good? It’s all right to squeeze them. It’s nice to cup them in both hands, too. Give your nipples a pinch and see how that feels.” Mom continued to encourage her daughter as the young girl tentatively began to explore her body and awaken the joys of her blossoming sexuality. Mom smiled as she heard a low moan escaped her daughter’s lips. Now both her hands were busy caressing her soft little tits, and her eyes closed as she lost herself in this new and fascinating pleasure. Her brother watched closely, his mouth agape as his sister revealed herself to be the kind of girl he had only seen on a few porn sites on the web at his friend’s house. Their mother smiled proudly as she watched her daughter begin her first sexual exploration.
Tommy was as lost in dreams as his sister. Without thinking he reached out and cupped the hand she was using to caress her left boobie. Her eye’s startled wide as she felt him push her hand deep into her breast, and for a moment she froze. Dad, watching his daughter in the rear-view mirror, held his breath. She stared into her brother’s eyes in shock, and stopped pinching her other tit.
Tommy took the situation in hand. He held tight to his sister’s hand and rubbed it insistently against her soft, tiny breast. Sissy hesitated for a moment, but at last she closed her eyes and let her brother take control. She sighed with pleasure as Tommy’s hand replaced her own and she learned how much more pleasurable it was to be touched by someone else. Dad grinned with pride in his son.
Tommy reached over with his left hand and began caressing her other breast. The hard little nub of her right tit felt wonderful against the palm of his hand. His sister moaned with unconcealed pleasure as he continued his caresses.
“That’s right Tommy,” said dad, as he saw his son take control of his daughter. It feels even nicer if you reach your hand under her shirt.” Both he and his wife were delighted by the sudden change in their children’s relationship. The bickering and fighting of the last five years had evaporated in the heat of the hormones now flooding their young bodies.
His mom noticed a bulge in her son’s shorts as he continued to stroke his sister’s chest. A glance at her husband showed a much larger one inside his. With a mischievous grin, she reached across the front seat and took a firm hold on her husband’s cock. He sighed with pleasure.
The Motel
“We want you kids to know how proud we are of the way you behaved this afternoon. As a reward we’re going to let you sleep together in the same bed. That means there are some things you’re going to need to know first.
“We haven’t talked to you about sex before because you were too little, but I bet you already know the difference between boys and girls. The most important thing to know is that boys have a cock in the same place as girls have a pussy. Rubbing them feels good, especially when you do it to each other. Sissy, did you like it when Tommy rubbed your pussy today?”
“Yes momma,” she smiled, “it felt wonderful!”
“Well guess what? If you keep doing it it feels better and better. And then suddenly it feels so good you could almost die!” Mom gave her a happy smile. “There are lots of things you can do with each other that are even more fun. Daddy and I are going to show you, so come sit on the bed and pay close attention.
“Your father and I are concerned that you’re too inhibited, young lady. This isn’t your fault, it’s just that we’ve been too protective up till now. At your age you should be wearing clothes that show off your beautiful new curves and tease the boys about what’s underneath. When you were little it was OK for you to dress like a boy, but now it’s important for you to let everyone see how feminine you are. Go take a shower and put on your new nightie we got from Victoria’s Little Sister. Tommy, you can wait for your sister out here with us.”
“Son, this is going to be a night to remember,” said dad. You and your sister might be a little shy at first, but just trust your mother and me. Do what we tell you and you’ll love what happens.
“You and your sister are growing up. Today you got your first taste of what that means. Your sister is becoming a woman, and one day soon she’ll start having sex. Do you understand what will happen then?”
Tommy looked very serious. “Does it mean that a boy will put his penis inside her vagina and shoot his sperm there?” He looked at his parents questioningly.
“Yes, son, that’s exactly right, but there’s a lot more that you need to understand before you can truly appreciate your sister. This afternoon you got a taste of how wonderful sex can be. Sissy is a beautiful girl, and just like you she’s becoming ready for new experiences. Tonight I’m going to show you some of the things your mom and I do together and how much fun they are. If you and your sister aren’t ready you don’t have to try them yourselves, but we want you to know about them and we want you to push yourself to enjoy them as soon as you can.”
“Momma, are you ready for me to come out?” came Sissy’s nervous voice from behind the bathroom door.
The family hadn’t been planning to spend the night in Dallas, but they stopped for dinner at a large indoor mall, and while Dad and Tommy were finishing their pizza, mom took Sissy on a quick shopping trip to Victoria’s Little Sister. It took a while for Sissy to get over her shyness about the sexy nighties her mother wanted her to try on, but after a while she began to enjoy showing off in front of the large mirrors visible throughout the store and even outside. Like most women, she was a secret exhibitionist. Like most girls, she was just learning to appreciate it.
The door opened, and Sissy shyly entered the room. Even though her shopping trip had been fun, she never expected to wear her new lingerie in front of her brother and father, especially not that very night. But her mother had been stern, and when she stepped out of the shower she found the rest of her clothes were gone.
Her family caught their breath as she emerged from the bathroom, one arm shyly concealing her tiny breasts and her other hand covering her pussy. The pink baby-doll nightie reached down only to the top of her hairless mound, but that made little difference since it was completely see-thru. Two thin red strings at the sides of her thong panties emerged from beneath the hand concealing her pussy. She paused at the threshold, blushing from head to toe. The light behind her emphasized the shape of her body and the gap where her slender thighs framed her prominent pussy lips.
“Wow!” Tommy’s quiet exclamation broke the stunned silence and startled his sister. Her downcast eyes flickered to him for a moment, and her mother couldn’t resist smiling.
“You look wonderful, dear,” she said, as her husband looked on approvingly. He couldn’t believe this hot young woman was his innocent little daughter.
Her embarrassment began to abate as her enjoyment of being the center of attention gradually took its place. Her slumped pose straightened a bit and she lifted her eyes from the floor to look at her brother.
“Really? You don’t think it’s too naughty?” she asked, turning her gaze on her father.
“Well, I’d certainly never let you wear that in public, but it’s all right in here. We are your family, after all. Your mother and I have seen you naked, although I have to admit you’ve developed a lot since last time.” He smiled.
Sissy looked relieved, and a little proud.
“Gosh, sis, you’re beautiful!” chimed in Tommy. “And I love those new pajamas. Where’d you get them?”
“They are adorable, young lady,” said her dad, “but you shouldn’t try to hide yourself like that. Lower your arms and let us see you.”
Sissy shook her head.
“Come now, young lady,” said mom, “we didn’t buy you that cute little nightie just so you could cover it up. Lower your arms this instant and let us have a proper look at you!”
Her eyes downcast again, Sissy slowly lowered her forearm from her breasts. There was an audible gasp from both her father and her brother. Her small breasts stood out high and soft on her chest, each crowned with tiny, hard pink nipples poking out through the filmy material of her nightie, betraying her arousal. Her chestnut hair framed her adolescent face, falling over her shoulders and nearly concealing her pointy little tits. The filmy gown accentuated the gentle rise and fall of her chest as she breathed. Sissy’s slender legs made up fully half her height, ascending with gentle curves to frame the intricate folds of her soft, pink pussy. The light behind her glinted on what might have been just a hint of moisture. No one moved as her family drunk in the budding beauty they had so long overlooked.
Encouraged by her family’s response, Sissy dropped her hand from the tiny bit of fabric which charmingly failed to conceal her young pussy. Thanks to an ingenious design, two tiny red stings emerged from between her legs at the bottom of her slit, framing her sweet young pussy as they traveled up to join with another around her waist.
“Turn around dear, let us see it all,” said her mother.
With a graceful twirl that belied her reticence, the hem of her negligée flared out as she spun. The red straps did no more to conceal her from behind than from before. Leaving her soft round cheeks completely bare, they emerged from the top of her cleft to flare out high on her hips on both sides. Her pussy lips, as visible from behind as before, gave no evidence of the single tiny thread concealed within them.
“Nice butt!” chimed in her brother.
“Tommy!” exclaimed their mother. Sissy broke out in a fit of giggles. The whole family chuckled.
“Come over here by your brother,” said mom, leaning over and patting the bed next to Tommy. She was sitting on the bed next to her husband. “You know you aren’t allowed to drink alcohol, but for tonight we’ve decided to suspend that rule. This will help you relax and enjoy what your father and I are going to show you.” She handed each of her children a glass of red wine, then sipped her own. Tommy took a sip and made a face, but his sister, determined to show she was all grown up and ready for the responsibility her parents were offering her, took several swallows before setting the empty glass on the night stand beside her.
“Now,” said their father, setting down his own glass and putting his arm around his wife, “everyone has a good idea of what pretty girls look like naked.” He smiled at his daughter. “I know how easy it is for kids to get ahold of pornography these days, no matter how hard their parents try to protect them, so I think you knew what boys looked like before this afternoon, didn’t you Sissy?”
Some of her embarrassment came back and she didn’t reply, but she did shake her head no.
“But just in case you’ve never seen a grown up penis,” mom said, “here’s what one looks like. With that she deftly unzipped her husband’s pants and pulled out his cock.
This time it was Sissy’s turn to gasp. Even limp her father was six inches long and menacingly thick.
“Don’t worry, honey,” she told her daughter, “boys your age are more your size. In fact, we’re going to ask your brother to give you a better look.
Now Tommy was looking embarrassed, and his gaze dropped to the floor. “Don’t be shy, honey,” said his mother. You’re old enough to enjoy a girl’s touch. “Watch me, Sissy.”
With that she grasped her husband’s penis and gave it a playful squeeze. He sighed, and Sissy watched as her father’s penis began to grow in her mother’s hand. “No, not a penis,” Sissy thought. “A cock!”
Now her mother began to slide her fist up and down the shaft. It continued to stiffen as the kids watched, mesmerized. Sissy was captivated to see it grow beyond her wildest notion. How in the world could her mother take all that inside her? “Now, honey, go ahead and reach into Tommy’s pants and pull out his cock,” said their mother. “Don’t be shy. When I was your age I’d already been fucking for six months.”
Sissy’s curiosity overcame her embarrassment. Suddenly she had to know what that great big thing in her mother’s hand felt like. Tommy made no move either to help or hinder her as she unfastened his belt and lowered his zipper. He flinched slightly as she pulled his hardening cock from his underwear, but she was pleased to find a handful of solid flesh in her grasp.
As her mother stroked, a trickle of fluid leaked from the tip of their father’s cock and spread under his wife’s ministrations, producing a small squishing sound. “That,” said their mother, “is called pre-cum. It provides some of the slipperiness that helps get this great big thing inside us. The woman’s pussy gets juicy and slippery inside, too.”
Still stroking the pole sticking up from her husband’s lap, their mother slipped off the bed and knelt between their father’s legs. She cupped his prominent testicles in her other hand and gazed adoringly up into his eyes. The children looked on in fascination.
“Now Sissy, you must always be careful of the way you grab a penis. The testicles are delicate and easily injured. You must be careful never to squeeze them, but just cup them and roll them around. Why don’t you give it a try?”
Their brother spread his legs to make room, but Sissy made no move to follow her mother’s lead. The multiple shocks of her parent’s unexpected activities had overwhelmed her again. Her mother slowly rolled her father’s testicles back and forth in her palm, extending them slightly toward her motionless daughter. Gradually her patience paid off. Sissy gazed raptly at the hairy wrinkled sack writhing in her mother’s hand. Like a bird entranced by the approach of a snake, she lost all will to resist and slipped slowly off the bed and onto her knees between her brother’s legs. She leaned forward until her nose was less than an inch from the object of her fascination. The aroma of her brother’s penis seemed overwhelming.
Stroking her husband’s shaft with one hand, her mother reached over and took her daughter’s hand with the other. Their joined hands bumped her daughter’s chin as she guided her fingers to cradle her son’s testicles. With a sharp intake of breath, Sissy emerged from her trance to find herself cupping a smaller set of male testicles just like the ones her mother was playing with. Her eyes danced with delight as she began to roll the sack back and forth on her open palm. “They’re so heavy!” she breathed, barely audibly.
Her mother smiled as her daughter began playing freely with a woman’s favorite toy. She put her arm across her daughter’s shoulders to comfort her and embolden her explorations.
Even as Sissy grew more confident in her handling of the two marble sized balls in her hand, her eyes refocused on the shaft which was dripping a steady stream of clear liquid that now began to pool onto her palm. Her fear suddenly returned as she contemplated the penetration of her unopened virgin flower. Her nerve faltered and she tried to draw back, but her mother’s arm supported her. Placing her hand on the back of her daughter’s head, she held her in place until the crisis passed.
“It’s alright, darling, Tommy would never do anything to hurt you,” she whispered in her daughter’s ear. “There’s no hurry. You just keep playing with his balls until you get ready for more. Nothing is going to happen before you’re ready for it.”
The shaft in front of her eyes shrank slightly from at his sister’s reluctance. Sissy felt a twinge of guilt at her failure to fulfill her feminine duty. Reading her mind, her mother released her grip on her daughter’s head and guided her other hand to the shaft that was the source of her anxiety. At the first touch of her fingertips, the pole twitched visibly and sprang back to its full magnitude. Sissy felt a sudden thrill of pride as her brother responded to her sensuous touch.
“Go ahead honey,” her mother whispered, “Tommy’s cock isn’t delicate at all. You can squeeze it as hard as you want!” Torn between eagerness and shyness, Sissy slowly wrapped her fingers around her brother’s pole and gave a tentative squeeze.
Sissy heard low moans from her father as her mother resumed her ministrations. Glancing away from her work she turned toward the source of the sound and found her father’s gaze focused directly on her hands as they stroked her brother’s cock. Tommy had his head thrown back and shuddered as his sister’s hands began stroking.
“That’s very good, honey,” said her mother. “You’re a natural at this. Be sure to squeeze your brother’s cock, but don’t drag the skin; let your hand slide over it. Use his pre-cum to make him slippery!” With a broad smile her mother increased the speed of her stroking and her husband responded with louder moans.
“Now, Sissy, I want you to keep stroking while we get to the next part of the lesson. This is something you didn’t learn this afternoon. Your father and I want you to learn how to play with your brother, but we don’t want you two having intercourse, because we don’t want you getting pregnant at your age the way I did. That’s why we’re going to make sure you know what you can do safely. Watch carefully.”
Sissy stared at her mother as she leaned forward until her lips touched the drop of pre-cum that dangled just underneath the glans of her husband’s penis. A thin strand stretched from their father’s cock to their mother’s lips as she pulled away slightly. The tip of her mother’s tongue emerged and swiped the clear fluid from her lips. “Mmmm,” her mother softly moaned. Then she opened her mouth and engulfed the head of their father’s dick.
Even after a day of ever increasing surprises, both of the children were astonished by their mother’s act. Until today their parents had always been highly protective, even repressed about their sexuality. The radical changes they had seen since this afternoon hadn’t prepared them for the sudden spectacle of their father’s hard cock invading their mother’s sweet, glistening lips. Tommy and Sissy looked on in fascination as their father began fucking their mother’s face.
“Since your mother can’t talk right now, I’ll be taking over your lesson. Sissy, no one told you to stop stroking your brother’s cock!” Startled, the young girl recovered her dignity and began pumping her fist up and down again.
“That’s better. What does it feel like in your hand?”
Sissy blushed deeply, but she continued jacking her brother’s dick. “It feels wonderful,” she breathed. “It’s hard as a rock underneath, but the skin is soft and warm. I’ve never felt anything like it.”
“That’s very good, young lady. You’re progressing nicely. Not only are you keeping your brother hard, but you’re making him start to leak pre-cum.” Sissy stared at the sparkling droplet that formed on the slit of her brother’s dick. It grew quickly and slid down to touch her hand.
“Catch it and spread it along the shaft like your mother showed you. It’ll make it slipperier and easier to play with.
“Tommy, girls also produce a lubricant very much like yours. When they get excited, their pussy gets wet inside and leaks onto their lips. Feel your sister’s pussy and see if she’s having fun, too.”
Hesitantly, Tommy reached down and touched his sister’s upper thigh. She sighed softly at the caress. Encouraged, Tommy traced his fingertips ever higher up the inside of her leg until they reached the magical gap at the top. He gave a startled jolt. “She’s wet!” he exclaimed in awe. “She’s soaking wet!”
“Excellent,” said their father, his voice brimming with pride. He grabbed a fistful of hair behind his wife’s head and held her steady as he fought an almost irresistible urge to fill her mouth with sperm.
Oblivious to their father’s struggle, the two kids continued their eager experimentation. Tommy caressed the warm moisture of his sister’s wet pussy while she spread the ever increasing trickle of pre-cum over his small but rigid shaft.
Recovering his composure, their father returned his attention to their lessons. “Tommy, you can keep rubbing your sister’s pussy, but don’t you put your fingers inside her! She’s going to stay a virgin for now.
“Sissy, lean forward and give your brother a kiss on the tip of his penis.” Her embarrassment had receded as the wonderful sensations of her brother’s fingers had grown, so Sissy anticipated her father’s command. With only a touch of reluctance, she bent forward and placed her lips on the end of Tommy’s cock. Overcoming her fear, she gently sucked a trace of his semen into her mouth. Unable to detect a flavor, she parted her lips and wrapped them tenderly around the head of her brother’s dick. For a moment she froze with apprehension at the realization she was sucking her first cock, and it belonged to her little brother.
Tommy, on the other hand, had no hesitation at all. His hips rocked forward in an instinctive and pleasurable motion that drove his small cock forward into his sister’s mouth. She pulled back in surprise, but stopped as his backstroke nearly brought his penis completely out of her mouth. Reluctant to surrender her new and delicious treat, she too reversed her motion and began bobbing her head in response to her brother’s shallow thrusts.
The sight of his son’s cock plunging in and out between his daughter’s beautiful lips was almost too much for their father. Again he grabbed the back of his wife’s head and held her motionless with his cock deep in her mouth. Frustrated, his wife could only suck on the unmoving shaft in her mouth.
From the corner of her eye, Sissy saw her parents staring into each other’s eyes. Placing her hands on Tommy’s buttocks, she copied her parent’s pose. Glancing over at his son, their father grasped the situation and found the solution. “That’s your sister’s way of saying ‘go ahead’, son. You may now fuck her face!”
The spell broke for all four of the eager family members as two male cocks invaded two receptive throats. Showing tremendous self-control and good manners, both of the gentlemen continued stroking their partner’s impatient pussies even as they themselves soared toward fulfillment. Tommy’s small penis slid into his sister’s throat with little discomfort as his mother’s more experienced throat engulfed his father’s larger member.
Their own excitement heightened by the erotic sights next to them, none of the four were able to last for long. With a grunt, Tommy began unloading his spunk into his sister’s throat for the first time. His enthusiasm was contagious. His sister bucked her hips against his inexperienced but very welcome fingers as the cock in her mouth brought her to a mind-blowing orgasm. The siblings came together as she drained him into her throat.
Experience and self-discipline paid off as their father fulfilled his educational duty. After sending his first blast of his semen straight down his wife’s throat, he manfully pulled back and used one hand to empty his swollen balls across his wife’s face, neck and tits. Simultaneously he repaid her with a manual orgasm at his talented fingertips, a feat made easy by the lewd sights and sounds engulfing her senses.
Their passion temporarily spent, the family members collapsed together onto their parents bed. Both the children gawked in wonder at the sparkling white liquid dripping from their mother’s hair, mouth, chin, neck, breasts, seemingly everywhere. “What’s wrong, honey,” their mother asked Sissy, seeing her wistful look.
“Nothing. It’s just that Tommy shot all his cum down my throat, and I didn’t get a chance to taste it,” she replied, looking a bit disappointed.
“That’s easy to fix, sweetheart. Your daddy is such a slob! He left me all messy. For your next lesson, I’m going to teach you how to clean a girl up.”
“You’ve still got a lot to learn, kids, but by the time we get home we think you’ll be ready to join the Junior Sex Club. You’re also old enough to know the classes I teach at school. When you’re in high school, the Woodcock family is going to set a new standard for sex education, and from now on we want you to call us Steve and Sephy.
