First Time Teen Sex

It was the summer following Sara’s freshman year of college, and it was only the next time she had come home since her parents had dropped off her last August. It was great to finally be home for at least a couple of days, she thought. She was attending a big university away several hours, and the only times she had managed to see her family were for Thanksgiving and Christmas. Now she had the summer back home in Florida. She had missed her sister while she was away. Laura was fifteen when Sara went off to college — she was just getting to the age when years didn’t mean so much and the sisters had more in common. Now, back to the summer, Sara was anticipating the chance to reconnect with her own sister.

Laura was 16 now younger than Sara’s 19. It had been lonely for her, initially, when Sara left college. She still had her year-older brother Neil about to hang out with, plus they had grown closer over the past year, which was nice. But still, it was quite different. There was no one at home to speak with about girl things — clothing, makeup… boys. She especially wished her sister was around so that they could talk about boys. Laura had gone out with a few boys out of college, and also the farthest she had gone with some of these had been kissing. Her last boyfriend, Mark, had gotten a couple of good makeout sessions before they ended up breaking up. The breakup was a pity, although Laura initiated it. She had wanted to take their relationship to the next degree, sexually, but did not know what to do. Regrettably, she had put it off too long, and Mark got impatient, apparently, and ended coaxing a blowjob out of her slut friend Stacy. So clearly, Laura had to ditch him when she found out. Laura was determined to find some advice from her older sister while she had been back, in order to not let anything happen to her .

The very first week Sara was back, she and Laura got lots of time to hang outside. Their parents worked all day, so that the sisters would typically wake up late, head to the beach, find some lunch, then either go back to the beach in the afternoon or hang out with buddies, or simply head back into the house. One morning, while the sisters had been lounging around at home about to go to the shore, Sara brought up the subject of boys.

Laura told her the story of him and Stacy.

I can’t believe some men!”

“Yeah,” Laura responded,”but I figure it is not totally his fault.”

“Of course it is! 

“I knowI know. What I mean is… I don’t know, I guess that I can not help but feel at least a little responsible… you know? I mean, we had been together for a month or two, and anytime he tried to do that sort of thing with me, I shot him down. I can’t say I blame him too much for receiving head from Stacy once I would not do it for him”

“Oh… well why didn’t you do it ? I’m just asking, you know — it is totally cool if you would like to wait for a while before getting into that kind of stuff. It’s definitely your choice. I am just curious,” Sara explained.

“I know… but it is not that I did not want to… I was only sort of scared, you know? I didn’t know where to start, and I did not wish to do anything wrong.”

“So you’d have had sex with him if you knew what to do?”

“Well yeah,” Laura replied,”God only knows how many times I rubbed myself uncooked after I got home from one of our dates…! I’d have loved to have gone all of the way with him, but I’d only heard so many horror stories of women’ first times, and I knew if I got him naked I would want to fuck himthen I would not know how to do it correctly, and…”

Sara cut her off,”Calm down, sis! You are underestimating yourself. But you are right… from here on out, if you would like to maintain a guy, you are going to get to give him a reason to stay!”

“What about you? How are you doing in the boy department? What exactly are college boys “

Sara chuckled. “Well, if you must know, I am doing very well for myself. College boys only want to fuck… but, God, it is so excellent! They just take you out for dinner, then afterwards you return to one of your places and offer him a handjob or a blowjob or something… Then the next time, following the date, then you get to fuck! Then after that, sometimes you do not even go on a date… you just meet up for sex — between courses, in the middle of the night, whenever. And you also can get it done using more than one guy at the exact same time, too. 

“Wow,” Laura said,”That is amazing… but everyone does not believe you’re a slut?”

“Of course not, everybody does it this way”

“Well in that case, I certainly have to figure this out until I get to college. I don’t want everyone thinking I am a prude or something.”

Just then Sara saw Neil sleepily walking out of his bedroom towards the bathroom, wearing just his boxers. All this talk about sex had her believing somewhat naughty thoughts about her small brother. He had really shaped up in the previous year! A small bit of hair on his toned chest, some stubble on his head, nice abs… that he had been turning to one of the college boys she had been used to having so much fun with. 

“Well I want to help you figure out it, sis. What should you say I instruct you how you can pleasure a guy?” Sara asked her sister.

“Yeah, Em, that would be fantastic… but how?”

Neil was walking toward his bedroom when Sara awakened and called him out. “Hey Neil, come to get a sec.”

Neil looked up, then walked to the living area. Sara walked up to him, then put her hands on his shoulders. “This is going to be so much fun!” She explained to no one specifically.

“Follow me, you ,” she explained to her siblings.

Neil was a little tired after cleaning his teeth and his morning piss, so he followed his older sister without much thought. Laura was a little perplexed, still not really comprehending what her sister was up to, but she stood and followed anyway.

Sara walked to her room with her sister and brother . She told them to sit back on her bed, and they did.

Neil asked her.

You’ll love this,” Sara said , standing in front of her siblings. “Ok, Laura,” she said to her sister,”the first step is to get the man good and horny.”

“WHAT?” Neil said. Laura looked at her sister incredulously.

“Okay, Neil, you are done speaking for the rest of the day. This is about our sister. 

“However, nothing. We need a man for it, and Neil’s quite hot should you forget he’s our brother. You are really pretty lucky, you understand. And you also,” Sara directed towards her brother,”you’re really fucking lucky, so just go with it, okay?”

“As I said,” Sara started again,”the very first step is to get him good and horny. Normally this is done by the two of you making out.”

Laura took a sideways glance at her brother, then glared at Sara again.

“Go ahead, Laura,” Sara explained.

“I don’t understand about this, Sara,” Laura stated, with a slightly worried look on her face.

“Oh, for God’s sake!” Sara said in exasperation as she moved to the bed. She put her knees on the edge of the mattress, on each side on Neil’s buttocks, and put her hands on his naked chest, pushing him back into a reclined position. She moved her hands to his shoulders, then lowered her head to his, pausing along with her lips a fraction of an inch over his. Neil lay there, still in hindsight, together with his lips . Afterward, she pushed her tongue into his mouth finding his, shut her eyes, and gave him one sexy, several-second-long french kiss. She lifted her mouth from his, then stroked his hair with one hand as she moved back down and sucked his bottom lip into her mouth. Neil eventually moved his hands rest on the sides of her ribcage as they finished their kiss.

Sara lifted her head a little and looked at her husband. “See,” she said,”Neil’s prepared to perform with. Why not join in?”

Laura sighed, turned on by the sight of her two sisters entwined, then nodded. Sara raised up his brother off, and turned onto her side next to Neil. Laura was a bit more reluctant than her sister, first lightly taking one hand and resting it on her brother’s torso before slipping it down his belly to his navel. She smiled at her brother, then leaned over to get a kiss. Instinct took over at this point, and Laura started making out with Neil that he was one of her boyfriends. She pressed her mouth over his, and took her lips in hers. He began to take initiative and slid his tongue between her lips and into her mouth. Her tongue found his, and she let it swirl around his as they made out. Neil enjoyed the fact that there was skin to touch and his wandering hands began to turn Laura that much more. He cupped her ass with one of his hands and gave a little squeeze. 

Sara reached her hand down to the crotch of Neil’s boxers, feeling the tent that his growing erection was forming. Laura instinctively grabbed his dick through his boxers loosely in her hand, and began to rub around it.

“Okay children,” she said. “It looks like Neil is ready for step two.”

Laura removed her mouth away from her brother’s and smiled, biting her bottom lip as she looked into Neil’s eyes. Neil could not help but smile, not believing the flip that his dawn had taken.

“Let’s begin with a handjob. From time to time, if you do not want to go all of the way with a guy yet, a handjob can be a fantastic way of giving him something without doing too much. Neil, take off your boxers.”

Neil grinned, then was from his fighters in record time. Laura’s lips parted as she stared at Neil’s erection. It was so big, she believed. So hard… so amazing. His hard penis was angled up towards the ceiling, and his balls lay loosely beneath it. Neil propped himself up on his elbows, waiting for whatever it had been to come.

“Nice dick, brother… I’m impressed! Okay, Laura. Wrap your little hand about Neil’s nice, hard cock that he’s so kind to give us.”

She did as she was told, feeling hard, however how tender, her brother’s shaft was. Neil sighed at the sensation of his sister’s touch and let his head fall back. 

“Now… pretty much, you just move your hands up and down on his dick. Don’t forget about his balls. Give them some attention, roll them in your hands… Go ahead.”

Laura started to slowly jack her brother, sliding her hand up and down his dick. She jiggled them smiling as she explored her brother’s body. She began to accelerate her action… it was sort of fun. Neil’s breathing had sped up considerably by this stage. His cock felt harder than it had ever been in his lifetime, and his sister was really doing a fantastic job. They were starting to get to it when Sara spoke up.

“Well, that is pretty much that.”

“What?” Laura asked, stopping the motion of her hand and resting her hand on Neil’s cock.

“I said, that is a hand job. That is about all there is to it”

“However, what about when he cums? I mean, what happens then? That is the important part, right?” Laura said, puzzled.

Sara laughed. “Do not worry about this, sis… I am sure we will get to that part all too soon…”

Laura relaxed and lifted her hands from her brother’s still-hard cock.

“A hand job is a great way to give a boy a thing to keep him coming back, without really giving him too much,” Sara taught her sister. “However,” she continued,”if you want to give him a tiny bit longer, then we transition from using your hand to delight him to utilizing your mouth.”

“Alright,” Laura responded,”What do I do?”

“It’s really hard to get it done too wrong,” Sara replied,”but begin by holding his dick in your hand and carrying the tip in your mouth. The head of the penis is easily the most sensitive area, so it is really imperative that you stimulate it. If you can take it further, then it seems really great to the man if you are in a position to take more to your mouth… It is best if you allow your lips and tongue rub along his shaft as you bob your head up and down his prick.”

Neil smiled and nodded his head .

“Come on,” Sara said,”give it a try! Neil’s waiting…”

Laura smiled a shy smile as she was really going to cross a new barrier. Of course, today was the first time she’d ever held a guy’s cock, so that was certainly a milestone… However, to actually take a cock in her mouth! This was a significant step! And God, not to mention whose dick it had been… her own brother! She took a deep breath and re-gripped Neil’s dick. She looked up at Neil as her head lowered towards his crotch and watched his big grin. Well, if nothing else, she thought, she was helping her out big brother and making him feel good.

Her encounter stopped an inch from the tip of his dick. She gingerly extended her tongue until the tip contacted the head of the manhood. At the moment of touch, his penis jumped in the sensation. She smiled, then swirled her tongue around the perimeter of Neil’s manhood. She took one hand and cupped his balls again, then enclosed the tip of his penis into her hot mouth.

“Ah… ohh, God, sis… who… feels so good,” Neil managed to say.

The encouragement of Neil made Laura feel a little bit more at ease. She took another half inch Neil’s dick into her mouth, then pulled up into its suggestion. She started to enter a bobbing movement, able to take a little bit more of Neil’s cock right into her mouth every time, till she churns out in a little more than half of his length. She blew him gradually, drawing out her moves as her lips slid together all sides of the penis as she bobbed up and down.

“Okay, Laura… By the looks of Neil’s face, he’s getting pretty close to an orgasm. I don’t blame him… he has had an exciting morning so far. You have a couple options here. You could either take it out of your mouth and jack him off because he cums; or, you can leave it in and let him cum in your mouth”

Laura momentarily popped her brother’s dick out of her mouth to ask,”That’s better for him?”

“Leave it ” both Sara and Neil answered at precisely the same time.

Laura declared the blowjob with a fresh sense of purpose. She was going to make her brother cum. The first guy ever that would orgasm because of her efforts and hard work… She had to make this great. He rested his hand on the back of Laura’s head and loosely grabbed her hair.

“Alright, Laura, here it comes,” Sara cautioned her sister, seasoned with guys at their time of climax.

Laura swirled her tongue around the tip of Neil’s cock since the very first strand of semen spewed out of his cock. Laura automatically swallowed the thick liquid which has been invading her mouth as she felt Neil’s balls twitching in her hand, feeding his cum into her waiting mouth.

Neil was mildly bucking his hips at the time, certainly loving the warm sensation of his sister’s mouth surrounding his prized possession as he came. He shot more semen that he thought he likely ever had before during this apparently endless orgasm. Eventually, his orgasm died down, his body collapsed, and he let out the breath he had been holding in for many seconds. Laura gave one final swallow and removed her mouth from his penis, letting it move with a sloppy pop’. 

“This was fucking hot!” Sara said as she dropped to her knees. She took Laura’s face in her hands and, until her sister knew it, gave her a full-on, full-tongue kiss. Although amazed, Laura wasted no time in embracing her sister’s kiss. She moaned as their tongues. Sara gave her sister one last peck on the lips, then captured the one glob of Neil’s cum which was still dangling on Laura’s brow with her tongue until she leaned back and admired her sister.

“Damn our brother tastes great, don’t you think?” She explained.

Laura smiled as she sat back on her heels, tasting her brother’s flavor inside her mouth.

Sara took the silent moment as a chance to keep her lesson. “A blow job is almost always a fantastic move. Apparently it seems amazing, so the boy is always satisfied if that’s as far as you are likely to take it that night. Additionally, men are always far too excited their very first time on you, so if you want to fuck him it is still a good move for him to cum once before he disturbs you. That way, he continues longer if he does fuck you.”

“Before he penetrates me for this?”

“Well, obviously we will need to get him hard again…” Sara continued,”A good way to make him nice and horny is to let him eat out you. It is a good way to get yourself warmed up, too.”

Neil already started to cheer up somewhat from the nature of his sisters’ talk.

“Okay…” Laura replied, a little nervous about entirely exposing herself in front of her big brother, although she knew it would happen eventually… and even though she had only swallowed a load of his semen. She sort of knew from the beginning that she and Neil will be fucking at the end of Sara’s lesson, but as of the point she was still wearing both her bikini top and bottom, along with her shorts.

“Well, the first step is to get that top off…” Sara said, getting impatient.

Laura confronted Neil on the mattress, then reached up and untied her shirt, letting it drop to the floor. Neil was in awe as he stared at his younger sister’s complete, perfect breasts. God, had her chest transformed since the last time he saw it if they used to bathe together as kids. Her breasts weren’t big, but they certainly were not too tiny. They’re simply… perfect. Small, dark, erect nipples capped the tips of her lovely tits as they hung out of her torso superbly. Neil couldn’t help but stare.

“Alright Neil, I am pretty certain instincts should take over at this time,” Sara coaxed him. “Make our little sister feel good.”

He had never really fantasized about his younger sister before, but he had certainly discovered the way she had grown into a gorgeous young woman. It was never truly sexual… he just admired her, he guessed. But now, it was definitely sexual feelings that he had. Each one of pent up, unrealized feelings that he had for his little sister came into understanding as he held her breasts in his hands. He leaned his sister back until she lay flat on the bed, then he bent down and took one of her glorious nipples in his mouth and sucked. Laura dropped her head into the bed and let out a sigh. Even after all of the fun she and Neil had had this morning, this instant was the very first real sexual pleasure she had ever felt from a man.

Neil continued to tenderly suck on her breast as his hands wandered around her torso and abs, down to her crotch. Laura jumped a bit in the sensation of his strong hand on her pubic mound, but quickly relaxed as she recognized that she would rather be nowhere else at this moment. As he reached his mouth up to give Laura another lusty kiss, Sara helped out by first pulling her sister’s shorts, then her bikini bottom. Both of Sara’s siblings were completely nude.

The new shift in apparel allowed Neil’s drifting hand full access to Laura’s lovely young body. His fingers found the entrance to her anus as he continued to make out with her. As one of his fingers made its way to her sopping wet pussy, Laura came from her stupor and started to rub her hands over her brother back.

“Ahh… that seems really nice, Neil…” Laura moaned as their mouths parted.

Neil slid down the bed before he was on his knees on the ground. Laura’s ass was on the bed with her pussy in the edge. Neil positioned himself so that her legs were spread and resting on his shoulders and his face was close to her crotch. He appeared as Laura grinned down at her brother, trusting that the pleasure he was going to attract her. Neil concentrated his effort back to the job at hand. He had consumed a couple of girls before, but he felt like he was really being put to the test here as his older sister saw.

Neil extended his tongue and let it drag across one of the lips of Laura’s sex. Her abs clenched and she brought a sharp breath in. He continued to lick around her pussy without making contact till Laura broke down and pulled his face towards her pleasure center. He obliged and push his tongue into her.

She cried.

He swirled his tongue around inside her sex before contacting her clit, which delivered her overboard. The sharp joy she felt helpless her head and she lost track of time as her brother’s tongue worked wonders . As her breath began to accelerate, she hardly heard her sister once more call off their pleasure. She lifted her head and looked down to watch Sara supporting Neil with her head onto his shoulder and her hand around Neil’s rock hard cock, softly stroking him.

“I stated,” Sara repeated,”he’s hard again. You ready sis?”

Laura stroked her brother’s hair lovingly. “Oh yeah!” She answered.

Neither Neil nor his sister had been so way before. Although neither of them had considered the other a candidate for sexual pleasure, they had been so entwined within their existing affair that they all could think about was fucking. The two siblings wanted nothing more than to fuck each other till they were equally fulfilled.

“Alright, Neil,” Sara said,”that is the time to shine.”

Neil gave Laura one last lick for good measure, then rose into the bed with his sister. He lay on his side next to Laura, and rubbed his hands over her stomach and breasts. He lowered his head and forced his tongue into her mouth, where it swirled around with hers. While they kissed, he swung one leg between Laura’s knees as he settled himself on top of her, then he spread her thighs with his other knee. He broke the kiss as Laura reached down and grabbed his hard cock, pointing it toward the entrance to her hot, sopping wet hole. He reduced his buttocks until his dick was pressed against her opening, then gave a push until the head of his penis was burnt comfortably inside her. Both of them stayed in this position since they breathed heavily, their mouths open, awaiting another step. Finally, Neil grabbed her shoulders and pushed all the way inside her, letting out his held breath and nearly collapsing along with her.

“Ahh… Oh, Neil… God… oh fuck,” Laura moaned. She breathed heavily, savoring the sensation of fullness she felt as if her brother’s long cock was sheathed completely within her. She relished the feel of his muscular body covering hers, his toned body scraped her pert breasts, her nipples smashed to his torso, the stubble of his face resting against her smooth cheeks. She wrapped her arms around his body, her hand resting on his shoulder blades as they lay, growing accustomed to one another.

Neil kissed his sister once again, then withdrew his cock from her. He slipped it back to her heat as she moaned, then withdrew once more. Laura’s lips were parted and her eyes were tightly shut, concentrating solely on their linking. Neil was getting into a rhythm, pulling out and entering again as Laura’s hands slipped down into the sides of his rib cage. Neil sucked the nape of her neck as he continued his assault on her body.

Laura loved the impression of her brother inside her. She could not imagine a man more suited to take her virginity than Neil, who she knew loved her and could take care of her. Likewise, Neil was certainly enjoying the sensations his sister’s soft, glistening, warm pussy was providing him as they had been combined on the mattress. Laura reached down and gently grabbed and massaged Neil’s balls in her hand as he fucked her. Every time his cock entered her body, it gradually stretched her insides until it bottomed out inside her as her narrow canal squeezed the head of his cock. Then she would feel him pull out until only his engorged head was left inside . By now, she had been getting warmed up to the stage that her hips were beginning to rise and fall to enhance his thrusts. She began to buck her hips as a warm, tingling sensation started to build up in her loins. Her breath began to become more and more frequent as Neil’s efforts paid off.

His confidence boosted once as he sped up his thrusts. As the pleasure started to build in her into an almost unbearable level, Laura spread her legs wide and began to hump her butt off the sheets. All at once, the pleasure appeared down as she started to come.

She closed her eyes and let out a soft, prolonged moan as her orgasm took over. Neil, realizing that his sister had been cumming, let himself to complete as well. He introduced one powerful rope of semen to his sister as his orgasm took over his body. He managed to pull his spewing cock from its home after the first spurt since he collapsed onto his sister. Neil continued to thrust as his cock slid, slick from his sister’s pussy, between his and his sisters’ intestines, pushed tightly together. He squirted three, then four more gradually weaker spurts between their hot bodies before he finally completely collapsed onto Laura.

They lay there catching their breath for many minutes as they regained composure from their mutual orgasm, their sweaty cheeks pressed against one another. Finally, Neil raised up onto his elbows separating their stomachs and leaving a string of cum connecting them. He rolled onto his side and stared at his sister, drained and sexually happy. She opened her eyes , smiling at her brother with her hand on his side. She eyed him up and down, out of his sweaty matted hair to his heaving toned torso to his gradually softening penis, admiring the man her brother had matured into. She wiped his cum from his stomach and spread it onto hers, joining it with all the semen he had retreated on her through his orgasm.

“I’m almost speechless,” Sara said, watching her sisters in their post-orgasmic shine. “I would have to state our lesson is complete. You’re ready for college, little sis!”

“Perhaps…,” Laura said, biting her bottom lip and looking at her own brother. “But I believe we may need to practice again later, just to be sure.”

Leave a Reply

Your email address will not be published. Required fields are marked *