Jake had spent the last few weeks on a bit of a cloud nine. His school day afternoons followed a new and exciting routine. School let out at 2:30. He would go to his best friends house near the school like he always did, but now he left early to meet with Angela after her school let out, either going to his house or hers depending on who was home. They had managed to work around her little brother being home but wouldn't dare do their new extracurricular hobby with adults around.

Most days during the week, Angela and Jake would spend the afternoon watching porn and masturbating. After a week or so of regular porn watching, Jake had finally convinced Angela to join him. That had been the big development. It had started with just questions and little comments. "Have you ever masturbated?" Of course" she had she would tell him unconvincingly. "How can you sit here and just watch, aren't you horny?" He would implode. "You wish" she would tease. But every time Jake would finish on Angela any veneer of indifference or playing hard to get would wash away just as Jake's cum would splash on her chest, or her bed spread, or in a tissue as she watched. Eventually and with his firm but positive encouragement she started to join in on the fun.

Angela first started by herself, at night in her bed. Curious to see what it was like, she would slip her fingers under her pajama pants and fiddle around. She certainly wouldn't admit to Jake that she hadn't done it before. Then one day after Jake left in a hurry because her mom had called to say she was coming home, Angela was left to clean the mess and had forgotten to turn off her computer. When she went back to it to turn it off after dinner and her shower, she wiggled her mouse, ending the screen saver and revealing a porn video still on her screen. She unpaused it to watch an older looking teen with dark brown hair and a beautiful full body sink down onto her skinny boyfriends penis and ride him to bliss. Angela couldn't help but once again try to touch herself. This time she was shocked at the wetness, that previously had been so slight, now soaking her pussy. This time it felt really good. So good that after turning her computer and lights off she kept trying to chase that feeling under her covers.

So the next week when Jake started coaxing her again, she surprised him and herself by unsnapping the button on her jeans and sliding her fingers down over her lips. Jake's mind was once again blown and he came much quicker that day. After that it was routine they both watched porn and masturbated together. She never came and never took her pants off but imagine the sight of a slender fair brunette manipulating her fingers under her panties, which Jake could just see out from under her unzipped jeans.

This level of sexual satisfaction cooled Jake off at school, and that sense of confidence and removal of desperation unknowingly paid off for him in the form of a new girl, Ally. Jake's school was big enough that he never really interacted with Ally. But she was a friend of a friend and he did know about her. She was a curvier girl, not fat but a little heavier. She had dark roots and blonde hair, pale white skin, and a lot of personality. But she was a bit of a boy chaser with a reputation. It was at a group hangout she made her interest in Jake clear. Laying in a bed together with a mixed group of friends she had started sucking his fingers. Giving Jake a good idea of her intentions and a massive erection.

One day shortly after, he was walking to meet up with Angela when Jake's best friend, his girlfriend, and Ally appeared down the road. Jake was forced to forgo meeting Angela and invite his friends into his house. Jake felt the nervous tension ramp up inside of him, oddly something he never felt with Angela, except of course that first time she caught him. Jake turned to Steve, his best friend, looking up at him in the eye and saying "Ally's here? I am not ready..."

"Oh you better be ready man..." Steve replied laughing. As they both followed the girls into Jake's house. One thing quickly led to another and before long Steve and his girlfriend were in the guest room next to Jake's bedroom, leaving Jake and Ally sitting next to each other on his bed. Jake wouldn't remember what they were talking about, Jake was still trying to play it cool despite not feeling very cool. Even less so he remembered how they got to the point of their faces almost touching, and then kissing.

Jakes first kiss started by almost missing Ally's face, but he recovered well enough. Although he was still only as smooth as a fifteen year old virgin could be, and somehow had the gaul to lightly press her head forward to his crotch where his boner was straining painfully against his pants. Ally chuckled and coyly stated, "It's like your trying to get me to give you a blow job." Jake could only think that yes, that was exactly what it was like.

Finally Ally moved her hand to his crotch rubbing his hard cock through his restricting slim khakis. It was in this moment, that Steve's girlfriend burst through the door without knocking, her eyes wide she exclaimed "Oh my god" before trying to shut the door. Very much embarrassed Jake called her back into the room, for no reason that he could understand later. Soon all four teenagers were laughing and talking in Jakes room again, before Steve's girlfriend had to leave to get picked up at school by her parents, Ally joined her, leaving Steve and Jake alone. Jake would find out that Steve had received a blowjob in the guest room, something Jake would have rather not had taken place in his house.

That evening, Angela caught Jake online and messaged him. Jake had to apologize for skipping on their plan, but promised to meet with her soon for their afternoon hobby. Angela wasn't suspicious yet, at least until the next afternoon.

Ally came over again, alone this time, the next day after school. Jake brought her to his computer room where she sat on his lap as they surfed the web and chatted online with friends. Jake desperately wished he could watch porn with Ally but wasn't really going to take that chance. Settling instead for her grinding her butt on his boner as they made out. This time Ally also reached down and began unzipping his pants, pushing her palm against his crotch and trying to wrap her hands around his penis through his jeans. Before any real fun began, Ally had to leave and Jake walked her out.

Angela was walking home from school when she saw Jake leaving his house followed closely by a girl she had never seen before. Angela took a quick detour to some bushes so she could stare without getting caught. After Jake walked the girl down his street and waved, she saw him turn around and head to her house. So Angela made her way to her front door where Jake greeted her.

Angela and Jake made her way to her room, having only a little while before her mom brought her brother home. The computer was barely booted up when Jake was already pulling down his pants and sliding his penis out through his boxers. It was unlike Jake not to first figure out what porno they were going to watch. This time he just told her to find something she already had downloaded. Angela put on a slideshow of differently aged teens at a nudist beach. Pictures she really liked because of how beautiful the boys and girls were, and while not particularly sexual she really liked staring at the different boys' penises and enjoyed that the pictures left plenty of room for her to fantasize the scenario. This had never been Jake's favorite but he didn't seemed focused on the porn today. Jake asked her if he could cum on her today and Angela nodded, she unbuttoned her pink plaid button up shirt. She hadn't worn a bra that day and only need to move the two sides of her button up over to expose herself.

Jake stared in perfect bliss at the most amazing sight, one that never got old. First taking in the upside down V of her diaphragm, that separated her gorgeous defined stomach from her chest, terminating just before her jeans with an adorable belly button, and with the outlines of her ribs visible on both sides. Before finally viewing the perfectly round, soft, and firm breasts that perked up from her chest, but were small and fine enough to leave a gap of soft white skin between them. Ontop her softball sized breasts were lightly pink shaded quarter sized areolas. Jake needed only a few strokes to explode onto her, aiming for his favorite spot, the flat area between each supple cone of flesh. As he came, his knees buckled and he sat back onto her bed, a bit of cum dripping off the swollen red head of his penis onto his fingers and then to her bedspread.

Angela masturbated furiously that evening under her covers to that moment. But as she finished she could only think of the image of Jake leading a girl from out of his house. She kept this knowledge to herself, but was determined to find out more.

The weekend came and went. Jake had hung out with friends one evening watching horror movies in a basement. Ally, not typically invited to these get togethers, was invited this time. She was his small spoon and occasionally sucked his fingers in a blowjob like motion. Before the evening ended she had promised to suck him off the next time they were alone. The news would only get better for Jake, over the phone that Sunday Ally had implied more, encouraging him to get condoms and be prepared.

Luckily, Jake had exactly three condoms from Steve's older brother who had come back from college and liberally given them out to Steve, despite neither Steve nor Jake having had any opportunity to use them. Jake had been given four, and had tested one to make sure he knew how to use it, and then finished in it to avoid having to clean up. Sunday evening, Jake decided to make sure he had the technique down and once again rolled the latex over his penis, quietly in his bedroom, and then mock thrusted on his bed. Practice made perfect and Jake really wanted for this to work.

But high school days were busy and Ally couldn't come over Monday. Angela, however, did knock on his door that afternoon, a surprise to Jake but not an unwelcome one. Angela chatted loudly about her day at school and weekend activities. And Jake was reminded of how easy it had become to spend time with his little neighbor down the street.

Jake and Angela soon found their way to his family's computer room. They talked a bit about what they wanted to watch today and soon settled on "their" video. It was the movie that combined they liked the most. There was some that Jake liked better, and some Angela liked better. But this porn was their favorite compromise, some couples have "their song" and Angela and Jake had "their porno." The video opens like an old film reel, Jake and Angela guessed it was shot in the 60's or 70's. It was made by a professional studio, in some European country and was badly dubbed, but not in English. The scene portrayed two teens supposedly hanging out on a couch after school. The teenage girl appeared older, they guessed by a couple of years, and was full figured, dirty blonde, with a pretty but very youthful face. Angela thought the boy very cute and handsome, he was younger and had brown hair, a tight stomach (once he got naked) and a friendly smile. Angela even commented on how "pretty," her words, his penis was. The two teens would begin with making out and heavy petting, and run the gamut of sexual activity, fucking and sucking each other until the boy came on her stomach. Afterwards the boy continued to lick the girl, his cum still glistening on her belly, until she orgasmed. In their short few weeks looking at porn, this video was the one Jake had cum to the most.

The movie had just started but in preparation Jake already had his penis out through his jean zipper and was stroking himself. It didn't take longer than the two teens making out for Angela to slip her fingers under her jeans, her digits moving deftly up and down pushing her panties into view for Jakes watchful eyes. On the screen, the girl had removed the boys penis from his pants and the camera would switch from showing the boy's face in ecstasy, eyes closed, and the girls beautiful lips sucking around and over the head of his penis. The boys cock was long, thin, and smooth, the girls face was full of youth with make up coloring her cheeks and eyes. Finally she pulls away from his cock and thrusting hips. She unbuttons her shirt, leaving it on but open to reveal her full and luscious breasts. The boy eagerly takes them into his mouth as she unsnaps her pants and begins to rub her self under her panties.

The parity between this and Angela was too titillating to Jake. He turned his eyes to Angela and was struck by her beauty. Here was a beautiful young girl joining him in his favorite hobby. Her face was angelic, thin, unblemished, soft, and milky white. Her brown hair was tied back in a pony tail with her ears, almost elf-like, pointing up from either side. Her face came to a point in her chin, but along the journey Jake could make out her cute brown eye brows, over her soulful brown eyes, following her nose to her lusciously red lips. Her whole expression was focused, on the porn, and on her own pleasure. She sat their in her pink striped shirt as pretty as he had ever seen her. Angela turned to him.

"Your not watching." Angela spoke.

"Hey, do you want to try something new." Jake replied.

"Maybe."

"How about I rub you and you rub me."

As with every new push forward Jake took, Angela took a moment to think nervously about the next step. But Jakes eager expression, adorable doe eyes and cute face convinced her to take another chance. She nodded her head.

Jake scooted his chair closer to hers. Angela lifted her hand from her panties and wrapped her other hand's fingers around Jake's penis, it was incredibly hard so that she thought it must be painful to him. But it was also smoother than she could have imagined, and hot, emanating warmth that made her hand feel sweaty. Angela began to softly stroke it up and down.

Jake's mouth was dry as he slid his fingers down the base of her stomach, past her jeans' button and zipper, and under the elastic hem of her pink panties. A flood of thoughts, feelings, and memories overwhelmed Jake. He remembered that day four years ago with incredible guilt, where he had tried to touch her. He remembered the smoothness of the space between her belly and crotch, so that he was unsure if he ever reached his goal. He remembered her words that made him stop, the guilt he felt later, and the pleasure he had when he had cum to the memory in his bed afterwards. And yet, here with her permission, the guilt drained away.

HIs head was fuzzy with anticipation as he passed her panties and his fingers journeyed downward. He was surprised to feel hair between his fingers as they moved downward. It was not sparse, but it was soft, full but new. Angela was not the little girl he remembered, she was blossoming. Jakes fingers passed what felt like a forest of silk and moved down to a slide of wetness. Crude descriptions, Jake knew, but without any frame of reference for what she looked like down there or what his fingers were touching this was all he could think of to describe it. His fingers were lost in warmth and wetness. Jake had imagined how women got wet for so long he could scarcely believe there was so much of it. Unable to locate her actual hole, he simply continued to slide his fingers up and down. But this was perhaps a blessing, and instead of attacking her insides he was stimulating her much the way she would do her self.

Angela was shocked at the feelings Jake was giving her. In return, Jake could have lasted forever, for as wonderful as her soft hands felt, she was not stimulating him with the firmness and speed which Jake did himself. Angela watched Jake's eyes and they were glued to his own fingers slipping up and down in her panties.

"Your not watching the video." Angela said.

The porn had moved onwards and the girl and boy had both pulled their pants off. All clothes were removed except for the girls shirt still hanging, open faced, off her shoulders. The camera alternated between the boys face licking his lips in anticipation, and the girl beginning to mount him reverse cow girl style.

Angela's face was flush with color, she felt like she was on the verge of sweating. She had never been touched by anyone but herself before and now Jake was making her feel a fluttering of pleasure from his fingers. She gasped in a hot breath and pushed Jakes hand away. Jake looked at her questioningly and she reaffirmed him with a smile.

"I just need a minute." Angela told him. "I need some tissues."

She got up and adjusted her jeans before stepping out of the room. She closed the door behind her and took in another breath. Angela paced the hallway for a moment before entering Jakes room. She looked around and found the tissues next to his bed. She picked a couple from the box and sat down on his mattress to rest her weak knees. She wiped wetness from both hands, her own from her right, and a bit of his stickiness that had started to drip from him from her left. Holding the used tissues in her palm she took a moment to collect herself. Taking deep breaths to cool her flushed face and return her heart rate to normal.

When she finally felt composed she got up to throw the tissues away, but as she did she peered a suspicious sight in the trash. Several wadded tissues were concealing something. Angela peered at the door to make sure Jake wasn't coming in and picked up the ball of tissues. They were surrounding something plastic, something sticky and smelly. Angela became aware she was holding a used condom and her mind suddenly played a million images in her head. Images of Jake, that girl he had at his house, and of them breaking her heart with unsavory acts.

When Angela returned to the guest room, Jake unpaused the porn video. He was waiting concerned but also expectingly, penis in hand, for her return. Angela had made up her mind, she didn't know if she'd be able to spend this time with Jake much longer but she had decided she wanted to go through with something. Something she had fantasized about, and also hoped would show Jake how much she enjoyed spending time with him.

"Hey are you ok" Jake asked.

Angela only nodded. She sat down back next to him and with a. Deep breath asked, "Can I try a blowjob on you?"

Jake hardly knew how to respond, except to indicate his affirmation. A few awkward moments later and Angela was gripping Jake's penis, bent over from her seat to his and inspecting it. It was as hard as she had felt, veiny, but also as smooth as she had thought. From the fly of his boxers she could see long dark pubic hairs sticking out. While no pubic hair made its way up his cock, they were plentiful at the base. Finally, Angela braced herself and took his penis into her mouth through her lips. She tasted him, smelled him, felt him inside her mouth. She tried to go deep but found it uncomfortable so returned to a shallow distance with her lips coming to just an inch beyond his head. She wasn't sure what to do next.

It had happened so suddenly, Jake didn't know what had come over her. He had always pushed her, and now she was the one taking the next step. Jake's first ever blowjob. He felt her try to take in the full man sized length of his still boy cock but than back off. She rested her lips over his head and right past the sensitive underside of his penis. Jake lightly took her chin and cheeks and guided her back and forth, swimming in pleasurable sensations. Finally feeling what it was like to get his dick wet and warm. For a brief moment he felt the agony of teeth, but he made a noise and Angela stopped and looked up.

"It's ok, just try to avoid the teeth."

Angela returned dutifully to his penis and together, guided by his movements, she began giving him an exceptionally pleasurable blow job far beyond the skills of most inexperienced girls. Maybe it was watching porn. Maybe it was his guidance. Or maybe it was their strong connection. But quickly she brought him to the brink, he felt his cum boil in his balls, and almost painful pleasure in his penis.

Jakes eyes alternated between the porno and Angela. On screen, the boy had jerked himself to a finish over the beautiful teen's stomach. He had then immediately set out to licking the girls pussy, maneuvering around her full pubic bush and getting deep into her lips. Jake looked down to watcher Angela's adorable young face over his penis, her luscious lips moving up and down over his length. He had never seen a cuter sight.

"Angela, I am going to cum," he whispered.

Angela pulled her mouth away, a strand of saliva and precum connecting her lips to his penis head. Before pulling off her shirt, revealing her breasts and chest. Jake took his cue and used his hand to finish himself onto her. Angela felt the splash of hot cum gush onto her chest, sprinkles of it hitting her breasts, and then a second shot, and a third. The two stared at each other, quieted by the intensity of the moment. Jake leaned in ...

Angela received the first kiss of her life in surprise, as much as Jake was surprised himself that he had done it. It was a gentle kiss, sensual but without tongue. Something had changed between the two of them.

------------ Jake and Angela did not talk the next day other than a few short words over instant messenger. But on Wednesday Jake's big day came. Ally and him walked back from school together and entered his house. Making out began immediately and Ally stripped Jake of his shirt before they even made it up the stairs. But for all the pomp and circumstance of Ally making this hot, it was just that, pomp and circumstance from Ally hiding a lack of passion and confidence.

Things slowed down once they got to Jake's bed. Ally was a bit awkward about undressing her self and seemed more interested in testing Jake if he had gotten the condoms. Jake still had two and assured her he was ready. Jake managed to get her to her bra and her jeans unsnapped. He was trying to get his fingers down her pants, realizing as he felt her under her panties that she must shave her pubic hair, but he did not get to the promised land before Ally changed positions, eventually pushing Jake back against his pillows and fished out his penis through his fly.

She made a big deal of going down on him. First talking it up as she jerked him and then licking up and down his shaft , stopping between each lick to see how excited he was. Finally she took him into her mouth. Jake at first enjoyed the warm wetness of her mouth but soon was a little disappointed. It was hot to watch her suck his dick but she wasn't very enthusiastic about it. She went deeper than Angela but was slower and multiple times Jake felt the scrape of teeth against his cock. He would cringe but was too shy to say anything. Abruptly and before anything much had happened other than his duck deflating a little due to the teeth scraping she stopped.

"I promised you more didn't I?" Ally tried to say sensually.

Ally pulled down her jeans and pushed Jake against his bed and wall. She kissed him sloppily with tongue and told him to put his condom on. Jake complied, not hesitating to get completely naked and carefully unrolling the condom on his penis.

As he had softened a bit Jake needed inspiration to get hard enough to put the condom on. He found his mind drifting to Angela. Her pretty face, big red lips. Her gentle eyes, veneer of innocence. The smell of her hair. The perfect shape of her breasts. The warmth of her mouth. The slickness of her pussy. The way his cum splashed between her tits.

Jake was hard alright. He slipped the condom fully over his penis. Ally was mounting him but he still hadn't seen her pussy. Instead she pushed aside the front of her thong and began to rub his plastic covered tip on her lips. Jake peeked downward and saw her amateurly shaved pussy lips. It was hot but after all the porn he had seen he could agree they were not the best pair of lips he'd seen.

As Ally awkwardly tried to get him inside of her, never achieving more than the very tip in between her lips, Jake was struck by the thought that Angela was just so much prettier than Ally. Her face was cuter. Her skinny body was hotter than Ally's. Her bottom, despite her skinny hips, was rounded in just the way he liked.

Then Ally's cellphone rang. The bell sound caused a look of "oh shit" on Ally's face. She got off of him and despite the disappointment Jake admired her big butt and thong as she scrambled to her book bag and pulled out her cell phone, small and compact but far from being smart. Ally answers it and looked back at Jake apologetically.

"It's my dad. I have to get picked up."

Ally ran over to him and gave him another sloppy kiss, and a quick even sloppier suck on his condom wrapped penis. And before he knew it she was out the door.

Jake sat contemplating today's events, and Mondays with Ally, until his mom came home. Jake had to figure it out, he knew, before he screwed it all up.

------------------

Jake had not contacted Ally since their botched incident. He had avoided her over the weekend. And, because Ally was a fast mover, had heard apologetically from her friends that she had met someone at the Mall. Jake didn't care. In fact it made his life easier. HIs friends elbowed him for details, and Ally was a girl who liked attention and implied more than had been. His friends were sure they had heard he had gotten blowjobs from her. And while technically true but rather disappointing, he allowed the rumors to go on. Because he had, in fact, received a mind blowing blowjob last week, just not from Ally.

As Jake made his way to Angela's door that Monday afternoon, a week after everything changed, he too had made up his mind about something. When she opened the door, he greeted her with a kiss on her beautiful lips. Her smile filled him with joy, and to be honest, a sense of incredible horniness.

The two made their way to her room. Idly talking and tickling, and touching, as they looked up new porn videos to watch. They finally downloaded an grainy webcam video. A girl, clearly a few years younger than the older teenage boy, were cuddling naked while looking at the webcam. The boy, probably in high school, the girl probably in middle. She was much less developed, tiny breasts, no hips, her pussy bare. The boy had the stringy tones of muscle just filling into his frame, his boy cock was mansized, and pubes filled the base of his penis. The two made out, and then the boy tried to penetrate her. Aiming his cock and pushing it toward her bald pussy lips. A couple of tries failed, so the girl spread her self for him. He never went in all the way but the two made out in mutual affection to end the video. Jake and Angela looked at each other in silence.

"OK, now there is something I want to try." Jake said.

Jake led her to her own bed and laid her down. He removed her shirt and bra. Marveling once again over her small breasts and milky white chest. As he began to pull off her pants, Angela had to fight her nerves but trusted Jake. Jake than began to peel off her panties, and was rewarded with the greatest treasure in his young life. This had been his goal for years, ever since that fateful babysitting occasion. Willingly she exposed herself to him.

He finally saw the hair he had felt last week. A picture perfect triangle, soft and virgin, and still very short, terminating just as it reached the top of her slit. Not a hair was to be found once his eyes passed the perfect triangle above. To Jake, it looked as if the skin of her legs and hips ended suddenly on either side of a shallow cut in her body. One mysterious fold of skin peeked out from the bottom, and another tab of skin from the top. The color of these inner folds were the most perfect shade of rose.

Jake took in all of his experience watching porn, and especially their favorite video where the boy eagerly made the teen girl cum, and began to lick Angela's pussy. It tasted like skin and sweat and something else he couldn't place. Jake worked hard engaging her lips and thrusting his tongue into the fold of her outer pussy lips. He finally braved a finger toward her lower opening, peeling back the outside folds to finally reveal an enticing pink hole, that only seemed pinker on the inside. Placing a finger inside of her, while working his tongue and lips on the rest of her, Jake and Angela worked together, for a long time, but achieved orgasm.

Afterwards, Angela and Jake lay flat on her bed and kissed. Angela, still naked, moves ontop of Jake. She moved her head down to his crotch, unzipping him and extracting his hardness from his pants. Once again Angela took his penis into her mouth. Once again settled her soft wetness and firm lips over his cock head and resting her mouth below his sensitive underside. Angela bobbed her pretty little head with new confidence. Jake loved the erotic sight of his thick cock next to her slim face and soon was again on the brink. Jake warmed her of his imminent orgasm but Angela was determined and continued to suck on his cock. Jake's penis surged and his cum erupted into her tiny mouth.

------------

Jake still didn't have the answers. He couldn't reveal his new girlfriend to his friends or their parents. But they were happy. And Jake and Angela continued to experiment with porn and themselves for months to come.

Comments

Nickname Date Feedback
anonymous 11/16/2018 Wow. Great first story..... really hope there’s gonna be more!
anonymous 11/16/2018 I hope he will continue where he left off!
DB 11/19/2018 A great story. One that was easy to enjoy.

I wanted to find out if he was going to write more about the 2 of them. He has 2 perfect characters to write about. Hopefully he doesn't leave it as it is and writes more about them.
RevyTwoHand 11/21/2018 I felt this was well paced and realistically described. I like slow starts...as long as here is more to cum please!

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