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You are here: Home / Adult sex stories / Playing House – Part 2: Courtney

Playing House – Part 2: Courtney

Adult story Editor July 21, 2015 Leave a Comment

“Holy crap,” Courtney said simply, as the scene ended. She was yet again thoroughly turned on. From how pointy her nipples were, so was Natasha. Brian’s penis had engorged a bit as well.

But he wasn’t done.

He started pulling up video after video for them. He’d intersperse ones of himself jacking off at various different times in front of his open window with some of his favorite porn.

“I sometimes jack off for the girl across the street,” he said nonchalantly as he watched himself do the deed. “I’ve started recording it. Sometimes she has her friend over, too. I think you can see them in the next clip.”

Indeed, Courtney watched as the camera zoomed into the window of the house across the street from Brian’s. Two topless girls, one Indian and the other Asian, stood there, watching the boy as he jacked off. They were also obviously masturbating.

Although none of Brian’s favorite porn included men, his own penis interspersed amongst the ladies he liked was enough for Courtney to stay very turned on. She was also enthralled to realize how beautiful she thought his choices of women were. Names like Alison Angel, Little Caprice and Dawson Miller came from his mouth and, while they were all different, they were all extremely beautiful. He also obviously loved to watch lesbian scenes, for there were several of those, and Courtney was surprised when he showed them a bunch of videos of rather young girls, some maybe even as young as herself!

About halfway through his show, Brian started to rub his penis absently until it got very hard. Toward the end, when Courtney was at the point where she was so wet and ready that she thought she might have an orgasm right then, she screamed.

“Hey, don’t cum already!”

This came out of her because a bead of liquid was on the tip of Brian’s penis.

“That’s not cum, dork,” Natasha laughed. “That’s PRE-cum. Although she’s right. Unless you want to blow that thing already, you might want to stop stroking it.”

Courtney had the desire to ask what “pre-cum” was, but refrained, watching as Brian pulled up what he said was his last video.

“Now don’t freak out TOO much when you see this one,” Brian said, pushing play.

At first, Courtney thought that it was just another standard video of him jacking off in front of the window girls, because the first shot was of Brian’s zoomed in, engorged penis. But when he zoomed the camera out, it was obvious that he was sitting in a chair in front of his computer at home. On the screen of the computer was an image of a girl that Courtney recognized.

It was her oldest sister, Heather, who was away from home at the time. There was nothing particularly lascivious about the photo, although she was wearing a bathing suit.

“Mmmm, Heather,” the boy in the video said as he started to stroke his penis with his left hand. He set the video camera down in a place that captured both him and his computer screen. The on-screen Brian began to click through to different photos with his right hand while masturbating with his left.

At first, they were all of Heather. The last photo of her WAS rather risqué and Courtney wondered where he got it from. It showed Heather, dark hair pulled back in a ponytail, relatively large breasts covered only by a towel that was drooping just enough to show the very edge of an areola.

The boy on the screen continued stroking and clicking.

The next several dozen photos were of various cousins that they all had in common. All girls, of course, and all doing some sort of sexy pose. Only one even came close to the sexiness of the last one of Heather, though, and that was of a cousin named Sarah. Her bare back was to the camera, the side of a small breast quite visible in the light of the flash. Yet again, Courtney wondered where Brian had gotten these photos.

Of course, Natasha was next, being the next oldest girl cousin. It may have just been Courtney’s imagination, but she thought she saw the on-screen Brian speed up his masturbation when Natasha’s face came into view. The last few photos of her sister were by far the sexiest that had come up on the computer screen up to that point. They showed Natasha, completely naked (or at least topless), in the very bathtub that they had all just been in the previous night and morning. The photos were blurry, but it was obvious that they’d been taken a couple of years earlier, because Natasha’s breasts hadn’t quite filled out all the way.

“Holy shit,” Natasha breathed. “Where did you get these!?”

Brian didn’t answer, instead grabbing his penis once more and starting to stroke.

Courtney found that her heart was beating almost as fast as when she was having an orgasm. She was excited and horrified to know what kind of photos he might have of her!

There was only one other girl cousin between Natasha and Courtney, and Brian evidently didn’t think that she was very hot, because he only had a couple of photos of her. Then images of Courtney started to come up on the screen.

She was surprised to see that the first few were just photos of her face at different ages. She was even more surprised when the on-screen Brian started to pump even harder when they came up on the screen. As if in response, the real-life Brian, who was sitting right next to her, did the same thing.

The photos became more and more sexy as they went by, showing Courtney in bikinis and tight sweat shorts. Finally, the last few pictures came up, and Courtney felt herself blushing from the tip of her head down to her tiny breasts.

The images must have only been a couple of weeks old. It showed her laying on her bed, knees up and apart, hand to her crotch, chest completely exposed. Her pussy was invisible from that particular angle, but it was very obvious that she was masturbating. There were four of these shots, all almost identical, only the arm position changing much at all.

Only one cousin was left, and on-screen Brian quickly went through a few photos of the girl before clicking back a few times so he could see Courtney’s last photo again. After pumping his cock several times, he decided to pull up one of the topless images of Natasha, and put it side-by-side with Courtney masturbating. Within seconds, the virtual Brian was whispering the two girls’ names and then squirting semen inside of some folded up toilet paper.

Courtney was about ready to burst herself, and from the look on Brian’s current face, so was he. Natasha was already rubbing her cunt absently, staring at the computer screen, mouth slightly open, as Brian’s on-screen self came out of his after-orgasm stupor and quietly said into the camera.

“I hope you girls get to see this one day.”

The video ended.

“Brian,” Courtney whispered after some time. “Will you… pop my cherry?”

Her cousin looked over at her and smiled, nodding.

“Wait,” Natasha said, still rubbing her pussy. “Where did those pictures COME from? My brother? My DAD? And how did YOU get them?” She seemed more curious than angry.

Courtney didn’t care at the moment. She just wanted to feel Brian’s dick inside of her.

“I don’t think you want to know,” Brian said to Natasha, kissing the older girl on the lips and tweaking her left nipple as he set the computer down.

This physical contact must have driven all thoughts of the origin of the pictures from Natasha’s mind, because she didn’t ask again.

“Come here, Courtney,” Brian said, laying on the living room floor. She stood up and walked to him, noticing for the first time that she was rubbing her own pussy as fiercely as Natasha was at the moment. “Remember how you got on top of my on the bed? Do that again.”

Before, everything had seemed like it was almost an accident, almost like everyone was so horny that they’d have sex with anyone. This time was different, Courtney realized as she straddled Brian. Before they were just having sex. This felt like making love.

She felt Brian’s penis throbbing beneath her pussy as she lay on top of him, and that almost set her on the edge of an orgasm. Quickly, she scooted up so her head was even with Brian’s, and he immediately began to kiss her passionately, arms and hands traveling up and down her back.

Oh crap, she thought as she pulled away, looking into Brian’s eyes. I’m in love with my cousin.

“Do you want to show her what to do, Tasha?” Brian asked the older girl, who nodded.

“Just crouch above his dick,” Natasha explained, crouching herself. “Yeah, like that. Here, I’ll hold it up for you.” The older girl took Brian’s penis and, with some difficulty because of its hardness, pointed it up, directly toward Courtney’s little love hole. Suddenly, Natasha was laughing. “This is way easier with three people!”

Brian and Courtney giggled, too.

“Okay,” Natasha continued, “Now just go slowly down onto him. That’s right. Go down until you feel pressure, like you can’t go any further.”

Courtney winced as she felt Brian’s dick slide up as far as it could, reaching her hymen. Her thighs were starting to burn, but her cousin’s penis felt better than anything she’d ever experienced before.

“Oh, wow, Courtney, that’s the tightest pussy I’ve ever felt. And it’s SO young and beautiful.”

“It IS pretty,” Natasha muttered, as if she hadn’t intended anyone else to hear. Louder, she said, “Okay, now whenever you’re ready, just let your weight bring you down the rest of the way. It’ll hurt like hell for a second, but hopefully that’ll pass soon.”

“Hopefully?” Courtney squeaked.

“Well, some girls don’t like their first time. But if you’re at all like me, you’ll love it.”

Courtney slowly began to bring weight down onto her cousin’s penis, and suddenly the resistance was gone. She slid the rest of the way down Brian’s shaft and sighed.

“What the hell?” Natasha laughed. “You didn’t even scream!”

“I don’t know why, but it didn’t even hurt!” Courtney said, giggling, and then the sting came. “Oh, ouch… there it is.”

Brian groaned. “Oh, Courtney, ride me. Please ride me.”

Courtney looked over to her sister, who shrugged. “So ride him.”

Slowly, the young girl began to slide up and down the penis. At first it hurt and she had to grit her teeth, but soon she was losing herself in the rhythm.

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