The Anal Virgin

SCENE opens early one morning. Jennifer, an 18-year-old girl, slowly wakes up to the sound of slapping coming from down the hall. Confused, she gets out of bed and goes to her doorway. Her step-brother, Jason’s room is on the other end of the hall and his door is ajar. The sounds are coming from inside. Nervously, she tip-toes over and peeks inside, seeing her brother, sitting on his bed, with his back to the door, and his laptop open. He is watching a hardcore anal sex movie and feverishly masturbating. Jennifer doesn’t know what to do. She watches transfixed as he pumps his cock and dirty talks to the movie, saying how much he likes and wants to fuck anal virgins. Embarrassed, Jennifer slips back to her room and gets into bed. She doesn’t know how to feel. She crawls under her covers and lays there in silence, biting her lip. Her thighs squeeze together, and, in an under the cover shot, we see her slide her hand between them and start to touch herself.

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Jennifer walks home from school, staring wide-eyed into space. She can’t stop thinking about what she saw. She walks up her driveway briskly, enters the house, goes straight to her room, locks her door, and starts masturbating again. This time, she positions herself by a mirror, so she can get down on all fours and see how her asshole reacts when she touches herself.

Cut to several days later. Jennifer has snuck into Jason’s room to watch the same movie she caught him with. She stares transfixed at the girls in the movie being plowed from behind. You can see how turned on she is getting.

Cut to several days later. Jennifer is masturbating again. She keeps hearing her brother’s dirty talk as she rubs her pussy and starts touching her asshole too. It’s so tight. She needs something to loosen it up. She pauses and goes over to her dresser where she examines a few different bottles before settling on a tub of petroleum jelly. This should work. She goes back to bed and uses the jelly to slowly get up to two fingers inside her ass. As she works herself up, she begins to repeat the same dirty talk she heard her brother saying … except, in her version, she is the anal virgin that he desires. She fingers herself (first her butt and then both holes) until she cums down her legs.

That night, Jason comes home from a class he’s been taking at the community college. He walks right past where his sister is sitting in the living room, ignoring her as usual. The step-siblings have never had a very close relationship. Jennifer hears him go into his room, put down his things, and start the shower. Their parents are out for the evening and she knows that tonight is her only chance to make something happen. She sneaks to his room, strips out of her clothes and gets onto his bed, her ass arched out in the direction of his bathroom. She hears the shower stop and closes her eyes nervously.

Jason walks out of his bathroom in a towel and is horrified to see his younger step-sister in such a compromising position on his bed. ‘WHAT THE FUCK ARE YOU DOING?!’ He yells, trying to cover her up. Not knowing exactly how to react, Jennifer tries to repeat some of the dialogue she heard the girls saying in the porno movie. Her brother is grossed out and tells her to stop, asking where she heard shit like that. She’s only 18-years-old. They’re family! This is inappropriate! Jennifer sits on her butt and confesses that she saw him masturbating the other morning. She saw what he was watching. Jason is offended that he spied on her. He is a grown man. He’s allowed to watch porn. She tells him that she can’t stop thinking about what she saw. Awkwardly, Jason explains to her that it was just a movie. He sits down beside her, trying to act like a good older brother. ‘Guys watch porn because it’s a fantasy … it’s not real. It’s just meant to help you get off,’ he says, trying to comfort her. ‘You shouldn’t think too much about it or be offended.’ She stares down at the bulge in his towel. ‘I saw how big your dick was,’ she whispers, looking back up at him with doe eyes. He awkwardly covers himself and gets back off the bed. ‘That’s gross,’ he tells her. ‘I don’t want to hear you talking about my dick. You’re my step-sister!’ She keeps pushing, telling him about all the things she’s been doing the last few days since she caught him. She tells him that she masturbated at school, at home, that she worked up to two fingers in her ass, and that she has been stretching herself out. ‘That’s what you’re supposed to do, right?’ She asks. ‘Stretch yourself out for a big cock to fill you up?’ Jason turns away, adjusting himself. He tries to hide the erection forming and she can see he is getting excited. She crawls over to him on the bed and begs to become his anal virgin. She knows that this is his ultimate fantasy, based on everything she heard him say. He tries to get her to stop talking like that, but she is persistent, reiterating that no one has ever fucked her ass before and that she wants him to take her anal virginity. Finally, it gets to a point where Jason can’t handle it anymore and he gives in, throwing her down on all fours, licking her asshole till it is wet, and then shoving his dick inside of her. BGA Sex Scene. At first, Jennifer reacts realistically to it being her first time, with a mix of pain and pleasure, but eagerly encourages her step-brother to keep going. He ends up pulling out and cumming on her ass.

After they are done, the mood dramatically changes in the room. Reality has hit. Jason nervously tries to clean his sister up and make her swear not to tell anyone. He feels very guilty and worried about their parents. They really shouldn’t have done that. It’s pretty gross, if you think about it. Jennifer assures him that she won’t tell anyone, slowly deflated by the realization that her step-brother feels more regret than satisfaction after fucking her. He tells her to get out of his room, so he can clean himself up. She probably should too. She smells like ass. Man, this was such a stupid thing for them to do. With an awkward look on her face, she limps out of the room and slams the door.