The Anal Virgin

Innocent Teen Obsessed with Having Anal Sex with Step-Brother

06-12-2018
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Video Description: THE ANAL VIRGIN
INNOCENT TEEN OBSESSED WITH HAVING ANAL SEX WITH STEP-BROTHER

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.

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Comments
6 comments

Undo
NightOwl61
Awesome anal scene with a super hot Kendra Spade playing a curious and determined sister. Loved her in "The Census Taker" too. Terrific actress. I put this in my favorites. The length of the anal sex was incredible. The camera work was wonderful. Small hands played the part of the brother perfectly, shocked at first but quickly eager to sample that delectable bottom. My thanks to Kendra and Pure Taboo for making something special... Again.
2018-09-10 17:34
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Kendra Spade
Hi, NightOwl61! Wow, I am so appreciative of your positive feedback. It feels nice to read such a kind response. Thank you so much! I'm glad we could make something special for you :)
2018-09-24 01:28
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Kendra Spade
Hi, NightOwl61! Wow, I am so appreciative of your positive feedback. It feels nice to read such a kind response. Thank you so much! I'm glad we could make something special for you :)
2018-09-24 01:28
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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Kendra Spade
Hey, NightOwl61! Thanks so much for your positive feedback! It is really nice to read such a great response. I look forward to creating more special somethings for you in the future :)
2018-09-24 01:29
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user_22980292
Another taboo scene with virtually zero taboo brother/sister talk from the girl. I think she referred to herself as his sister once in the entire scene and not sure she ever referred to him as her brother. It's even more annoying here as Kendra dirty talked a lot in the scene and was good at it. All she had to do to tip this over into a favourite scene is replace "do you like fucking my ass?" with "do you like fucking your sister's ass?" a few times. Why is it so hard for sites to get this right?
2018-06-12 20:14
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Kelton
I would prefer more brother sister dirty talk from the girls as well. It would not be hard for her to say she's his sister or refer to him as brother. That's kind of what I expect from my family roleplay scenes. Back when you guys had Pretty Dirty you were doing this well I'm not too sure what happened.
2018-06-18 07:24
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Kendra Spade
Hey Pure Taboo fan, thank you so much for your feedback! I am sorry that my performance in this scene didn't give you the brother/sister talk that you anticipated. Throughout the filming of this particular scene, I was under the impression that my character was fixated on fulfilling the fantasy that my "brother" had when I stumbled upon him watching anal porn on the internet. Even though I knew in my mind that we were brother in sister, I didn't vocalize it as much as I should have. I realize why that is an important contribution to this kind of theme in porn and I will keep that in mind for future scenes. Thank you again for watching and commenting!
2018-09-10 00:37
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Kendra Spade
Kelton, thanks for your feedback. I will keep your suggestions in mind for future scenes :)
2018-09-10 00:37
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CineFilly
Amazing episode! Not gonna lie, Kendra looks strikingly similar to actress Lucy Hale! Nonetheless she was incredible in this episode (Kendra not Lucy lol). I surely hope we get more PT episodes starring her! Small Hands was fantastic as the older step brother who struggles with the morality of the situation but then succumbs to his desires. This was a terrifically twisted but hot tale that ended with a spectacular pop shot! I will definitely be watching this more than once!
2018-06-12 16:58
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Kendra Spade
Hi, CineFilly! I have actually heard that I look like Lucy Hale from a lot of people. My sister has been telling me that for years LOL. I agree that this tale was twisted... when I read the script, I was thinking "wow, this is CRAZY and exciting and I hope I can pull it off." Thank you for watching my first ever Pure Taboo scene and sharing your feedback! I look forward to making more Pure Taboo scenes and reading your feedback in the future!
2018-09-10 00:41
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user_23332498
God this was so fucking hot, i love masturbating, been a Jack Off PERVERT. since i was really young nothing hotter than preving out and jacking off to no end, especially when gETTING CAUGHt, or deliberity showing off, flashing your penis while you JACK OFF MMMMMM YUMMY, one of your best episodes by far!!!! Has me so fucking turned on!!!! LOVE IT
2018-06-12 16:08
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Kendra Spade
Hi, Pure Taboo fan! I am so THRILLED that this episode did the trick for you :) It was really fun to film. Personally, I can relate to your love for masturbating. I have been masturbating for a very long time and it's so enjoyable to find a good scene and keep playing with myself all the way through. Mmmmmm, you gave me an idea...
2018-09-10 00:43
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BobBrent
Excellent episode with an erotic solo scene with Kendra masturbating followed by a MF scene that was also erotic in parts with Kendra's seduction of Small Hands who restrained his natural rutting instincts (see him with Kenzie Reeves) most of the time! Realistic with generous amounts of lube though not shown being applied, which it should have been, in the MF scene finishing with a plentiful pop-shot. Shame there was no vaginal sex for starters and the cameramen must have been bored as they were trying to be arty again; moving about in and out of focus. 
Daddy Diddler was being viewed on the laptop and Steve Holmes knows anal is not just sticking the penis in and out; although Small Hands is a good second. 
2018-06-12 09:29
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Kendra Spade
Hey, BobBrent! Thanks for your feedback, I will keep in mind that it is enjoyable to see some vaginal sex before anal. For this particular scene, we decided to shoot all anal to completely fulfill Jason's deep desire for an anal encounter. After seeing him masturbate, my character really wanted to give him exactly what he fantasized about. Prior to reading your comment, I had no idea that consumers of porn noticed the presence of lube, but not the application. This is another tip that I will remember so that I can continue to churn out enjoyable performances! Hope to hear from you soon
2018-09-10 00:51
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user_23327913
I swear I nearly cum everytime Small Hands growls. I love him in everything.
2018-06-12 01:12
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Whitney_Wright
same
2018-06-14 20:07
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Kendra Spade
Hey Pure Taboo fan! This was my first time with Small Hands... and it was amazing, to say the least. He is an amazing performer to watch and an amazing performer to work with. Thanks for watching and commenting :)
2018-09-10 00:53
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