The Pickle

Step-Brother Must Comfort Sister after She Gets Stuck Trying Anal Sex

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Video Description: THE PICKLE
Step-Brother Must Comfort Sister after She Gets Stuck Trying Anal Sex

SCENE opens on a Sshot of Jenny, an 18-year-old girl, as she leans up against the kitchen counter, arms crossed, while her parents get ready to leave for the day. As they weave around her collecting their things, her father reiterates the house rules: no friends over, no boys over, just a quiet day alone. They will be back before midnight. Jenny rolls her eyes and reminds them that she's eighteen, fully capable of being left on her own. Her mother hugs her and tells her that she can always call her older brother if she needs something. Jenny rolls her eyes again and mutters 'step-brother' under her breath. The parents say goodbye and Jenny watches them leave, a fake smile on her face. As soon as she hears the door close, her smile turns into a smirk and she struts over to the fridge. She leans in and starts pulling out various food items including a cucumber, a bag of carrots, and a pickle jar. She picks each one up and studies them before settling on a carrot. Biting her lip, she collects the rest of the food and walks back to her bedroom, closing the door.

Gary, Jenny's older step-brother, sips a drink with his buddy at a local bar when his phone starts blowing up. It's Jenny calling. At first, Gary ignores her but when she calls repeatedly, he excuses himself and answers the phone. She is hysterical, begging her brother to come to the family house because of an emergency. Gary tries to calm her down and understand what's happening, but the sister is in such a panic that he agrees to come right away, believing there has been a serious accident. He gets off the phone and rushes out of the bar.

CUT to Gary running into the family house. Everything is quiet. He yells for his sister and, after a moment, hears her moaning from the back bedroom. The worried brother storms down the hall and bursts open the door, to discover his younger step-sister squatting in a corner ... wearing only a bra. A carrot is sticking out of her ass. Shocked, he covers his eyes and demands to know what's going on. Jenny begs him to close the door and come in. She doesn't want anyone to know what's happened, but she needs his help. Gary, his hand still over his eyes, asks where their parents are. Jenny explains that they have gone out for the day and left her in charge of the house. She thought it might be fun to ... experiment ... while she was alone. Gary slowly removes his hands from his face and stares at his sister, as she hobbles and crawls towards him. 'What the hell did you do, sis?' He asks. She explains that she wanted to know what anal sex felt like because all her friends are doing it. She thought if she tried to practice herself then she wouldn't be scared for the real thing. She heard about girls using cucumbers, so she tried to work herself up to that ... but now they're stuck. Gary looks horrified and awkward, trying to avoid looking at his sister in such a state. There is a long silence. 'What exactly did you put up inside of you?' He mutters. Jenny buckles over and groans, begging her step-brother to just help her get them out and then he can lecture her afterwards.

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Comments
12 comments

Undo
NightOwl61
I love the tense, dramatic reluctance episodes, but this one is one of my absolute favorites too. A perfect combination of humor and sex, sex, sex. Whitney and Tyler are stunning together! And nobody could produce this masterpiece as beautifully as Pure Taboo. But Bree, I have to mention that episodes like this are why the fans of this site keep asking for more anal sex scenes.   :-)
2018-08-27 14:55
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user_23356787
perfect pussy !
2018-07-11 16:52
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What a great scene..
Whitney is a wonderfully performer..
2018-01-29 08:59
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Thank you as always Ben. :)
2018-01-31 15:00
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Love the scenario and that this was an anal scene, would just love a bit more taboo talk. Whitney did do a little but most of it was coming from the guy and that's not as hot especially as Whitney was the instigator here. Would just like a lot more brother/sister talk from Whitney and on the site in general with these family roleplay scenes. She was awesome and gorgeous in the scene though and can't wait till she comes back.
2018-01-28 19:16
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Thank you for the suggestion! I will keep that in mind and amp it up next time!  :)
2018-01-31 15:00
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normw
this one exceeded all my expectations, the hype surrounding it was well worth it  so funny at the start tyler really looked so very uncomfortable. Whitney did an amazing job in this very believable as being so upset that really showed her acting skills to the maximum. this one was in my opinion is one of the best you have shot.  Whitney you did an incredible job in this one out of all you have shot here this one i think is the best one yet, definitely hope to see lots more from Whitney, she is such an phenomenal actress
2018-01-26 11:05
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Thank you very much, Norm. :) I always love getting to play different roles and this was definitely one that was new in my book. Very fun to shoot, great to see the outcome, and AMAZING to hear all the good feedback rolling in from the fans. I love that you guys are loving it! ;)
2018-01-27 13:02
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ADMIN
#Truth ... when I came up with this story (which I purposely wanted to make extremely uncomfortable and funny, especially by playing it straight) I knew I had to have Whitney in the lead role because she is such a hilarious personality off camera.  Before writing a word, I texted her to make sure she would be ok with the concept.  She told me that as long as we kept her out of the ER, she was game for anything.  Well, we managed to ... despite losing that pickle for a good few minutes deep inside of her.  I am really proud of this absurdist episode.  That's how I like my anal sex ... extra absurd!  ENJOY :)
2018-01-24 11:44
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Well done Bree! You guys really pulled off bizarre, absurd, funny, entertaining and weirdly sexy for this episode! It's one of my favorites!
2018-01-25 05:47
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That's how I like my anal sex ... extra absurd! "  a quote for the history books!
2018-01-30 10:20
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i wasn't expecting to like this one...  bit i did..  Whitney is amazing... and you gotta figure this has happened to some young girl at sometime..  plus the anal was fantastic..  we don't see enough of that on Pure Taboo...
2018-01-24 08:19
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I'm definitely a fan of anal so I was much appreciative as well. ;) Lol
2018-01-27 12:54
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Bravo, Whitney! I'll never be able to look at pickles and carrots the same way again. They'll probably arouse me on sight from here on out. Lol. You really sold the fear at first, so much so that I was starting to get nervous! Tyler's reactions were pretty funny though, definitely how I would've reacted through out a situation like that. The sex was incredibly hot and sexy! One of my favorite episodes on Pure Taboo (including Prom Night and A Mother's Choice naturally).
2018-01-24 04:54
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Thank you SO much!! And yes, Tyler's reactions were making me laugh as well. This is actually my 3rd scene with vegetables, first time involving anal though! Haha. And thank you as well in regards to the sex scene, Tyler was one of the first performers I worked with at the beginning of my career. He's super laid back and easy to get along with, so I think we have great chemistry. Others must think so too because we keep getting cast in scenes together. Lol.
2018-01-27 12:58
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You two have amazing chemistry! It really radiates on screen! You guys are like the Adam Sandler and Drew Barrymore of porn lol. No matter what you're in, if you guys are paired up, it's gonna be magic.
2018-02-05 13:32
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This has gone to my favourites because of the Oscar winning performance of Tyler and Whitney. The first 20 minutes was not Pure Taboo but pure comedy. How they played it straight I'll never know because I had a smile on my face all the way through. When he came across her in the bathroom; my first thought was scat movie! No! But it was comical. The photography was excellent but you cannot take a carrot poking in the air seriously.

The script played it straight and the transition to the sex was well handled. The longest anal sequence (30 mins plus) I have seen, educational about Coconut oil, proved what a performer Tyler is and he even had a rest by trying vaginal sex. Not bad pop shot either and I liked Whitney's reason for the pop shot to the face.


This was a long two hander that worked although I do  like a certain erotic content. There was none and I know it does not seem to be this sites policy although it has crept into a few episodes.

2018-01-23 10:04
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Haha!! Loved this. You are completely correct in that it is extremely hard to take a carrot poking out of my ass seriously. Even I had a smile on my face throughout the entire scene when watching for the first time. But I loved how the angles that they shot showed that I was clearly devising a plot to get him to fuck me in the ass. I acted in the scene and was told the entire scenario, but while watching it I couldn't help but think towards the end, "Has she had this planned all along?" Lol. It was one of the more fun shoots I've filmed my entire career.
2018-01-24 04:27
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Whitney is so adorably cute! I love her, but I really wish we could see this in color.... Love your work Whitney, and I hope they keep you coming back!
2018-01-18 21:30
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Thank you so much! This scene was so awesome to film. I'm super glad Bree picked me for it!
2018-01-24 04:23
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