Waking the Babysitter

Frustrated Father Takes Advantage of Babysitter During Sleepover

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Video Description: WAKING THE BABYSITTER
Frustrated Father Takes Advantage of Babysitter During Sleepover

SCENE opens late one night as David, a middle-aged husband and father, and his wife, Maureen, are driving home in the backseat of a taxi. David was just made a partner at his company and the CEO threw a party in his honor -- but the night has been a disaster. His wife, a bored stay-at-home mom, got totally wasted and embarrassed him in front of all his co-workers. You can see the tension in his face as he tries to give the driver directions while she giggles, slurs her words, and pokes fun at him for being such a party pooper ... especially after the big bonus he just got. She even makes a clumsy pass at him ... suggesting they fuck around when they get home. Irritated, David tells her no ... not only is she inebriated but he keeps trying to call the babysitter's cell to no reply and he's worried about their son. Maureen reminds him that she already told the girl, an 18-year-old named Cindy, to spend the night in their guest room since they were going to be out so late. She's probably already in bed. David hangs up the phone and the display picture on the phone catches his eye - the picture he set for her contact info. His hand moves subtly from his lap to his groin, before he's interrupted as his wife slumps over in his lap laughing and he continues to stare at the picture on the phone with a stone-cold expression on his face.

David helps Maureen into their darkened house and up the stairs to their bedroom. He lays her down on the bed, barely conscious, before leaving to fetch her a glass of water from the bathroom. When he comes back, his wife is passed out ... still half-dressed. He stands over her, looking angry, before sighing and drinking the water himself.

David decides to check on his son before going to bed so he walks down the hall to the boy's room. He opens his door, leans in to hear the soft sound of breathing, and then slowly closes it. As he makes his way back to the master, he passes the guest room. The babysitter has left the door open, presumably so she could hear if his son woke up. He stares at it for a moment before slowly walking over and leaning in. He sees Cindy on their guest bed. The teen girl has left the blinds open and the moonlight is streaming in. She's kicked her blankets off and is lying on her stomach, her ass up, and her head buried in a pillow. Her loose-fitting nightie has slipped up and is bunched around her neck, exposing the 18-year-old's perfect backside. David stares at her, almost transfixed. He finds himself slowly stepping into her room and closing the door.

Alone in the room, David silently creeps over to the guest bed where Cindy is resting. He kneels and studies the girl ... taking in every detail. Her tiny white cotton panties are wedged up into her crack and her tits are pressed against the sheets. He cannot believe how sexy she looks. She has been his family's babysitter for years and he always thought she was cute but had never considered crossing a line. He debates about leaving before deciding to take a few photos for himself first. After all, she'll never findout. Nervously, he pulls out his phone and starts to snap photos. At a certain point, Cindy rolls over on her side and he panics, dropping under the bed. But the girl is still out ... so David slowly stands back up. He knows he should leave but he is extremely excited, so he decides to quickly masturbate. He pulls out his dick and starts stroking, while taking pictures and moving around her to get different angles. The girl shifts again, this time rolling into a position where her hair covers her face. David decides to quietly brush her hair back, so he can have a better view. He lightly moves her hair from her face, tensing up at the thought of almost making contact. Then he continues to masturbate. Cindy rolls into a ball, her legs bunched under her and her ass up in the air. David stares at the panties wedged inside her. If only he could taste that pussy. It would be enough to finish him off. He puts the phone down and decides to try and slide them off. Without touching her, he slides her panties down to her knees and then cautiously all the way off. He stuffs his face into the wet cotton and licks them feverishly, while trying to jack off. Suddenly, the innocent babysitter wakes up!

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Comments
8 comments

Undo
user_23314772
very good!
2018-05-27 00:30
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user_23319714
Perfect all across the board!
2018-05-22 19:55
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user_23275997
This is my favorite scene you've done. Tommy is fucking badass. Tiffany is amazing. What do you do when you get caught with your pants down. You come up with a solution. The fact that Tommy lost his bonus because of his actions clearly sent him over the edge. Tiffany knows what he wants and you can see the power struggle between both of them. She wants it over with but if the price Tommy is paying is his whole bonus, Tiffany is going to get fucked in Tommy's terms! Some say it's a long scene. I say when you're taking it out on that sexy babysitter, it's going to take a while. Think about it, Tommy's never going to fuck his babysitter again. Might as well take all of her. She gets the money and he takes Tiffany to his beautiful twisted perverse world. The story was spectacular. Wished it included anal, because Tiffany's ass is so built for it. I would love to see a sequel in which Tommy and his wife fix their relationship and they go on a grudge fuck fest that includes anal and everything he did to Tiffany in this scene!!
2018-04-17 02:57
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S P I N ♛ K I N G
I enjoyed the sex ,  the acting may be a tad over acted in this one , i just wished Reena had a sex part in this scene.
2018-03-22 11:38
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user_23265832
REALLY don`t need porn scenes longer than `ROOTS`. . . especially with Tommy Popgun!!
2018-03-16 12:04
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t00c00l
I think that this scene could be made into a feature.  Dad/babysitter, mom/babysitter, dad/mom/babysitter could be interesting.  Scene wasn't the best i have seen on the site, with this cast i had hoped for better but it was a good scene just not great.  The ball bounced over the fence instead of the usual Homerun that is the norm from Pure Taboo.
2018-03-15 18:35
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Lv2CFeet3
wow disappointing. I had to quit after 40 minutes, but i did take a look at the cum shot: even worse
2018-03-14 03:19
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ADMIN
Bree Mills
What did you dislike about this one?
2018-03-14 10:06
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BobBrent
When you need a pervert; who ya gonna call? Tommy Pistol!! On a personal crusade to prove he was UP for the job; was it something I said earlier? A  long MF two hander with every fetish except anal catered for. The Phantom of the Opera towards the end; I nearly laughed. Some performers you like or don't like. Tiffany's script must have been written on a toilet roll; God, Jesus and fuck must have been said over a hundred times EACH, but she has a nice six pack.
2018-03-13 14:20
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ADMIN
Bree Mills
We don't ever write scripts BobBrent ... 90% of the dialogue is improvised.
2018-03-14 10:06
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