Babysitter Bondage Stories

17,056 results
Orientation
Length
Source
Infinite Scroll

Tie up Games

by zerat08 on Oct 8, 2015
Fetish

As far as you can remember you have always been fascinated with bondage. Whether it was a girl tied up in a cheesy film while the villain twirled his mustaches or was it a magician doing an escape stunt hanging upside down while struggling in his/her restraints. You where always embarrassed by this and never told anyone. Most of your "obsessions" w...

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My Wife, Kendra

by lewdawg24 on Jan 23, 2019
Erotic Couplings

She was fucking Gorgeous! You met her on your 21st birthday. She was in a skimpy dress. You were in a tight-fitting tux. You have a 8-inch cock and when she felt it rub against her back side she had to have it inside of her! From that day on, she fell in love with you and your sexual deviance and your willingness to be her partner in her wildest sex fantasie...

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Wrong Place, Wrong Time

by grimbous on Jul 23, 2018
Miscellaneous

What follows shall be short(ish) tales of sexual encounters that wouldn't have or shouldn't have taken place except for an strange twist of fate in which the main character finds himself or herself caught up in a peculiar situation. For you writers out there feel free to contribute if you wish. Obviously follow site rules for your chapters and don't plagiari...

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Redwater

by UF on Sep 19, 2018
Amateur

Peter Grayson woke up late that morning his head ringing from his hangover. Slowly getting up out of bed, he made his way over to his bathroom washing his face in an attempt to wake himself up. Looking up in the mirror, Peter checked himself out. Peter Grayson was eighteen years old with short brown hair and brown eyes. He was tall with a muscular body and s...

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My Wife Explores Her Sexual Side

by CAPervert on Sep 17, 2017
BDSM

Three years ago my beautiful wife named Eloise whom everyone tells me looks like Beaver Cleaver's Mom complete with the pearls and the stylish dresses, informed me that she wanted to explore her sexual side. Needless to say my life has never been the same. Needless to say I walk around with a constant hard-on. For example one time I came home and after t...

The Ethical Slutmaker Ch. 10

by KrisCherita on Sep 14, 2017
Anal

Chapter 10 A Perfect Bottom Dan read through the email a second time, glad that he had a private office and could hide the tent in his pants under his desk, and wishing Andrea had tagged the text NSFW. "Dear Tammi and Dan "Robyn enjoyed babysitting for you last week, and hopes you enjoyed your evening out. She's now decided that she likes and trusts you...

EDP

by LiteraryLover on May 13, 2019
Fetish

I woke up in a daze and found myself in my school's nurse's office. The last thing I remember was feeling dizzy in the middle of class and then it was just a blur. "Ah, you're finally up. That's good." The elderly nurse, Mrs. Johnson said with the bedside manner of a crocodile, or just an old lady tired of kids faking sick to get out of tests reall...

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Dave's Once Shy Wife Ch. 03

by Marty Fisher on Sep 26, 2017
Loving Wives

Dave returned home from work as both Linda and I finished cleaning up and getting dressed for the day. Linda expressed some milk into bottles so she didn't have to interrupt her day out with us. The babysitter arrived just on time and Dave, Linda, and I were off for the day. We spent a good portion of the day on the boardwalk and then walking the beach and w...

The Sinner's Canon Ch. 07-08

by SevMax2 on Jul 14, 2020
NonHuman

Chapter 7 "Dios mio ... where am I ... oh, wait, Jack? Jack Benton? What's going on here? Sandra ... and Jessica? And who are you?" Rita Escobar stood in her novice's habit now, truly shaken up by having had the Devil grab her and bring her here to face me and two of my other girlfriends, plus Lilith ... and Tyler, of course. "I'm Lilith, of course. Yes, T...

Everwood

by UF on May 20, 2019
Amateur

Connor Bishop drove his car across the town of Everwood Bay. The young twenty two year old man smiling as he took in the view of the coastal town. Connor Bishop had short dark brown hair and blue eyes with a slim but athletic build to him. "Ok this next left and then the first right." His friend Heather Ravers informed him. Heather Ravers had long...

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