Babysitter Bondage Stories

16,819 results
Orientation
Length
Source
Infinite Scroll

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...

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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Vacation Expectation

by IPleaseYouTease on Oct 6, 2020
Fetish

The wife's side of a conversation with her husband as she gets packed to go on a 10-day vacation with her lover and leave him behind. ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ "Okay Dearie. Up on the bed. It's almost time for me to leave. I have a plane to catch. Don't you worry. I know that once you're done binding your hands and fee...

Discovered Bound

by sirsemega on Nov 6, 2018
BDSM

Riley grunted into the makeshift gag as she tried once again to free her hands tied behind her. Sitting on the floor in the living room, arms tied behind her and ankles tied in front of her, she had been struggling to free herself for over an hour now. When that didn't work she went about asking, then sternly demanding, and then threatening, and then begging...

Tags.

by RicoLouis on Apr 19, 2017
Miscellaneous

As seen below their are many names for the large variety of sexual topics and no real agreed upon list of Tags so I am making a list as best I can to help readers find the stories that interest them. I will be using the most common named tags to make it easier for the readers to find what they like. Below we have an example. Name Stories Blowjob 34...

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Perfect Mother, Perfect Slut

by Jazz_E_too on Jul 4, 2018
BDSM

"Time's a-rolling," thought Debbie, as she pecked at the keyboard of her laptop, trying to get started on some serious surfing. She realized her friends were right – at least in one aspect of their oft-repeated, unsolicited advice: She'd been divorced for almost four years, and, at the age of 39, it was time to get back into circulation. As a single mother o...

The Ad Pt. 02

by Sustainer on Sep 21, 2020
Fetish

In "The Ad: Pt. 1", I had responded to a classified ad in a local lifestyle magazine offering "Female Training". My initial visit, and the waiver I was asked to sign for admittance into the program, left little doubt about what lie ahead, and I couldn't wait to get started. Or so I thought... ***** I read the release form a hundred times. At least. Just re...