Babysitter Femdom Stories

4,911 results
Orientation
Length
Source
Infinite Scroll

The Babysitter Threesome

by NewWriter1 on Sep 3, 2017
Fetish

We arrived home earlier than expected, and Jessica, who had just turned 18 last month, had already put our daughter to bed. We had already informed Jessica that this particular babysitting job would be an overnight one and we intended to keep that promise. In addition, we made plans while on our date for other things to occur as well. I told Jessica to stri...

Be Careful What You Wish For

by ChainedToAKeyboard on May 12, 2020
Fetish

Author's note: This short story was inspired by Vitalis' amazing hentai artwork: "Bimbo Catalog: Bianca." * It was date night in the Whitley household and things were just starting to get exciting. Alice and Richard had enjoyed a lovely meal at a five star restaurant, a wonderful performance at the theater and a couple glasses of fine wine upon returning h...

Mr. Jackson Marks Marie

by SexySpanker on Sep 18, 2017
BDSM

Marie was frustrated. Once again her boyfriend Shawn had failed to satisfy her. After some gentle foreplay followed by a few minutes of slow, passionless penetration, he'd collapsed beside her, then snuggled up close and fallen promptly asleep. Marie, of course, was just getting started. She silently teased her clit as her boyfriend snoozed next to her, br...

Blonde and Bossy

by redVelquet on Jan 15, 2019
Fetish

Brian slowly tensed his body, adjusting to Vanessa's slender hands over him. He stifled back a slight moan as she slowly slid her index finger into his puckering hole, gliding it in with a sensual, yet electrifying touch... It all started about three weeks ago when Brian, the accountant at his companies' firm had been caught during office hours, flicking th...

Femdom Humiliation in Alaska

by AlaskaSubHub on May 11, 2020
Transgender & Crossdressers

FemDom Humiliation in Alaska - Chapter 1 By AlaskaSubHub Friends have always encouraged me to try my hand at writing. I never imagined that the first time I would sit down and actually try it, the subject matter would be myself in a submissive bondage experience. But here we go. I'd like to have your honest feedback on my writing skills, I'm curious if it...

Koko Gets The Job Done

by buffaloraven on Sep 16, 2017
Group Sex

I hadn't known Koko that long, but that's the glory of a university town: plenty of new faces all the time, and lots of them hard up for money, and with the spare time to earn some. And I'm not talking about sex, pervs. Well, at least not PAID sex. But we'll get to that later. As I was saying, Koko had moved in up the street from me earlier that summer wit...

Having a Babysitter Ch. 03

by mattchat33 on Sep 12, 2017
Mature

The next few days I thought about Sarah more and more, remembering the wonderful time I had with her the last time I drove her home from our house after babysitting. I kept on wondering whether I would be able to spend some more time with her and hopefully have even more fun with her. However there wasn't any opportunity for my wife and me to use a babysitt...

Adventures in babysitting

by Ashley16 on Feb 18, 2017
Exhibitionist & Voyeur

Summer, an incredible time of year. Exams were over, the school year was coming to an end and all that was on anyone's mind was parties, gossip and sex. I was no exception. I'd lost my virginity last year at my friends house party, while half the party listened from outside the door. This earned me quite a reputation, first as a slut ready to fuck half the s...

Open in Reader

Femdom in Delhi Pt. 01

by Slavetogoddess on Jul 14, 2020
BDSM

Hi, my name is Abhi, I am single, 28 years old who lives and works in London, 5'11 in height, muscular with short hair and fair skin. A typical north Indian guy who goes to the gym. Since I was in the early 20's I was curious about Femdom and being someone's slave, but never knew this fantasy will be true unexpectedly. Let me take you back to summer 2017....

Bangin' The Babysitter

by TheSandyRavage on Dec 14, 2020
Erotic Couplings

The temperature was humid, the air thick, and the sun bright, which only made Mike's mood worse. He was sweating and cursing under his breath. The babysitter had just canceled on him. He ran his hand through his beard, trying to figure out the right move here. His wife was visiting family and he was stuck with their 5-year-old, but he'd had plans to stop by...