Femdom Babysitter Stories

1,000 results
Orientation
Length
Source
Infinite Scroll

The Cuckold's Babysitter

by yumacd on Sep 26, 2017
Loving Wives

Hi, I haven't written in a while. The set-up for the sex is probably too long. I'm thinking of continuing the story. Hope you enjoy it. YumaCD === My wife, Tami, has been cucking me for a couple of years now. Most of you Literotica readers have heard the story before... - It started when I revealed my fantasy of watching her with another man one night...

A Drow's Dilemma Ep. 85: Insight

by DrowsDilemma on Jun 18, 2019
Sci-Fi & Fantasy

Author's Note: A Drow's Dilemma began as a one-on-one roleplaying project and has been converted into a chapter-by-chapter format for weekly posting with the permission and assistance from my partner. It will contain a considerable amount of sexual themes such as femdom, lesbian, straight, 'reverse' rape, BDSM, group sex, romance, and other themes. The mai...

March Madness Ch. 09b

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...

A Drow's Dilemma Ep. 27: Goblins

by DrowsDilemma on May 14, 2018
Sci-Fi & Fantasy

Author's Note: A Drow's Dilemma began as a one-on-one roleplaying project and has been converted into a chapter-by-chapter format for weekly posting with the permission and assistance from my partner. It will contain a considerable amount of sexual themes such as femdom, lesbian, straight, 'reverse' rape, BDSM, group sex, romance, and other themes. The mai...

Drow's Dilemma Ep. 101: Paladins

by DrowsDilemma on Oct 21, 2019
Sci-Fi & Fantasy

Author's Note: A Drow's Dilemma began as a one-on-one roleplaying project and has been converted into a chapter-by-chapter format for weekly posting with the permission and assistance from my partner. It will contain a considerable amount of sexual themes such as femdom, lesbian, straight, 'reverse' rape, BDSM, group sex, romance, and other themes. The main...

Lady Owns Me Ch. 02

by lapitup on Sep 11, 2017
Fetish

This is a continuation of the Lady Owns Me series. Please refer back to part one and of the series and Lisa and I parts 1, 2, and 3 for further background. Names have been changed to protect the guilty. If stories of fetishes such as femdom, creampies, snowballing or cum play offend you, please refrain from reading as this series will not appeal to you. As...

Imp's Compendium of Kinky Capers

by Impregmaniac on Apr 29, 2025

Yeah... where do I start? Long story short, I have a handful of start-and-stop stories on this site, and they're basically a bunch of beginnings, middles, ends, kinks, scenarios, and 'plots', that kind of ended up being a giant garbled mess. And even more that I haven't even written down. So instead of going crazy by trying to cram and retrofit them into pla...

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Letter from Foxhall Village

by justincbenedict on Oct 22, 2019
BDSM

Dear Shoeblossom, I love your letters. They are all over Literotica and other sites, and they never fail to fascinate! So the other day my husband Pohan came home and I was having drinks with a couple who we are close friends with. I have to add, when Pohan gets in from work he often asks me to immediately release his catheter, so he can urinate, and he's...

Five O Pt. 01.00

by L O Reins on Oct 6, 2020
Exhibitionist & Voyeur

"Natalie, before I give you this, I need to explain. This might seem strange but I thought a lot about it and I think it's something you'll like." "Oh...kay," she said with a quizzical expression on her face. "But hurry up and tell me so I can have my present." "No. You're right, Nate. I don't need to explain anything. Go ahead and open your present and w...

An Evening Out Ch. 01

by Bob_Aganoush on Sep 19, 2017
BDSM

Everybody has sexual fantasies. Some people are fortunate enough to be able to fulfill some of them, others choose not to, and still others never take the risks necessary to experience them. Not all fantasies are meant to be played out; knowing which ones to risk trying can be difficult to discern. My wife Sarah and I had for many years talked about sharing...