Babysit Stories

1,618 results
Orientation
Length
Source
Infinite Scroll

Emma Ch. 07

by tmwastmwas on Mar 2, 2020
Exhibitionist & Voyeur

Next day was Thursday. I didn't expect an escalation until Monday. So I was surprised to find a pair of white knee high socks, a pair of pink panties and a yellow crop top on my bed. The crop top was relatively new, and therefore fit me properly. It had been a birthday present from my cousin. It hung to just below my rib cage. It was far too revealing for t...

What If? Pt. 09

by wutmytvben on Dec 17, 2018
Loving Wives

Chapter 31 - New Doors of Opportunity It was the weekend before Memorial Day. They lived in latitudes where already people could get a tan naturally from the sun even in the last half of May. The children had developed a "grandparent" type relationship with Ted's parents and Carol's parents. To keep the children from being confused by having two sets of gra...

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...

Saint Valentine's Day Massacre

by andtheend on Sep 16, 2017
Romance

Saint Valentine's Day Massacre The love story behind the Saint Valentine's Day Massacre. Always suspected that it was Al Capone behind the Saint Valentine's Day Massacre, it was never proven and, although he admitted to it in private to his boys, he never confessed the crime to the police. On Valentine's Day, February 14, 1929, seven men were shot in the b...

Pleasant Street Ch. 05

by D.C. Roi on Sep 14, 2017
Novels and Novellas

"I'LL TAKE THE SITTER HOME, DEAR" Larry and Monica Tilton, who live three doors down on the East side of Pleasant Street, have been married for about eight years and have a couple of wonderful kids. Larry Tilton has been a faithful husband. He's never cheated on his wife, but he has done his share of teasing at the parties they attend. And I'm sure he's ha...

Babysitters Three

by Ashson on Sep 11, 2017
Erotic Couplings

It was lunch time and I was sitting in the park with Muriel having a sandwich when Janet came along. Muriel, Janet, and myself (I'm Rochelle, by the way), are three birds of a feather. We were in the same class at school, all leaving at the same time, all working at the local mall (for the time being), and all doing baby-sitting jobs to help stretch our inco...

Crosswinds Pt. 02 - Dark Currents Ch. 01

by Teagan_Cascade on Apr 27, 2020
Transgender & Crossdressers

***Author's Note: Contains graphic scenes of consensual incest*** Madison Masters had never been so happy to be in pain. The woman lay in her cozy bed that Saturday morning, working her swollen wrist underneath her groaning body. She winced, slowly massaging the small of her tired back as the warmth of the new day sliced through the closed blinds. As the ti...

Hades Ch. 02

by BeastLover18 on Sep 14, 2017
NonHuman

With his black robes flowing behind him he entered the Underworld furious at what the Moirae had told him. He walked into his study that was surrounded by black marble; he paced back and forth next to his stone desk. "Damn it!" Hades screamed, as he slammed his fist down on the table. The information the Moirae had given him, made him start to doubt the ques...

Late Night Babysitting

by SweetlilMallory on Sep 14, 2017
Mature

My neighbors have the cutest twins I've ever seen. So when they asked me to babysit I immediately said yes. Mrs. Desio was away visiting family and so they needed someone to watch them while Mr. Desio was at work. They had a regular babysitter but she was still in high school and so couldn't stay out if Mr. Desio was working late during the week. The second...

Sex Games With The Au Pair Ch. 01

by VelvetPeaches on Sep 12, 2017
Erotic Couplings

After the birth of our second child we decided to employ an Au Pair to help my wife with the kids, as I was moving up in my company and having less and less time to spend with the family. After interviewing the first half a dozen Au Pairs it look like all we were going to get were quite frankly either over weight or ugly, then in came Lucky Number Seven her...