Babysitter Tied Stories

71,076 results
Orientation
Length
Source
Infinite Scroll

A Naughty Holiday Pt. 01

by happyalex on Nov 20, 2017
Loving Wives

UA1465 to Providenciales is now boarding at gate C137... Alex heard the announcement echo through the airport and looked up from the newspaper stand. The headlines were still dominated by analysis of the recent terrorist attacks in Paris. He checked his watch, the flight was on time. Walking out of the bookshop he spotted a gorgeous blonde standing by the s...

Alexis the Babysitter

by SharkAttack4691 on Jun 24, 2019
Mature

My name is Alexis. I am single, but by choice. I date around, but nothing serious. I'm not a model by any means, but with dark black hair, green eyes, lightly tanned skin and soft features with full lips, I definitely turn some heads. I stand at 5 foot 5 with an hour glass figure, full C cup breasts, tight stomach, and an ass to die for. I am 22 years old an...

The Hot Babysitter Ch. 02: The Gift of Love

by Syzoth on Mar 26, 2019
Romance

This series run parallel to the "Sharing My Wife Amanda" storyline. This particular work follows "The Hot Babysitter Chapter 1" as well as "Sharing My Wife Amanda Chapter 14". Thanks to lovemesomephilly for the awesome inspiration. Author's note: this story could've been listed under the "Group Sex" category, but was submitted under "Romance" for reasons...

I'm in love with the babysitter

by domingo on Apr 12, 2020
Amateur

Your wife is out of town for a business trip for a few days and you had a last minute work event this evening you couldn't get out of. Luckily your babysitter was also available for this evening as well at such short notice. Everything went smoothly this evening and feeling good about your work you are able to head home around 9 pm. This is almost two hours...

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Male Model Nude for Money and Sex

by MotherandSonTrueConfessions on Oct 7, 2019
Exhibitionist & Voyeur

After modeling naked for women that he knew, years later, modeling nude while in college brought back fond masturbation memories. Author's Note: This is a true story about Dave, a proud crossdresser who goes by the name of Kelly when he's dressed as a woman. A submissive male with a medium build and feminine features, at 5'6" tall, when dressed in drag, mo...

Clara the Babysitter Ch. 01

by jamiestory on Sep 12, 2017
Fetish

Jim and Karen got home early from evening. The party wasn't nearly as exciting as they had hoped. They thought about staying out longer, but they were hoping to get home for some alone time. It had been a couple weeks since they were able to have sex, and they found that spending the time together was working them both up, even if it was a boring work party...

A Christmas Story

by lordgeek4 on Dec 25, 2019
Celebrities & Fan Fiction

John was not happy. It seemed like everyone in the whole world was having a good time. Everyone else, that is. Nothing was going right today. "I can't find my Girlfriend's Pussy. My Girlfriend can't come over and play. Now I have to stay here with a babysitter." It was a new babysitter, not even someone familiar. It was two days before Christmas, too! Th...

Seduced by the Babysitter

by guidosgal on Sep 12, 2017
Erotic Couplings

I rushed out of work a half hour early, almost giddy with anticipation. Tonight was going to be a long held fantasy come true and my cock was already rock hard just thinking about what was to come in less than a few hours. Plans had been set in motion weeks ago and would finally come to fruition soon after I arrived home. I prayed for light traffic as I pull...

Babysitter Cupcake: MILF Cuckqueaned

by silkstockingslover on Feb 26, 2019
Fetish

Summary: College girl seduces wife and then fucks husband. Note 1: I have been asked by a number of people for a couple of years to write a cuckquean story (which made me look up what cuckquean means). I had begun attempts on one a couple of times over the past couple of years, but I set them aside when the plots didn't work. Then after a few more requests...

Barebacking the Babysitter

by IrishDude3881 on Sep 11, 2017
Mature

As a middle aged salesman and father of two, I rarely have time for dating. I usually get by on random hookups, but recently I experienced a drought. After a couple of rough months, I was dying for release. I arranged for the babysitter to watch my daughters and headed to the bars in a last ditch effort to get laid. Unfortunately, I suffered a night of strik...