Babysitter Threesome Stories

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Wife's Threesome with Babysitter

by Hotzforgulz on Feb 26, 2019
Loving Wives

All characters in this are above 18 years old. This is fictional story and doesn't resemble anyone in real life. Please comment as this is my first story. *** Shaju is a perfect full figured woman with a bouncy, milky, natural tits, and firm ass with a figure of (38DD-34-40). She wears a 34dd low cut sports bra whenever she works out, this makes her milk...

The Babysitter

by aksarben on Sep 13, 2017
Group Sex

So, there we were, just a couple days after St. Patrick's Day near in Topeka, Kansas, a few years back, when I was married. I have since divorced, but, the story needed to be told! My wife and I were sitting at home when there was a message on my phone: "If I come over would it be weird?" I replied "what would be weird?" My messaging went off again, "I...

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...

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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Banging the Babysitter

by majicman21 on Sep 19, 2017
Transsexuals & Crossdressers

The alarm clock rang, and Jenny rolled over with a groan to press snooze. Her wife of ten years, Vanessa, groaned back, moving to Jenny to nuzzle against her. They laid there for a few more minutes, the cobwebs of sleep clearing slowly from Jenny's brain. "Morning," Vanessa murmured. Jenny murmured back, turning over again, face to face with Vanessa. She...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Blackmail Bitch

by SlutProblems on Mar 26, 2019
Group Sex

Tisha was always on time. She was good with the kids. She didn't bitch about the mess that I left sometimes and she even did a bit of straightening and cleaning to help me out. I called her over about twice a week to babysit and everything had been fine until the night that she decided to show her true colors. It was a daytime barbeque at the country club th...

Don't Cum in the Babysitter

by Imyourdaddy2nite on Jan 22, 2019
Erotic Couplings

My wife and I were college sweethearts that met our junior year. We took an instant liking to each other and the sexual chemistry was amazing. We had a lot of the same values and morals, but didn't agree with each other on everything, but we could both argue our viewpoints and then agree to disagree. I'm not going to lie; the sex after the more spirited deba...

My Wife & The Ebony Goddess

by CAPervert on Sep 12, 2017
Interracial Love

It was by far the happiest day of my adult life. It all began when my wife whom everyone says looks like Florence Henderson confessed to me that she had the hots for our next-door-neighbor. The 18 year old daughter of the only black family in our neighborhood who was our babysitter. The young woman's name was Diana and although my wife said she looked li...

Babysitter Revisited Ch. 02

by johnnieblue44 on Sep 13, 2017
Mature

A continuation of Babysitter Revisited. You are cordially encouraged to read the inaugural chapter before embarking on this journey. You will be glad you did. * It didn't take long for Allison and I to devise our plan for the following evening. She asked a few questions about the older executive, and Ally's intuitions were spot-on. Despite being physic...