Sex With Adult Babysitter Stories

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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...

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...

Dear Dora (Confused)

by Dear_Dora on Sep 1, 2017
Humor & Satire

Dear Dora, I'm afraid I find myself in a most uncomfortable situation, and I hope you have some insight and advice on how I should precede. As usual in these situations, I created this quandary myself. We are good friends with our neighbors, which I guess is a rarity nowadays. We visit regularly with all the families who live in houses around ours, play c...

Sarah's Playground

by Maddiethedog22 on Apr 22, 2025

As I look around the park near my apartment, I can't help but appreciate how beautiful the weather is today. The sun is shining and there's a light breeze keeping it warm, but not to hot. It's perfect tank top and skirt weather, and I am taking advantage of that. My name is Sarah Jenkins. I'm 22 years old, blonde, and, if you don't mind me saying so myself,...

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The Babysitter Gets Caught

by Jay142 on Aug 8, 2018
Exhibitionist & Voyeur

Dan and Leslie had been married just over seven years when their marriage hit some bumps in the road. They both worked full time jobs, and now had two young boys. The pressure of work, marriage and children put a stress on their lives and had a similar effect on their sex lives. What was once a hot, romantic sex life with some spice of kinkiness had now turn...

Vacation

by MetropolitanDenial on Dec 6, 2017
Erotic Couplings

Rose and Owen Harper saved up all year for their big family vacation. This year, they'd be taking their four children - 20-year-old Dean, 18-year-old Finn, and 15-year-old twins Lucy and Lily - to Florida. They were thrilled at the idea of taking the kids to the central Florida theme parks, spending time at the beach, and, most importantly, having some roman...

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Futa babysitter

by Liriluri on Apr 22, 2025

Dammit! The first time your parents leave you alone for multiple days and they hire a babysitter, you're already 18 and they still don't trust you being by yourself, sure you might act dumb and sheepish sometimes but you were an adult. "Honey! Come here! Your babysitter's here!", begrudgingly you step out of your room to greet the stranger that's g...

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The Babysitter

by Tara_Neale on Aug 18, 2017
First Time

It was the summer I turned eighteen and it was unforgettable. My parents separated before I can even remember. My mom remarried and moved to London. My dad would not allow her to take me with her...and smart lady that she is she did not want me caught in the middle of a very nasty custody battle. Instead they compromised. And I got the best of both worlds, L...

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

by diaperslut on Sep 1, 2017
Fetish

Amber was nervous. She is a 26-year-old professor at a local college and at 5'8, B-cup chest on a very athletic body, she had caught many of the students checking out her chest and ass a few times. But she also has a bit of an odd fetish. Or, she thinks she does. That night would be the night she would find out after building up so much courage. You see, aft...

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