Babysitter Feet Stories

195,751 results
Orientation
Length
Source
Infinite Scroll

Sara the Bad Babysitter

by rutger5 on Sep 12, 2017
Group Sex

Story contains coercion and reluctance. ***** Mr. and Mrs. Crudele were going to have a much needed night out. Since the arrival of their little bundle of joy four months earlier they hadn't had a night out together. In fact they rarely had a few consecutive hours sleep in a row. But that night they had plans for a quick supper followed by an evening at th...

Slutty Sitter

by Milane on Jan 24, 2018
Amateur

Your Eighteen and your names Brayden. 6'6 ft in height, black, very well built, and have a huge dick (Shower not grower). Its 16 inches long 2.8 inchs thick, equipped with fat heavy sized grapefruit testicles. No one knows about the enormous pussy wrecking monster cock you keep in your pants, not even your parents or doctor. Your still a virgin and are about...

Open in Reader

Corrupting the Babysitter

by darktigerroar on May 7, 2018
Group Sex

Nathan was mowing his yard when from his periphery, he spotted his wife, Daniela, sticking her raven-haired head through the cracked backdoor and was waving. She was from the Virgin Islands. She had black hair, a sun-kissed complexion, and attire that often included green or orange dresses with white palm trees and flowers. Nathan met her while on vacation s...

Sitting the Sitter

by TheDoctah on Aug 7, 2019
Erotic Couplings

Usually it works out, the company sends me out to make these presentations to a roomful of old people, we buy them dinner and a glass of wine, I schmooze and charm them, scare them a little bit about losing their nest-eggs, show them a sure way to live out their years without worry, and we line up a few prospects. I've got the Powerpoint, the jokes, I used t...

Thrash Maxim vs. The Other Dr. Phil

by XicotencatlSmith on Sep 1, 2017
Humor & Satire

Thrash Maxim staggered out of the building, trying to clutch at his heart. His arms, perpetually kept six inches from his body by his bulky lateral muscles, hobbled by his chunky biceps and popeye forearms, couldn't bend quite enough to reach his chest, and so he flailed like a youthful author reaching for a metaphorical butterfly. "I'm having a gawdamn hea...

Melissa Ch. 01

by gummidurango60 on Sep 19, 2017
Transsexuals & Crossdressers

"Melissa," my mom called from the kitchen. "Yes," I answered from my bedroom. "I want to talk to you for a moment," "Okay," "What's wrong?" my mom said as I walked into the kitchen. "Even with my scholarship I'll never be able to afford the tuition to..." I began as I plopped on a stool at the island. I'm eighteen and a week out of high school; all I w...

When I Came Home Early

by unowen1987 on Sep 12, 2017
Erotic Couplings

I was finally going home. It was about 10:00 at night, I had just gotten off work, early if I recall, and was heading back to my house for a night of easy sleep. A bit about myself though, I am 22 years old, and I work on call, 24/7. I am 6'6" and weigh in at about 200 lbs. I work out regularly and because of my on call status I get paid even when I don't h...

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...

Open in Reader

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...