Babysitter Spanking Stories

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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...

Nina the Naughty Babysitter Pt. 02

by sexysadie777 on Sep 16, 2017
BDSM

It was the following Wednesday when Mr. Vince called. He sounded normal, as if Saturday night hadn't happened and he asked me to babysit again this Friday. I said okay and went back to fantasizing about seeing him again. Since last Saturday, I couldn't get the memory of his cock deep inside me out of my head. I'd tried everything, but somehow, i always fou...

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...

The Babysitter Ch. 03

by snaillover69 on Sep 11, 2017
First Time

Becky had just left, as soon as the door was closed behind her, Sue spun me around and reached for my belt and started tugging my pants down. She was on her knees, sucking my cock in deep, pumping the shaft of my cock, all within 10 seconds of my walking into the house. I can't remember the last time I saw Sue that hot, she had my cock in her throat. I gr...

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...

Megan's Fantasy

by Grey Eagle 286 on Sep 13, 2017
Loving Wives

David ran his hands up under my t-shirt and cupped my breasts. He nibbled at my earlobe and then stuck his warm tongue in my ear. I giggled and tried to get away from him. I didn't try too hard; he is too big and strong anyway. His whole lean and muscled body was pressed against me. I didn't want to get away. It felt too damned good. I wanted him to throw me...

Sharing My Wife Amanda Ch. 14

by Syzoth on Feb 26, 2019
Group Sex

This story follows Chapter 13 as well as "The Hot Babysitter 1". *************************************** "Hurry, Piper! Amanda will be home soon!" The 19 year-old's long blonde hair tossed in the air as she rode me wildly like a crazed cowgirl. From the flat on my back, I reached up to grope her firm breasts, squeezing them hard and mashing them together....