The Babysitter Stories

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My Babysitter's a Stripper

by whodatty on Sep 12, 2017
Erotic Couplings

It was getting close to midnight on a Friday night. I had been out with a couple of friends shooting pool. They decided to call it a night but I wasn't quite ready to turn in yet. After all it's not often that I get to stay out past "curfew" but since my wife, Heather, had taken the kids up to visit Grandma for the weekend, I could let my hair down for once....

Teaching My Babysitter

by MissRose18 on Nov 22, 2017
Group Sex

Being a single mother is very difficult and I rarely get to go out. It is just my luck that the one time I accept a date he cancels. Oh well, I thought, I didn't actually want to date him. I knew I just needed a good fuck. It had been so long since my divorce, I was starting to forget what a real cock felt like. I guess my toys will have to do for tonight I...

My Naughty Babysitter

by Indianaboy6555 on Mar 25, 2019
Erotic Couplings

The wife and I had two kids, and it had been years since we had gotten out for a night. We'd tried the babysitter thing, but it seemed there something about all of them that the wife had issues with. We couldn't even go out and enjoy a movie without her leaving to call home and check up on everything. Don't get me wrong here. I understand her concerns, but t...

Tales of Unintended Nudity

by ewong on Feb 5, 2016
Exhibitionist & Voyeur

You are an attractive woman, who somehow through the course of the day, ends up naked. You can be at home, school, work, or any place that you feel would be the worst place for an attractive woman like yourself to be caught naked. You can be an average woman, who has a job or goes to school. You can be a wife and mother. You can even be a celebrity. It's up...

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The Babysitter Has A Dick

by mr.z on Feb 29, 2020
Transsexual

Ricky Sampson is your average 18 year old boy. He lives with his parents and baby brother in a house in Nevada where he goes to school and works part time at a water park, it's Nevada the town gets really hot all year round. Ricky looks like a typical computer science nerd, with his glasses, black hair and pasty white skin but he wants to be anything but a s...

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I Bring You Dinner

by cincy29 on Sep 17, 2017
Loving Wives

You call and tell me that you have to work late and not to hold dinner for you. After hanging up with you, I make a call to the babysitter and see if she is available. She is and says she will be here in an hour. Just enough time I think. I run a bubble bath and pour in baby oil to make my skin nice and smooth for you. I am excited because I have waited fo...

Send in the Clone

by RejectReality on Sep 13, 2017
Toys & Masturbation

Ryan grabbed a towel, having just finished a quick shower. With their son off at his parents' house for a few days, he knew what his wife's suggestion to take a shower right after dinner meant. They were both a couple of days overdue for some alone time, and breaking that fast always resulted in mind-blowing sex. He toweled off, gave his hair a cursory blow...

The Reawakening of Dr. Clark Ch. 03

by The_Maestro_Braddock on Sep 12, 2017
Erotic Couplings

"Alright, I dropped the kids off at your parents' house so that's all set," Gina told Greg as he walked through the door, kissing him on the cheek, "Sally should be here in like 30 minutes to pick me up for the casino. What time are you heading out?" With some amount of regularity, Gina and Greg would leave Martin and Shelly with his parents and go out with...

Furthering My Education

by jimmysub on Sep 15, 2017
Fetish

Well I had to go back to Community College to take some child development courses as my wife and her lover are planning on having a child together. This is part one of the adventure. I really don't like this idea but what my wife says go. Her biological clock is ticking and she has been with the same lover, Mr. Steve for about 3 years. So Debbie is going to...

College Shemale babysitter

by tomf15 on Sep 15, 2017
Transsexuals & Crossdressers

Disclaimer: All characters are 18 and over. Jessica pulled up in front of a large house at the end of the street. She looked down at the text; 1278 Backstreet. "This is the right place," she thought. Jessica was a fairly normal, attractive college girl. She studied hard, partied on weekends, and liked to work out. There was one thing that separated her f...