Busty Babysitter Stories

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Babysitter Challenge

by CopyCat13 on Sep 14, 2017
Exhibitionist & Voyeur

Some girls just need a little kink in their lives and Amy is one of them. For the last couple of weeks she's been going to an online chat room and getting naughty challenges from online strangers. Most of them have been either really tame like going commando or else way too extreme like getting "Sperm Bank" tattooed across her face. But every once in a while...

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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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...

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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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...

Up Late

by LorenzoAbajos on Sep 14, 2017
Erotic Couplings

I was up late, driving around the countryside. I would need to get home before daybreak. It'd been an interesting night, and it might get more interesting before it was over. We'd arrived home at around midnight. Our babysitter, Aubry, was waiting for us. She was an eighteen year-old Senior in high school. This was the first time she'd sat for us. With just...

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...

The Reawakening of Dr. Clark Ch. 11

by The_Maestro_Braddock on Sep 12, 2017
Erotic Couplings

Dr. Greg Clark gritted his teeth and tried to focus on Ms. Bristol's words. It wasn't that she was boring; he was genuinely interested in how Shelly was adjusting to life as a kindergarten student. Mallory, however, was making it damn hard to concentrate on anything but how hard he was and how good her hand felt— slipped through his open fly and unbuttoned b...