Fucking The Babysitter Stories

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The Ethical Slutmaker Ch. 10

by KrisCherita on Sep 14, 2017
Anal

Chapter 10 A Perfect Bottom Dan read through the email a second time, glad that he had a private office and could hide the tent in his pants under his desk, and wishing Andrea had tagged the text NSFW. "Dear Tammi and Dan "Robyn enjoyed babysitting for you last week, and hopes you enjoyed your evening out. She's now decided that she likes and trusts you...

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...

The Director and the Babysitter

by dramatic1 on Sep 14, 2017
Mature

I wouldn't have fucked the hell out of our babysitter if she didn't belong to my gym. See, our babysitter, Stacia, has always been what I would consider "cute." She wears baggy clothes, even in summer, and so I never really got to see her body. Our kids loved her to death. She would come over, my wife dealt with her most of the time, and I just paid her at...

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...

The Babysitter

by Purple_Rose90 on Sep 28, 2020
Erotic Couplings

After three knocks, the front door swung open. I was surprised to see an incredibly striking man in his late 40s on the other side of the door. I couldn't decide which I found more attractive: his piercing green eyes or full head of dark hair with a grey hint. "Mr. Anderson?" I asked. "Yes, you must be Arielle?" I nodded in confirmation. "Yes, I am. Nic...

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 Adventures of Madi Ch. 02

by sexualrelief7191 on Sep 25, 2017
Fetish

"Hi, my name is Madison, or Madi for short. I'm about 5 foot and 3 inches, brunette, cute, and like to have a good time. I'm not exactly like other girls, because I'm bi and have a foot fetish. Yes, a girl can have a foot fetish too. I love feet, and I'm always looking for a chance at another girl's beautiful feet." I glanced over my room, looking for the...

A Prophecy Come True

by ElderDirt on Mar 20, 2018
Romance

There's much to say about being a being a dirty old man. I mean that I'm not exactly good looking, hard-bodied, super-smart, or filthy rich. Yet, I've found that with Kelly none of this matter. I've watched her grow up from a child to a young woman and should feeling feel ashamed of myself for being such a pervert. But when we are making love, I could care l...

Vacation Time

by Specializt on Aug 9, 2019
Miscellaneous

This is a Story about You (Henry Wilson, 38), your wife (Lisa Wilson, 35), your daughter (Annabelle Wilson, 18) and her babysitter (Leyla Davis, 23) on a Vacation. You: You are Henry Wilson, a more or less succesfull, 38 Lawyer. You are not the Lawyer of the rich and beautiful, but your job pays good enough to afford everything you want. Still your lifestyle...

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Her Babysitter, His Teenage Whore

by bbw4youngercocks1 on Sep 19, 2017
Erotic Couplings

My wife and I had been married for five years and had some good sex before our twin daughters were born, then our life in the bedroom began to taper off some. It wasn't that Lisa wasn't attractive any more; she was hotter than ever with the few extra curves she put on after she had the girls. I don't know if she was self-conscious about the ten extra poun...