Babysitter Pregnant Stories

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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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Don't Cum in the Babysitter

by Imyourdaddy2nite on Jan 22, 2019
Erotic Couplings

My wife and I were college sweethearts that met our junior year. We took an instant liking to each other and the sexual chemistry was amazing. We had a lot of the same values and morals, but didn't agree with each other on everything, but we could both argue our viewpoints and then agree to disagree. I'm not going to lie; the sex after the more spirited deba...

Babysitter Makes Me Lose Control Ch. 02

by babysitterstories on Sep 25, 2017
Mature

Should I have told Shelley that our perfect little babysitter gave me the cocksucking of my life? Should I have told her that I jacked off to glamour shots of our slutty babysitter on my laptop whenever I got the chance? Should I have shown her the dirty texts she sent me? Maybe. I don't know. My guilt was strong, but my anger at Shelley was stronger. I gues...

Friends with Benefits Pt. 02

by wutmytvben on Sep 24, 2019
Interracial Love

It was about ten days later on a Monday evening that the phone rang and Patty answered it. P: Don, it's so good to hear from you, how have you been? D: I don't think I've ever been better. P: Glad to hear it. To what do I owe the pleasure of this call? D: I need to get your seat cover back to you - the one that I used so that I wouldn't get oil on my car...

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...

The Single Mother

by heryankee on Sep 16, 2017
Mature

Flo lived in the same apartment building I lived in. I was 22 at the time and hadn't met anyone in this new town. I had just gotten my first job after finishing college. It was the early 60's, and I was lonely and horny. Flo was a single mother who had a 2 year old daughter named Dana. Her boyfriend had left her with the child and disappeared as soon as she...

Blackmail Bitch

by SlutProblems on Mar 26, 2019
Group Sex

Tisha was always on time. She was good with the kids. She didn't bitch about the mess that I left sometimes and she even did a bit of straightening and cleaning to help me out. I called her over about twice a week to babysit and everything had been fine until the night that she decided to show her true colors. It was a daytime barbeque at the country club th...

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...

Mary the Babysitter

by USMC03 on Sep 17, 2017
Mature

I wasn't really expecting to come off the road so soon. Turns out my last run fell through, so my fleet manager sent home a day early. Good for me, I was tired anyways. Thought about a nice day at home with my son, who was 8, and the wife still at work. Maybe get some catch in. Of course, if I admitted it or not, I didn't mind seeing the babysitter either. M...

The Babysitter Revisited

by nasty_dan on Sep 14, 2017
Mature

I didn't intend to write a sequel to The Babysitter but there were so many generous comments and emails requesting a little more to this story that I couldn't resist. I tried to incorporate all of the suggestions that you requested. So, for the good folks who appreciated The Babysitter...well, here's to you. I hope you enjoy! * Cathy Marlin crouched silent...