Babysitter Pregnant Stories

35,748 results
Orientation
Length
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Infinite Scroll

Young Woman with Older Man Ch. 18

by SusanJillParker on Sep 26, 2017
Mature

Chapter 18 A cougar wearing white gloves, nylons, garter belts, and giving blowjobs The next few days slowly drifted by until it was late Friday night, a little after 10 pm, when Marianne pulled in my driveway. She drove one of those Volvo Cross Country things. I hate Volvos, especially crossover SUV's. They're so safe, so dependable, so boring, and not mu...

The Babysitter

by sandj1977 on Dec 23, 2019
Loving Wives

Today, John and I are your average, middle aged couple with two busy careers and two rambunctious children. But this hasn't always been the case. I met John in college. His roommate, Brad, dated a girlfriend of mine, Luisa, for a couple years. In that time, John and I were often thrown together socially as we each independently tagged along with our respect...

The Worst Story Ever

by XicotencatlSmith on Sep 13, 2017
Erotic Couplings

AUTHOR'S NOTE: I've made an effort to make sure this is the worst story ever. Hackneyed, unoriginal, disjointed, etc. I apologize if any of the punctuation or usage is correct. If you chose to vote, Please give this story a one. I'd appreciate any comments about how to make this story worse (Sorry, more bad.) * * * * * Thrash Maxim pulled his monster truck...

My Babysitter

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

I could feel the warm cock in my mouth, it throbbing between my lips. It tasted so good I never wanted it to end. Of course it did, however. Just like every other morning I awoke my fantastic dream to my bed with my hand in my pants, partly dissatisfied because I had another homoerotic dream, and partly dissatisfied because it wasn't real. I really liked the...

Cambodia

by PiperHamlin on May 22, 2018
Loving Wives

Stop me if you've heard this one before. A happily married couple with kids is doing great for decades, until the kids leave the nest. At this point, the wife feels something is missing, and wants to fill the void. She approaches her husband about something she feels will indeed "fill that hole" in her life, and the husband is less than thrilled. Since you...

Cosplayer babysitter

by Striker137 on Apr 13, 2018
Fan Fiction

You're sitting in class paying close attention to the clock as it ticks down to the final bell. You were just seconds away from becoming free from High school. Everyone else in the classroom now seemed to be doing the same thing you were doing as you start to hear the class shout 10! 9! 8! 7! 6! 5! 4! 3! 2! 1! RIIINNNGGG! The entire class of seniors stands u...

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An Unprepared Sitter

by WordWizard55 on Sep 25, 2017
Group Sex

"I just don't have the sexual drive that you still do anymore. Not that I could ever match that anyway." I stared at my wife from across the table at the nice restaurant we were currently dining at for our 20th anniversary. The conversation had taken a slight turn from where it had started, that was for sure. "I know honey, and that's fine. Hell, I wish...

Memories Of Our Babysitter Ch. 02

by jasperspen on Nov 12, 2019
First Time

All persons engaged in sexual activity in this story, are over 18 years of age. Due to circumstances, it has been a while since CH 1, but I recently saw Cass, (real name) the babysitter in this story, now a happily married woman and the memories came flooding back. These are real events, as I remember them. I can't recall the dialogue word for word of cours...

My Neighbor Made My Wife a BBC Slut

by seemywife2019 on Dec 9, 2019
Interracial Love

Author's note: Like most good stories there is true behind this one. This isn't 100% but many parts are. I hope you enjoy and let me know if you want to hear the rest! This is a story about a young couple that moved down the street from my wife Mary, and me about 6 years ago. We live in a suburb that is borderline rural. Each neighbor is at least 100-200 ya...

The Doctor Changed My Wife

by applevalyan on Sep 13, 2017
Loving Wives

After three years of marriage I was getting tired of the same routine. It was my entire fault though, I knew before I got married that my wife was ultra-conservative. During our two years of dating, I didn't even see her breast and got to touch them only a couple weeks before we got married and then from outside her shirt. The only sexual position she let me...