Babysitter Pregnant Stories

35,748 results
Orientation
Length
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Infinite Scroll

Jane's Folly

by Irishdragon on Sep 26, 2017
Loving Wives

“What time do I have to be there tomorrow,” Jake Taylor asked his mother as he spoke to her on the phone. “Well everybody is going to be arriving at about 4, but Jane needs some help setting up so I told her you would be over today to help her,” his mother responded. Jake’s cock instantly became hard at the thought of Jane Stevens, an old friend of the fa...

Seducing the Neighbor Girl Ch. 09

by Midday_Crisis on Sep 25, 2017
Erotic Couplings

I watched Paige as she ran around the small sitting room in our hotel suite. First, she was looking out the window, then she disappeared into the bedroom for a moment. She had a wide smile as ran back to me and wrapped her arms around my midsection. "Does it meet with your approval, Mrs. Douglas?" I asked a bit sarcastically. "It's perfect." She stretched...

She-Male Babysitter

by sirhugs on Sep 28, 2020
Transgender & Crossdressers

[Note to Readers: This is not a story with quick short sex scenes, so if that is your goal, it might not suit you. There are detailed sex scenes, or one long detailed sex scene, take your pick. The use of the infirmary apartment setting is an homage to John Irving's The World According to Garp, which otherwise shares nothing with this story. My thanks to Car...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Marie's Choice

by geopri71 on Sep 17, 2017
Loving Wives

Allen knew something was wrong the moment his wife Marie walked into the room. The kids were at friends' house. He was just watching TV as he usually did on his days off. He had to admit he had let myself go, he spent time at the gym and had exercise as part of his job, but also likes to eat the wrong type of foods. Marie was moody, which was not really unus...

Valentine's Day Dinner

by SnatchALovingwife on Sep 17, 2017
Loving Wives

I'm married to an amazing woman, and this story is about a romantic Valentine's Day dinner. My wife, Erica, is smarter than me. She's also in better shape than me. Our second child was born on a Friday, and my wife was a bride's maid in a wedding on Saturday a week later. She wore a dress that was fitted before she was pregnant. I wouldn't say she is a perfe...

Wife's Threesome with Babysitter

by Hotzforgulz on Feb 26, 2019
Loving Wives

All characters in this are above 18 years old. This is fictional story and doesn't resemble anyone in real life. Please comment as this is my first story. *** Shaju is a perfect full figured woman with a bouncy, milky, natural tits, and firm ass with a figure of (38DD-34-40). She wears a 34dd low cut sports bra whenever she works out, this makes her milk...

Fifty-Three Dollars

by Just Plain Bob on Sep 17, 2017
Loving Wives

Looking back on it I realize that I should have known how it was going to turn out. Back then the little head was in charge and I more or less followed its lead. The little head was like a piece of steel and she was like a magnet that constantly pulled the little head to her. Just the way I met Monica told me everything that I should have needed to know, b...

My Older Boyfriend

by starsinger on Sep 2, 2017
Erotic Couplings

I've had criticisms about the character having 46 DDDs, and being a cow. Guess what, I AM a 46 DDD. Thank you for the compliment. * Further tales of me and Eli. It must have been about 6 am when we heard pounding on the door. Eli had had enough of a presence of mind to lock the bedroom door when he slipped into bed last night. I was suddenly glad. I was...

Sexual Awakening Ch. 01

by Cuck302 on May 22, 2018
Loving Wives

Four years ago my wife Karen became pregnant with our first child. It was an exciting time for us in many ways, one of which being that our sex life improved dramatically once she got pregnant. Karen has always been a very sexual person with a love for kinky fun, but shortly after becoming pregnant her appetite went into overdrive. We started having sex se...