Stories Of Fucking The Babysitter Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

A Natural History Of Desire

by Vikarius on Sep 14, 2017
Erotic Couplings

Author's note: all characters in this story are well over the age of 18 – including the cat, who slept through the whole thing, any way. I was saying, "uhh, unhh, ahhh, unhhh, UNHHH." Meanwhile, Joan was saying, "uh uh uh uh, OOOH, ah, ohh, baby!" "Oh baby, oh, UHH, unhhh, aghh, uh – uh ," I said. "Oh ahh?! – Ohhhhhhh - I'm gonna come!" "Oh god, do it lo...

Cheerleader's Mom: Mom's Lap-a-Thon

by silkstockingslover on Nov 25, 2019
Illustrated

Summary: Submissive Mom has five visits in marathon fuckfest. Note 1: Thanks to hfernandez1983 for doing the visuals for this story. Note 2: Thanks to Tenzin, Robert and Wayne for editing. Recap: In Part One, A POWER SHIFT: 39-year-old mother Michelle decides to try on her daughter Allie's slutty cheerleading outfit. Once she has it on, she begins fuckin...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Taking a Chance

by wutmytvben on Jun 11, 2019
Novels and Novellas

Here I am, standing in a bus terminal, my two preschool children standing on either side of me. We are waving at a bus as it pulls out of the loading station. We cannot see inside the bus. We are hoping that mommy can see us waving to her and that she is waving back. My heart is in my throat. My stomach is in knots. I would probably be panic stricken except...

Navy Nurse Ch. 16

by Bodington on Jul 27, 2020
Novels and Novellas

At the next weekly luncheon date after her date with Hank Doran, when Diana met with Makayla Brown, her best friend, and classmate at the School of Nursing of the University of Michigan, she had lots of happy information to impart. She described all the details of her spectacular date with Hank Doran. She listed all the attributes she discerned in him. Final...

Brad's Road Trip Ch. 11

by SpotInTheSand on Sep 11, 2017
Erotic Couplings

Note: This is the 11th chapter in what will be a fairly long series. If you haven't read Chapters 1-10, this section won't make any sense. I mean, the sex scenes will mostly stand alone, but there's a pretty significant back-story. Anyway, thanks for reading! Feedback is appreciated! Special thanks to AnInsatiableReader for helping me clean it up. Anyway.....

Descent into Darkness Ch. 02

by JSmith82 on Sep 15, 2017
Loving Wives

Thanks to everyone who commented. The attempt here is to tell a story. There will be more parts including Jim's take on the whole thing and later on, what happened afterward. All comments whether good or bad is gratefully accepted. * Okay, before I start, let me say my entire life I have been a fraud and a hypocrite. Yes, it is true I met and fell in love...

Awakening: 7 Slutty Blackmail Tasks

by silkstockingslover on Mar 20, 2018
Illustrated

Summary: MILF's sexual awakening by being forced to do 7 slutty tasks. Note 1: This is an April Fool's Day 2018 Contest Story so please vote. Note 2: Thanks to DARKBREEZLY for collaborating with me and creating all the illustrations that bring this story to life. Note 3: Thanks to: Tex Beethoven, thor_p, Robert, and Wayne for editing. Note 4: A warning:...

The Babysitter Gets Caught

by Jay142 on Aug 8, 2018
Exhibitionist & Voyeur

Dan and Leslie had been married just over seven years when their marriage hit some bumps in the road. They both worked full time jobs, and now had two young boys. The pressure of work, marriage and children put a stress on their lives and had a similar effect on their sex lives. What was once a hot, romantic sex life with some spice of kinkiness had now turn...

Babysitter Cupcake: MILF Cuckqueaned

by silkstockingslover on Feb 26, 2019
Fetish

Summary: College girl seduces wife and then fucks husband. Note 1: I have been asked by a number of people for a couple of years to write a cuckquean story (which made me look up what cuckquean means). I had begun attempts on one a couple of times over the past couple of years, but I set them aside when the plots didn't work. Then after a few more requests...