Babysitter Teen Stories

13,164 results
Orientation
Length
Source
Infinite Scroll

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...

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...

Vacation

by MetropolitanDenial on Dec 6, 2017
Erotic Couplings

Rose and Owen Harper saved up all year for their big family vacation. This year, they'd be taking their four children - 20-year-old Dean, 18-year-old Finn, and 15-year-old twins Lucy and Lily - to Florida. They were thrilled at the idea of taking the kids to the central Florida theme parks, spending time at the beach, and, most importantly, having some roman...

Open in Reader

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...

Mandy's Sexcapade: The Hot Babysitter

by Syzoth on Dec 11, 2018
Group Sex

Author's note: this story was originally posted as "Mandy's Sexcapde: The Hot Babysitter". Due to overwhelming positive feedback, I've decided to make "The Hot Babysitter" into its own series, which will run concurrently to the "Sharing My Wife Amanda" storyline. Thank you for taking the time to read my works! -Syzoth **************************************...

The Babysitter Has A Dick

by mr.z on Feb 29, 2020
Transsexual

Ricky Sampson is your average 18 year old boy. He lives with his parents and baby brother in a house in Nevada where he goes to school and works part time at a water park, it's Nevada the town gets really hot all year round. Ricky looks like a typical computer science nerd, with his glasses, black hair and pasty white skin but he wants to be anything but a s...

Open in Reader

Cassie's Life: The Babysitter

by estories69 on Dec 24, 2019
Loving Wives

"Oh yes, oh, it feels so good!" screamed Cassandra Adams as her husband Henry was pumping her pussy with his large cock. "Hmmm, Henry, faster, faster, I'm about to cum!" Henry's cock was going in and out of his wife's lovely cunt while his fingers were fucking her asshole. He loved to fuck his wife doggie style. Cassie loved it too. She was a freak. She lo...

The Reawakening of Dr. Clark Ch. 10

by The_Maestro_Braddock on Sep 13, 2017
Erotic Couplings

Dr. Clark answered the door in a pair of khaki linen shorts and a green t-shirt. His face conveyed a tired anxiety, the kind that grew out of a sleeplessness spent rehearsing what he was going to say. Mallory, on the other hand, was the picture of relaxed cheerfulness. Her blond hair cascaded over her shoulders, clean and well kempt in an unfussy manner. Sh...

Anal Punishment for Cheating Lovers

by libidinal on Sep 12, 2017
Anal

I had been waiting at the airport for hours when I finally heard the announcement that my flight had been cancelled and there wouldn't be another one until the next day. I was going to visit my sister in California but now my departure would have to wait until tomorrow. So I headed to the parking garage for my car and headed home. When I opened the front d...

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...

Open in Reader