Babysitter Tied Stories

71,076 results
Orientation
Length
Source
Infinite Scroll

Discovered Bound

by sirsemega on Nov 6, 2018
BDSM

Riley grunted into the makeshift gag as she tried once again to free her hands tied behind her. Sitting on the floor in the living room, arms tied behind her and ankles tied in front of her, she had been struggling to free herself for over an hour now. When that didn't work she went about asking, then sternly demanding, and then threatening, and then begging...

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...

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...

Banging the Babysitter

by majicman21 on Sep 19, 2017
Transsexuals & Crossdressers

The alarm clock rang, and Jenny rolled over with a groan to press snooze. Her wife of ten years, Vanessa, groaned back, moving to Jenny to nuzzle against her. They laid there for a few more minutes, the cobwebs of sleep clearing slowly from Jenny's brain. "Morning," Vanessa murmured. Jenny murmured back, turning over again, face to face with Vanessa. She...

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...

The Adventures of Madi Ch. 02

by sexualrelief7191 on Sep 25, 2017
Fetish

"Hi, my name is Madison, or Madi for short. I'm about 5 foot and 3 inches, brunette, cute, and like to have a good time. I'm not exactly like other girls, because I'm bi and have a foot fetish. Yes, a girl can have a foot fetish too. I love feet, and I'm always looking for a chance at another girl's beautiful feet." I glanced over my room, looking for the...

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 Cuckold's Babysitter

by yumacd on Sep 26, 2017
Loving Wives

Hi, I haven't written in a while. The set-up for the sex is probably too long. I'm thinking of continuing the story. Hope you enjoy it. YumaCD === My wife, Tami, has been cucking me for a couple of years now. Most of you Literotica readers have heard the story before... - It started when I revealed my fantasy of watching her with another man one night...

Boundless Love Ch. 01

by trussedandobey on Sep 17, 2017
BDSM

A trigger warning. Although the acts in this story are consensual, there are mentions of rape, which could be disturbing to some readers. ***** Liddy traced her finger over her clitoris, closing her eyes as she sank into her pillows, breathing deeply. Memories of the past weekend, spent naked in a snowy cabin in Vermont alone with Patrick, flooded her mind...

Caught the Babysitter Ch. 01

by Macrotica on Sep 14, 2017
Exhibitionist & Voyeur

It was a coincidence. Both of us had workmates leaving the job that night. In my case Pat, who I'd worked with for years had decided to move on to a company offering more money so naturally there were a few drinks to send him off. The wife was sending off a workmate who was relocating to another country - can't remember which one. Not that it matters to the...