My Babysitter Stories

336,266 results
Orientation
Length
Source
Infinite Scroll

Ashley's Revenge Ch. 05

by TallMarriedMan on Sep 25, 2017
Mature

"You gave her a what?" my wife Katherine screamed at me as I grabbed a bottle of ice cold Mexican Coca-Cola out of our fridge. We'd just gotten back from the barbeque over at Ashley's parents' house and she had asked me how my chat with Ashley had gone. I told her about how Ashley's dad came up with the internship idea and how I had agreed to give it a shot....

Julie's First Time

by applevalyan on Sep 12, 2017
First Time

Hello all! My name is Julie, and Valerie has convinced me to tell her of my first time. Of all the stories I've read and of hearing of other girlfriends' first time, mind is of one extraordinary weekend of many first times. I've told Valerie as much as I can remember, so she can put it in "Literotica". It all started 4th of July weekend in 1975. I had just...

Tamed at the Office

by creepyrj on Sep 17, 2017
BDSM

So one day a chick asks me to make her a star. i hope that this does and she enjoys it. She asked me to make her a dirty little girl in this, and i think i may have. Comments and votes are appreciated. Have to thank Bree again for her editing and don't be shocked if i decide to go on with this one. as always folks enjoy the show! It started off simply enoug...

Something Wicked

by Mrs.Kitty on Sep 2, 2017
Erotic Horror

Another plate of something expensive that I just picked at, but never really ate. Another conversation droning on around me that I wasn't really trying to be part of. Another boring dinner with co-workers that I didn't really know, and didn't really want to know. Typical Wednesday night for me. It had been like this for the past three months, every Wednesday...

More than Convenience Ch. 03

by Maddisyn on Jul 16, 2019
Erotic Couplings

Red wine, chocolate and a massage Doctor Love's Practice is a convenient part of Jennifer's unattached lifestyle. In her first story, her glamourous and exciting executive role in cosmetics left little time or interest in personal relationships. Jennifer experienced just how wicked Maddisyn's massages could be in her following story. She has another appoint...

On the Run Ch. 02

by Cartman94 on Sep 14, 2017
Transsexuals & Crossdressers

Warning! This contains incest, more accurately mother-daughter (trans son) incest. If this does not turn you on, this story is not for you. Otherwise, enjoy. This is the second chapter in the series "On the Run". It is recommended that you read the first chapter as well. For people who may be reading this a second time, I have added something at the end. It...

Kerry is in Control

by Nomean_feet on Apr 14, 2020
Fetish

'Where's my massage tonight Adam?' asked my wife playfully as we sat down to watch the TV. 'Oh... of course... sorry darling.' I replied, jumping to my feet and running upstairs to collect the various oils and creams that I used to massage my wife. Upon my return to the living room, Kerry (Kez to her friends) had taken up her position on the sofa - she moti...

It Started With A Date

by ArtyGee on Sep 12, 2017
Transsexuals & Crossdressers

If the idea of feminized men, transsexuals, crossdressers of sex changes offends you, then stop now, this story is not for you. This is a work of erotic fiction. Any resemblance to real people and situations is entirely coincidental. All of the characters in this story are over the age of 18. I appreciate getting feedback, both positive and negative, as...

Wife and I Get a Roommate Ch. 02

by tonyl65 on Sep 25, 2017
Group Sex

It's been about a month since we started to spice up our sex lives. The sex was getting better and better as Carol honed her dominatrix skills and I became more submissive and compliant. We didn't always play 'the game', but when we did I was getting more and more into it. One night, after a great bought of sex, Carol was spooning me from behind, slowly gr...

New Friends

by m_storyman_x on Sep 12, 2017
Erotic Couplings

The early summer sun alternately blasted in the side window and windshield of my car as I wound around the twisty back road. The road ran along the top of the ridge overlooking the current river, over three hundred feet below. It wouldn't be a good place to go off the road, but the view was breathtaking, looking over a series of ridges that stretched for mil...