Spanking Babysitter Stories

25,290 results
Orientation
Length
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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...

Black Rainforest's Chronicles Ch. 01

by sabertoothtigercub on Apr 10, 2018
Novels and Novellas

Prologue "I swore loyalty to the protectors, Guild of Black Rainforest City in the Kingdom of Jundoest. I swore I will protect citizens against any form of violence. I will protect the weaks, poors, widows and orphans." Serment of the protectors, 2615. I love the old french word of serment. As an historian, I could tell this guild had done a good work, a...

The Ten Thousand Dollar Decision

by spankedhusband on Sep 13, 2017
BDSM

This is a true account. I choose that word carefully, for this is not a 'story' or a 'fantasy' as, it seems, are most stories on the internet – and elsewhere. My wife, Gloria, is a woman that is considered by all who see her, as what's referred to as a 'fox' – 5' 4" tall, 120 lbs in weight, with a trim, athletic body. With a quintessential 'bubble butt', a...

BabySitter has a Boyfriend

by Ashson on Sep 25, 2017
Erotic Couplings

Quite frankly, I don't consider the whole thing to have been my fault. OK, I know that the parents I sit for have their rules and that I'm supposed to obey them. I understand that. It's just that sometimes situations arise when you have to bend the rules a little. That was all I intended – to bend one little rule just a teeny bit. It all centred on Bobby, m...

BabySitter Grown

by Ashson on Sep 25, 2017
Erotic Couplings

Babysitters are useful people. At times they're almost like one of the family. If you use the same sitter for a number of years you watch them grow, along with your own children. Of course, they're not your children so you don't pay as much attention to them as you do your own, so it always comes as a bit of a shock when you realise they're no longer pre-adu...

The Hot Babysitter

by HornyKid45 on Jul 13, 2019
Amateur

(It is implied that all characters in the story are atleast 18, and at no point am I implying that any characters are under 18) https://youtu.be/zNtBUerpNcE ======================================= It was hot Saturday night in the fall, and your parents wanted to go out on a nice date. They wanted to get dinner and then go watch a show in the city, which mean...

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The Worst Story Ever

by XicotencatlSmith on Sep 13, 2017
Erotic Couplings

AUTHOR'S NOTE: I've made an effort to make sure this is the worst story ever. Hackneyed, unoriginal, disjointed, etc. I apologize if any of the punctuation or usage is correct. If you chose to vote, Please give this story a one. I'd appreciate any comments about how to make this story worse (Sorry, more bad.) * * * * * Thrash Maxim pulled his monster truck...

My Babysitter

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

I could feel the warm cock in my mouth, it throbbing between my lips. It tasted so good I never wanted it to end. Of course it did, however. Just like every other morning I awoke my fantastic dream to my bed with my hand in my pants, partly dissatisfied because I had another homoerotic dream, and partly dissatisfied because it wasn't real. I really liked the...

The Seduction of Jean Johnson

by SteveLee1146 on Sep 12, 2017
Novels and Novellas

Jean and Jim Johnson were both products of parochial, conservative small towns in the Midwest. In those areas, right was right, wrong was wrong -- and nothing was in between. Of course, actions frequently differ from religious and moral beliefs, but both Jean and Jim were closer to the regional ideal than most. This was particularly true of Jean. Her father,...

Tommy Has a Babysitter

by Charles Petersunn on Sep 25, 2017
Mature

This is a story of a somewhat odd relationship. It might not be the cup of tea for everyone, but that is, of course, the nature of erotic fantasies. We all have quite different fantasies, and not all of them will I enjoy or expect you to enjoy. This story is classified in the May/December (mature) genre. It also has CFNM and submission themes. For those who...