Babysitter Stockings Stories

43,783 results
Orientation
Length
Source
Infinite Scroll

Koko Gets The Job Done

by buffaloraven on Sep 16, 2017
Group Sex

I hadn't known Koko that long, but that's the glory of a university town: plenty of new faces all the time, and lots of them hard up for money, and with the spare time to earn some. And I'm not talking about sex, pervs. Well, at least not PAID sex. But we'll get to that later. As I was saying, Koko had moved in up the street from me earlier that summer wit...

Having a Babysitter Ch. 03

by mattchat33 on Sep 12, 2017
Mature

The next few days I thought about Sarah more and more, remembering the wonderful time I had with her the last time I drove her home from our house after babysitting. I kept on wondering whether I would be able to spend some more time with her and hopefully have even more fun with her. However there wasn't any opportunity for my wife and me to use a babysitt...

Adventures in babysitting

by Ashley16 on Feb 18, 2017
Exhibitionist & Voyeur

Summer, an incredible time of year. Exams were over, the school year was coming to an end and all that was on anyone's mind was parties, gossip and sex. I was no exception. I'd lost my virginity last year at my friends house party, while half the party listened from outside the door. This earned me quite a reputation, first as a slut ready to fuck half the s...

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Bangin' The Babysitter

by TheSandyRavage on Dec 14, 2020
Erotic Couplings

The temperature was humid, the air thick, and the sun bright, which only made Mike's mood worse. He was sweating and cursing under his breath. The babysitter had just canceled on him. He ran his hand through his beard, trying to figure out the right move here. His wife was visiting family and he was stuck with their 5-year-old, but he'd had plans to stop by...

Twenty-Two More Questions

by silkstockingslover on Jan 20, 2020
Reviews & Essays

Twenty-Two More Questions Summary: 22 questions asked by readers answered. NOTE: Thanks to Tex Beethoven and Robert for editing. I wrote the essay Twenty Questions in December 2017 and Twenty-one More Questions in 2018. I answered the following questions, in case you want to read them. 1. Are you really a teacher? 2. How often do you wear nylons? 3. Wh...

Babysitter Caught on Tape

by mary1000 on Sep 14, 2017
Erotic Couplings

I work from home, and had mislaid my keys for my desk so decided to check the houses security videos, to see if I had put them somewhere stupid. Sitting down to go through them my stomach did a flip when watching back last fridays tape of the kitchen, onto the screen came our babysitter, Jess, with a man I had never seen before. He looked a good few year...

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...

Ryan Paevey: The MILF Lover

by NicoleChiTown82 on Sep 14, 2017
Celebrities & Fan Fiction

Prologue: On a hot day in Sunny California a young woman named Savannah Jade was arriving at LAX to start a new life with her 4 year old daughter. She was a beautiful woman with full luscious breasts that filled out any top or dress. Her body was the perfect blend of curves. Her breasts were a 38dd and she had a 25" waist with a 42" hip. It had been 4 ye...

Doing the Babysitter

by Stone Burke1a on Apr 29, 2012
Swinging

John was running late; the last thing he wanted was to have to pay the babysitter for staying late. It sucked that his wife had left him just when things were looking up but he consoled himself with the fact that she did not take the boy with her when she left. It was not an easy life these days but he wanted to make it work and not just for his son's sake b...

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I Am the Night

by Sean Renaud on Sep 13, 2017
First Time

"Don't think I don't know what you're doing here Harold." Jessica said standing in front of the mirror and putting the final touches on her make up. "You're not nearly as clever as you like to think you are." "Whatever do you mean my dear wife?" Harold called back from the bedroom. He was sitting on the edge of their bed furiously putting a few final detail...