Caught Jerking Off Stories

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Orientation
Length
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Infinite Scroll

I. Rising Storm

by thicktimber on Sep 14, 2017
Erotic Couplings

"This is crazy, you know?" She stood half blocking the open doorway and looked at his handsome face intently, vaguely scared. "I know," he said softly, "but it feels crazy right, too." She recognized the huskiness of desire in his voice and felt its echo in her body. Both knew this encounter would end in sex. "I don't usually do this . . . ," she began, bu...

Detention with Ms Marshall - Day 05

by Esprade on Sep 14, 2017
BDSM

Day 5 After what happened in Ms Marshall's detention yesterday, the only thing I could think of all day was what she would make me do next. It was the end of the week, Friday afternoon at last. While everyone else was going to race home when the bell rang, I only had one destination. Knock knock. "Come in." I entered the room. Ms Marshall was standing by...

Mistress Commands Me in the Office Pt. 02

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

Oh god, mistress, my dick is so hard in my panties now. At your command, in full view of the three vid-cams you made me install in my work cubicle, right here in the middle of my work day, with my associates working only feet away, on the other side of the cubical walls, you made me do it. Your commands, your training, your trigger words. My compliance. My s...

Phileas Fogg - A Memoir Pt. 12

by Paris Waterman on Sep 13, 2017
Erotic Couplings

Part Twelve "I truly believe I love you Abigail." "I love you too, Phileas. Now, please tell me why my husband has you here as his guest?" I was silent for a moment thinking furiously. Then I began to tell her a blatantly concocted tale designed the turn her against Sir Baring and grant me leeway to her daughter Nicole. Knowing that the best of lies are...

Mike's Exposure

by DaDudist on Nov 6, 2018
Fetish

*Everyone in this story is 18 or older* *** Kayla closed the door to the well lit bedroom as her and Mike continued to drunkenly make out. Kayla had short bleached white hair that went well with her pale skin. She was a lot shorter than the 6 foot 2 Mike. She wore a white shirt see through shirt that showed off her black bra underneath and a pair of ripped...

A Keg Party

by daddysxlilxsluutttt on Sep 14, 2017
Erotic Couplings

It was a Saturday afternoon and we were in a rush to finish getting ready for the kegger that was at one of your friends' house. You had on a pair of khakis and a blue t-shirt and I had a short black skirt and a tight pink t-shirt. We finally made it to the party, only a couple minutes late. Music was playing and people were dancing. A couple of people sta...

A Letter to Our Pantyhose-Sissy

by Sheermistress on Sep 19, 2017
Transsexuals & Crossdressers

I'm on my bed on my knees, my skirt pulled tight and just a little high, exposing my control-top pantyhose to your eager eye. My feet are dangling over the edge of the bed and you, my little pantyhose-slut, are standing behind me, dressed in your sexy schoolie outfit and mary-janes. Your face is made up in a prissy, sissy, teen-girl way and your hair is fini...

Durango Bootie: The Next Morning

by High Desert on Sep 13, 2017
Group Sex

The next morning Laura and I woke rather early as the sun came up over the mountains. We both headed to the shower and cleaned ourselves of last night’s escapades. We both dressed and went downstairs. As we made our way I heard a shower running and the smell of bacon permeated the house. When we got to the kitchen, Garrett was standing in front of the oven...

My Stepmother's Surprise

by sissybr on Sep 12, 2017
Transsexuals & Crossdressers

This is my first story, so I would appreciate some tips and comments. Please enjoy ^^ * My name is Robert, I'm 18, skinny and not too tall. I've never had much luck with girls, in fact I never dated one and I used to spent my days playing games on my computer and watching porn. Shemale porn. Dominant shemales fucking men. I wish i could be one of those men...

A Blow to Remember

by Denuglepez on Aug 8, 2018
Fetish

You watched me come out the bathroom from the shower wrapped in a towel I suddenly drop it showing you my white chest cyan fur all across my back and the top of my fluffy tail little white swirls running along it. I strutted up to you making sure you can see my hips and tail swish side to side. Your Cock growing and stopping at a foot. I leaned against you w...