Jerking Off Wearing Lingerie Stories

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Strip Poker While Husband Sleeps

by JeremyJones91 on Mar 31, 2020
Exhibitionist & Voyeur

"Yeah a bet is a bet!" my friend Steve said to my wife. I was awoken from my sleep. I was laying face down. My face was buried in the black leather couch of my game room. I could see a faint light coming through the pillows and my arms covering my face. It was coming from the poker table. I forgot it was poker night, and man was I hammered! Coming out...

Patrick's Training Treat Ch. 02

by slowtofade on Sep 16, 2017
Transsexuals & Crossdressers

When the doorbell sounded I sprang up and almost ran over to the door. I pulled it open and smiled at Maria and Ella. Maria was wearing a silk blouse and short leather skirt while Ella was wearing a flowing summer dress. "Good to see you girls again." They returned the greeting, each of them giving me a peck on the cheek as they entered my house. I notice...

The Trip Ch. 01

by Juicy_Ink on Sep 13, 2017
Exhibitionist & Voyeur

Part 1. Hotel My best friend from college, Julie, was visiting Phoenix with her boyfriend, Dan. Her boyfriend was coming over for a company training trip and Julie decided to tag along for a short vacation and also because she hadn't seen me in a couple of years. I was not far in Tucson. And drove up to meet them. I waited till the last minute and the hot...

Caught and Put in Lingerie!

by Everyday2 on Sep 12, 2017
Fetish

My name is Steve. I am a 27 year old salesman who travels around the north east US selling garden tools and supplies to department stores. This means I am frequently in hotels for a few nights a week. I tend to prefer the Courtyard Marriott style hotel - simpler, cheaper, and comfortable. I am 5'7", and about 180 lbs. I am in good condition as I work out o...

My First Time Sucking Cock Pt. 03

by katiecdsub on Sep 16, 2017
Transsexuals & Crossdressers

It was around 10pm by now and he asked if I wanted to spend the night. I was exhausted and excited by what just happened. I was so horny and my cock was still hard. My pussy lips were still engorged with blood and my hole was slippery and craving more. I know that I just took a workout in my virgin behind and it felt so good. All of his big black cock had...

Humiliation Journey The Beginning

by Subkoksukr4u on Jul 16, 2019
Transgender & Crossdressers

It felt like a bad dream. My body was sore from been used by the staff. seems like I'd been fucked constantly the past 24 hours. I was getting used to my large breast implants now, however, the cage on my new huge penis prevented erections but kept me aroused and dripping pre-cum. Madeline arrived and entered my room arm in arm with the doctor. I noticed...

Brotherly Love, Sisterly Love Ch. 02

by sexy_jessie on Sep 25, 2017
Transsexuals & Crossdressers

CHAPTER TWO - THE COSTUME PARTY "RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents were away from the house, we would snea...

It Started with a Jar of Cum

by JoeVartos on Dec 14, 2020
Erotic Couplings

Bre was a college sophomore. One afternoon, Bre was in class in a large lecture hall. The lecture was particularly boring, so Bre was talking back and forth with her sorority sister Amy. The hall was half empty, so there was plenty of space between Bre and Amy and the next closest students. They were whispering to each other, so Bre assumed that no one could...

My Chastity Story Pt. 02

by Digger66 on Nov 6, 2018
Fetish

See Part 1 to understand how I woke up with a cock cage on me. The first four days with the tube surrounding my dick were weird. I always had to sit when I went to the bathroom. There were a few occasions when my mind drifted off to sex and I felt the blood move toward my groin. But the sensation quickly passed. The oddest side effect of the "chastity expe...

Brotherly Love, Sisterly Love Ch. 01

by sexy_jessie on Sep 25, 2017
Transsexuals & Crossdressers

RICHARD My brother and I were especially close, as twins often are. We shared everything, including all our thoughts, feelings, experiences and desires. Even though we were eighteen, we still shared a bedroom too. It wasn't like there were things that we kept private from each other, it was the two of us wanting privacy from the rest of the world. This clos...