Jerking Off Wearing Lingerie Stories

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Through the Window

by softandshy5 on Nov 18, 2019
Fetish

Becky and I met during our Sophomore year of college. We both majored in business and wound up taking many of the same classes together. She caught my eye immediately the first time I saw her walk into the classroom. She is about 5'2" with long beautiful brown hair. She has a very fit, petite frame that I just love. Her boobs are small and perky, her ass is...

Valentines Week: Monday

by D-Man on Sep 16, 2017
Erotic Couplings

"Honey, I'm home," Tom called out as he walked in the door. He took off his coat and hung it up, setting his briefcase by the small table in the entryway. Dropping his keys on the table, Tom picked up the days mail and leafed through it. "Nothing but bills," he muttered, dropping the mail back on the table. He walked through the entry way and into the living...

Blackmailed Pt. 05

by cdsissybambi69 on Sep 18, 2017
Transsexuals & Crossdressers

I was sitting in the passenger seat of Hannah's car as she drove us home. "Look at this picture. Oooo look at this one. No this one," I said as I was scrolling through the hundreds of pictures the waiter took in the restroom. "We look so damn hot with that dick in our mouth," Hannah said with a lot of enthusiasm. "Hell yeah. Do you mind if I tweet a few...

The Ride of a Lifetime

by CuriousJ95 on Nov 6, 2018
Transgender & Crossdressers

Hi everyone, this is my first attempt at writing. I hope you enjoy and I can't wait to get some feedback from everyone. Please be honest in what you think...I can take it. This is a true fantasy of mine. *** I'm a curious man that is married to a wonderful woman but as time has passed our sex life has diminished quite a bit. We still occasionally enjoy...

Veiled Desires

by peterpeck on Sep 24, 2019
Mature

Let's face it, everyone of us fantasises about sex - and I'm no exception. Whether you're making love to your wife's best friend, a complete stranger or one of those gorgeous porn-queens off the internet, it's a fact of life! Some 'lucky bastards' get to act out their flights of fancy, but in the normal course of events these daydreams tend to remain exactly...

Housewives' Choice

by Adam Kilmer on Sep 11, 2017
Group Sex

It was because I worked at home for a software company that I became friendly with the group of housewives who met every Wednesday afternoon. We all lived on the same street and I soon realized that these four women met at the house across from mine while their kids were at school and their husbands were at work. I saw them from my home office window, arriv...

Being a Wife to My Wife

by TammyPanty on Mar 19, 2018
Transsexuals & Crossdressers

My wife and I have been married for over seventeen years. The circumstances under which we live evolved over the first six years of our marriage to a point that makes me so comfortable in my role as the feminine half of our relationship I will forever be grateful I found the woman I did who allows me to fulfill myself as the pretty girl I am. Growing up as...

Lingerie Surprise

by Dstorm93 on Feb 11, 2019
Erotic Couplings

It was a bright sunny Sunday; Claire decided to bring her boyfriend out for a window shopping in a mall nearby. Her boyfriend had a long hard week at work, so Claire decided to bring him out to spend some time with him. She held him arms as both of them walked slowly, along the numerous shop lots present in the mall. She was has having some small talks with...

David's Scottish Cousins Ch. 04

by Thorilla on Sep 14, 2017
Fetish

Mary McAllister, my hostess, decided I could do with cleaning up as I was stinking of vaginal fluid from orally pleasuring the previous four ladies. My face and hair were so sticky. "It's no good Davy we'll have to give you a wee shower." I followed her upstairs staring at her curvaceous bottom delightfully encased by her green and blue pleated tartan skirt...

How Had I Ended Up Here Ch. 03

by Azrael95 on Sep 12, 2017
Erotic Couplings

John woke the next morning, yet Susan wasn't beside him. She was walking around in the lingerie she was wearing last night. She was rearranging the wardrobe. She had a pile of Clare's clothes on the floor and was modelling one of her dresses. She dropped it to the floor and looked herself in her lingerie. "There. That's better." Susan said. "Oh, you're...