Masturbating Wearing Lingerie Stories

190,682 results
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Babysitting with Benefits

by Darkforeboding on Sep 13, 2017
Toys & Masturbation

My boyfriend and I love watching porn videos, but I have to smile when we see one where somebody seduces the babysitter. The reason I smile is because it isn't ever the way they show in the movies. I know, because it happened to me. I know that a dirty movie isn't realistic; it's just somebody's fantasy on film. But I can't help but think about it because i...

Giving Nikki Away

by samson801 on Sep 26, 2017
Loving Wives

It began when I was deployed last year. Fortunately I was sent to Louisiana and not overseas. Still, being 16+ hours from my wife, whom I had been with for four years, was not an easy pill to swallow. Thankfully Nikki surprised me with some sexy pictures to help "get me through." She said she'd rather I fantasize about her than some porn star on the Internet...

Caught by the Lodger

by SuzieR on Sep 13, 2017
Transsexuals & Crossdressers

Having split up with my girlfriend about six months before, I was getting a little bored of living on my own. I'm a 29 year old guy living in South London and I thought it would be a good idea to get a lodger. I had a spare room that was empty, the company would be good and the extra money would come in handy. I put an ad in the local newspaper and within a...

Home in the Hills Pt. 01

by ValoryG on Dec 10, 2019
Transgender & Crossdressers

All names and characters in this story are fictional and have no connection with any actual person living or dead. ***** Jonathon Worley is in his sophomore year at Onanoma State University, majoring - at least for the time being - in art history. He's the third child in his family, and after his parents paid for the first two to go to college, there was...

Knicker Chick

by sammican1 on Sep 13, 2017
Fetish

It's the feel, I think, more than the appearance. Yes I'm interested in how they look, but I am more interested in the touch. Sure, the cut, the style, how much is covered and how much is revealed are important, but nowhere near as much as the sensations I receive. I get so aroused by simply holding the garment in my hands that sometimes it's nearly impossib...

Tell Me what You were Thinking Ch. 03

by trixie_leigh on Dec 17, 2017
Transsexuals & Crossdressers

I'm on my knees. It's Halloween. We're at a party. I'm dressed like a slut. Which, I guess I am, since I'm on my knees. Giving blowjobs. It was only supposed to be one. You said a friend of yours from work would help me live out "my fantasy". Really, it's your fantasy for me. My fantasy is much simpler. You let me dress in panties and sleep in lingerie. And...

Shopping Spree

by stateofdenial on Sep 14, 2017
Fetish

I walked up to the lingerie store at the mall first thing in the morning hoping that it would be fairly empty. I thought of the task I had been set upon to perform. I was to buy a pair of panties and report back to my online Mistress. Looking inside the store was completely empty except for a young lady fixing up a display. I nervously walked into the store...

Sissy Maid Son Pt. 03

by Robyn228 on Oct 21, 2019
Transgender & Crossdressers

Note: This story is entirely a work of fiction, and should only be viewed as a fantasy. Any similarities to actual events or people are entirely coincidental. All characters are over 18. ***** Peter stood there looking at the black stilettos, with so many questions on his mind. He wondered why his brother would ever own stilettos, much less why their mothe...

My Real Life Crossdressing Experience

by TammyPanty on Sep 13, 2017
Transsexuals & Crossdressers

I have dressed in lingerie since the age of six. For as long as I can remember I have been fascinated with the idea of being a girl, and many times I wished I was one. As I grew older and moved out on my own I began to buy my own lingerie and learn how to apply makeup. I have had my makeup professionally applied and when I looked in the mirror with my wig on...

"Oops, Sorry," Dean Flashes Wife #2

by SusanJillParker on Sep 26, 2017
Toys & Masturbation

Dean manipulates his wife for her to unknowingly flash his friends her naked body. In the way she turned to look at Dean when giving him that come hither look, obviously Kim couldn't believe her husband allowed her to go to bed alone and horny again. How could he stay downstairs to watch television when she was a little drunk and a lot horny? Definitely she...