Jerking Off Wearing Lingerie Stories

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Amy Moonlight's Stinky Knickers

by wordyone on Jul 14, 2020
Fetish

I had the panty time of my life. I was assigned the task of photographing the Edinburgh Festival for a fashion magazine, and my accommodation had been sorted out for me by a friend. I climbed three flights of stone tenement steps to a black door numbered twenty-three and rang the bell. The door was opened by a beautiful creature, little more than five feet s...

The Making of an Angel Pt. 02

by AngelLawrence on Jul 29, 2019
Transgender & Crossdressers

This is the 2nd stage of my biography of how I went from vanilla male to shemale slut. All persons are over the age of 18. *** I gulped. The close proximity of the woman and all the pretty lingerie in front of me was making me feel light headed. "What size are you?" She asked. "28" waist 38" chest" I replied. "No silly! What girl size are you?" she...

Made to Obey Ch. 03

by madetoobey on Jun 24, 2019
Transgender & Crossdressers

Reprise. I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. Could I pass the tests? We reached the li...

The Unwanted Houseguest Rebooted 10

by Stormbringer on Aug 7, 2019
Interracial Love

Editor's note: this story contains scenes of incest or incest content. ***** Chapter 10: Poker before Valentine's Day Beth walked downstairs after her morning shower. Her heart skipped a beat when she saw Titus eating some cereal at the kitchen table. The cereal triggered some memory of a dream she had last night involving a bowl of cereal, but her memory...

Caught in the Toilet

by Dennis_St_John on Sep 14, 2017
Transsexuals & Crossdressers

Kneeling on the floor beside the toilet, dressed in lingerie and wearing pink lipstick waiting for the door to open, my mind kept going around in circles to what led me here, wondering if I could have done anything different to prevent it. I remembered sitting on the toilet earlier today looking at my bright pink nylon and white lace panties, resisting the...

Evan & Emily Ch. 02

by cashcrunch on Sep 19, 2017
Fetish

It had been over a month since Emily caught Evan jerking off into a pair of her favourite panties. She had seen the history of his perusal of dirty websites showing female domination and interracial sex. The pictures included women reminiscent of Evan's ex-girlfriend, which had made her angry at the time (blame that Irish, red-headed temper), but that passed...

Chris' Adventures Ch. 01

by curiousone43 on Feb 6, 2018
Fetish

Chris was home alone for a few days over the weekend. His wife was out of town with Rob's wife, who was his next door neighbor, for four days for a girls extended weekend out. While she was away Chris was taking the time to indulge in his lingerie fetish. For the last two nights he had been dressing up in some of Christy's old lingerie, using their toys, and...

Strapon Fantasy Wife

by futupuppy on Sep 19, 2017
Loving Wives

It was hard, but I knew I should be honest with my wife. I told her that I had a fetish for 'chicks with dicks'. Although it made me nervous, I felt like I had to admit that sexy girls wearing strap-ons got me very horny. She was an amazing woman, so that information didn't faze her at all. In fact, she started wearing a strap-on that I had bought her....

Mother in Law to Lover in Law

by deweyflower11709 on Jul 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** My name is Danny Hill and have had had a thing for my mother in law Heather Ann for a long time. She was an attractive woman when I met her, but soon after I married my wife, Heather Ann transformed herself. She lost a lot of weight, she bought fashionable clothes and she cut and...

What a Night

by Anoun_Ymous on Sep 17, 2017
BDSM

It all started out innocent enough...here I was laying in bed next to my wife on this cold winters night, just two nights before Christmas. We had arrived on time to her parent’s house with nothing unusual happening on the way. It had been a pretty dull night and with her parents having gone to bed the two of us and her younger sister had decided to get comf...