Leather Dress Stories

162,452 results
Orientation
Length
Source
Infinite Scroll

Slut: Suzi the Sun Lounge Slut Pt. 03

by NeilMc123 on May 15, 2018
Exhibitionist & Voyeur

I climbed in to the shower with Suzi as the water cascaded down her heavenly curves. Water droplets fell from her upturned aroused nipples, as a sheen of clear water shined her tanned smooth skin. I kissed my wife gently as her lips responded to mine, as we began to softly chew and nibble each others lips. Suzi leant against the tiled wall of the bathroom...

Halloween Transformation Ch. 1

by girlboybootsie on Sep 12, 2017
Fetish

Last Halloween marked a major change in my life and identity. It is amazing how much changed for me on that one day. And it was all a complete surprise! I had been seeing this really foxy girl named Barbie for a few weeks, and I was looking forward to going to the Erotic Ball with her, dressed up as slut and a dominant S/M stud with our gender roles revers...

Feminine Fantasy Come True

by girlboybootsie on Jul 15, 2020
Transgender & Crossdressers

One Saturday morning I wake up and decide to go shopping for some really sexy and feminine girls clothes. I'm what I guess you could call, a "closet cross dresser." Although I have always been too shy to try and pass as a girl in public, I have been dressing up as one in secret ever since my sister first dressed me up as a "joke," when I was a boy. I realize...

The "Dresssmaker"

by Classygloves on Sep 18, 2017
Transsexuals & Crossdressers

I was all excited. The emerald green satin evening gown that I had purchased on Bay was just delivered. I had been planning for months to dress up and attend the gala ball at Fantasia Fair, an event held every year at Provincetown, Massachusetts for transgendered persons and cross dressers. I nervously opened the package and hurriedly undressed to try on thi...

Crossdresser Fantasy Come True

by girlboybootsie on Sep 11, 2017
Transsexuals & Crossdressers

One Saturday morning I wake up and decide to go shopping for some really sexy and feminine girls clothes. I’m what I guess you could call, a “closet cross dresser.” Although I have always been too shy to try and pass as a girl in public, I have been dressing up as one in secret ever since my sister first dressed me up as a “joke,” when I was a boy. I real...

Transformed Into A Shemale

by girlboybootsie on Sep 13, 2017
Fetish

I was 18 when I first had sex with a man. This is the story.... I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have be...

Summer Camp Summer Break

by Nogrod63 on Sep 14, 2017
Group Sex

The buses were waiting, low rumbling growls coming from their engines, anxious to be on the road. Outside, girls and counselors were making last goodbyes. For this group summer at Starry Sky Ranch was over. Tears were flowing and hugs were exchanged as the girls slowly made their way to their buses. Soon three weeks of camp would exist only memories, journal...

Kandra & the Leatherworker

by drool on Sep 14, 2017
Sci-Fi & Fantasy

One day Kandra was sent to meet Marona Sedai in her quarters. This was quite unusual to send for a certain novice, but Marona had specifically asked for the new novice by the name of Kandra. When an Aes Sedai said jump a novice is supposed to ask 'how high.' Kandra tried to be as quick as possible, as she knew Marona just a little and didn't want to make her...

Halloween Transformation Ch. 3

by girlboybootsie on Sep 12, 2017
Fetish

I need no urging, and I feel a thrill slipping into my sexy leather dress and feeling it mold to my jutting boobs as Barbie zips it up for me from behind. I then thrill to the feel of my long leather boots sliding up and hugging my smooth stocking clad legs. Barbie then asks me to help her slide on her own outfit, and it is a real turn on to help her slip i...

Slut: Starts Dating Again Pt. 01

by NeilMc123 on Sep 26, 2017
Loving Wives

My husband has been pestering me quite a lot recently to resume my dating activities. You may recall a few of my adventures as a hot wife playing the field extensively, but recent work and family commitments brought an end, be it temporarily, to my extra marital activities. My husband loved to dress me for my dates, encouraging me to wear the most provocativ...