Tight Leather Pants Stories

275,382 results
Orientation
Length
Source
Infinite Scroll

Shemale Adventure Ch. 1

by girlboybootsie on Aug 18, 2017
Fetish

You: early 20's, tall boyish good looks with a lean and muscular body. Dressed in tight leather pants, from behind your tight buns are revealed by the shiny black leather, as are your cock and balls from the front. You are wearing black leather boots and a denim shirt that refuses to hide your strong broad shoulders. Me: early 30's, tall, blue eyed, consid...

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...

Katie Caged

by katiewhore on Sep 17, 2017
BDSM

I didn't think places like this actually existed, or if they did, I figured Berlin, San Francisco, Amsterdam, some other den of sin, sodomy and vice....but Melbourne? Well, there I was so there you go. To be fair the 'dungeon' I was housed in was just a converted brick garage on a half-acre block in the inner eastern suburbs, not actually within the bowels...

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...

Infidelity Gets Out of Hand Ch. 02

by johncockenfurs on Sep 14, 2017
Erotic Couplings

After the night Emma sucked my dick, I tried to avoid her for awhile. She apparently sensed I needed the space and didn't push the envelope but didn't stop dressing as she did either. My wife had no idea what was going on but I felt guilty so I initiated sex more than usual. My wife wore a lot of leather out and about too but even at 30 was a bit more tone...

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...

My Nextdoor Neighbor

by johncockenfurs on Sep 12, 2017
Mature

I have always had a fascination with women in leather, ever since I can remember. It started with leather pants and skirts, especially mini-skirts and then over time grew to include boots and heels, gloves and now it is covers about everything. I can see an older woman who is not in great shape wearing a snug fitting leather coat and I get a raging hard-on....

WS2: Kimberly...

by stephfan2k2 on Sep 17, 2017
Celebrities & Fan Fiction

WrestleSex Series (Story #2) KIMBERLY GETS SATISFIED (Day Two) What a day it had been, John thought to himself. How could anything possibly top what he had experienced. John was about to find out as he rang Kimberly's doorbell. Kim answered wearing a pair of supertight black leather pants and a black tube top, pushing her breasts together. Kim welcomed Joh...

Infidelity Gets Out of Hand

by johncockenfurs on Sep 14, 2017
BDSM

This is the story of how I became a slave to two women at once... I am an attorney in a mid-sized firm in Chicago and my old, but incredible, secretary had just retired and it was time to interview candidates for her replacement. Human Resources sent me the resumes of ten women to look at. I discarded five right off the bat and decided to interview the...

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...