Crossdressing And Smoking Stories

359,753 results
Orientation
Length
Source
Infinite Scroll

Love in Black and White Ch. 01

by MeredithEighty8 on Sep 13, 2017
First Time

Love in Black and White -- Chap 01 Young innocent, away from home and parental constraints for the first time, encounter two drastically different men who awaken her sexuality. ************************************************** I was the first of three housemates to move into the rental house that students typically occupied during the school year. The ho...

Beer Run

by toomuchinmyhead on Sep 16, 2017
Group Sex

"No thanks, not yet," I said, and passed the joint to my wife. "We're going to need beer, and you three are already in no shape. But save some for when I get back." I stood, grabbed my keys. "The way you guys are drinking we're going to run out, and I'd better go before we're all sloshed." I leaned down to kiss Jenn, and left to cheers from our good friends,...

Tex and Tamara Ch. 02

by NTsarina on Sep 14, 2017
Transsexuals & Crossdressers

Part 2 Natasha Tsarina Sorry for the delay in posting this story. If you haven't read the first part I suggest you do. A special thanks to the person who helped me with the text, you know who you are. "Are you sure you want to do this?" asked Tamara. Tex put his arm around her in the back seat of the taxi, "Sure I am. You met my parents and now it's my...

Feeling Kind of Lucky

by Hornyman69WithU on Sep 1, 2017
Group Sex

Back when I was in college, I met a gorgeous young girl at an outdoor Jazz Festival in my home town at the end of Summer, just a few weeks before I would return for my senior year at the university in the opposite end of the state. As Stanley Turrentine honked some righteous riffs on his sax, I spotted an exceptionally tall, slender blonde standing some 75 f...

A View of Alcatraz

by AnneArbor on Sep 1, 2017
Group Sex

Back in the 70's, in that decade of post-Pill and pre-HIV, I was a first year grad student at Berkeley when I met a new assistant prof in the history department. Jed was a few years older than I was, and he was a real product of the 60's: a bushy bearded and somewhat stocky teddybear kind of a guy who loved his dope and loved the sexual freedoms that emerged...

My One Big Affair Ch. 03

by Catmoore on Aug 31, 2017
Erotic Couplings

It was the perfect room for the start of an affair. Big, bright and beautiful with views across Park Lane to Hyde Park it was the perfect accompaniment to the meal, our circumstances and our desires and the most wonderful contradiction to the sordid fumblings we'd had in the woods and in our cars. "Oh Jack it's beautiful," I whispered as we glided into each...

Vanessa's Adventures Ch. 01

by vanessa.evans on Sep 12, 2017
Exhibitionist & Voyeur

About a week after I posted my job application I received a letter from Jon and got all excited reading it on the bus on the way to work. In the letter he explained that the job would not be very demanding, and wouldn't pay much, but there again, I wouldn't have much to buy, as he would buy everything for me. He also explained that I should expect to be puni...

Hostess with the Mostest Ch. 05

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Chapter Five - Cruella DeVille The slim genteel lady was dressed in a navy blue stewardesses uniform. Her form-fitting jacket had gold piping along the lapels and cuffs and a pair of gold wings clipped to her right breast. Her shapely legs were clad in gossamer black stockings and her feet shod in four-inch black patent leather high heels. She had perfectly...

Remembering Tomorrow

by carl420 on Sep 12, 2017
Erotic Couplings

John loved to masturbate. He was in the shower at his home in San Diego. It was a million-dollar home left to him by his dying father. It was a huge house with luxury materials. The house had made numerous articles and was even shown in "Southern Living." The house was built high on a hill, overlooking Mission Bay. And the shower, it was one of his favorite...

Grandma Gets Pierced

by JhMcKn on Aug 18, 2017
Fetish

I heard Barbara hollering as I came in the house. "You motherfucking old bitch. You just can't stay away from the liquor. What the fuck is the matter with you?" She and father were out on the back porch. Agnes was hanging with her arms up in the air fatsened to a beam going across the porch and her legs in a spreader bar. She was dressed in a black cut out...