Cross%20dressing Stories

43,513 results
Orientation
Length
Source
Infinite Scroll

Changes Ch. 02

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Notes to Reader: (1) A lot of this is fiction; much is fact. (2) Cross dressing in marriage is a difficult situation; acceptance of it comprises three entities: husband, wife, couple. (3) Nobody CHOOSES to be a cross dresser, so please don't demean yourself (the reader) by macho dismissal and criticism. Lawyers, plumbers, truckers: anyone can be one. Most...

A Little Something Important

by LiteratureQueen1203 on Sep 25, 2019
Erotic Couplings

"Hey, Deanne," said Lana. I looked up at my best friend since junior high, my best friend in the whole wide world, someone I am honestly so grateful for in my life, because she has been there for me through thick and thin. I don't know what would have happened to me without her, especially during my moody teenage years. Lana was a natural blonde with long...

Hot Sex Instead of Dancing Ch. 12

by SusanJillParker on Sep 12, 2017
Transsexuals & Crossdressers

Please give me the support of your vote. * Wanting to look pretty, Walter has the uncontrollable urge to dress as a woman again. Sunday, the day of rest, Walter reflected over all that happened during the weekend. Linda had hot sex with his three friends, Jim, Henry, and Tom. Tiffany abandoned wearing her sexy nightgown to clean her kitchen in her even mo...

Woman Cross Dresses for Power & Sex

by SusanJillParker on Sep 16, 2017
Transsexuals & Crossdressers

Tucked in the far corner of a dark, dancehall parking lot, Sarah, also known as Robert, was having sex in a car with Joseph, also known as Josephine. Having sex in a car was no big deal. A lot of couples have sex in cars. Yet, if a passerby could see through the steamy windows, a sight to behold, even at a Halloween Masquerade party, which this wasn't, they'...

Cock Tease Detention

by TeasedToTears on Sep 16, 2017
BDSM

I was almost out of the room when my English teacher, Miss Cross, called me back in. "Where are you off to, young man?" she asked me directly. It was Friday and with only a few weeks left in our senior year, we were all off to parties just about every weekend. College was just around the corner and we were all out to make the most of our last few months to...

A Mage's Tale Ch. 12

by NeoShade on Nov 25, 2017
Sci-Fi & Fantasy

"Nameless?" A shapeless voice calls. "Nameless!?!" It calls again, male tones added. "What? Majesty??" I ask opening my eyes. "I called you a number of times. I was trying to get your attention without disturbing her." He says pointing at Cladoria. "What are they doing?" "I have no idea." "What are you doing?" "Like you I didn't want to interrupt. I mu...

The Novice

by pollyplummer on Dec 31, 2017
BDSM

He wanted to join The Club. Heaven knows how he found out about our rather kinky activities, but he had, and he wanted in. His qualifications were weak, to say the least. Lots and lots of fantasies, very little reality. He wanted to become initiated and participate as an active member. I knew the kind. He had experienced some light bondage, usually while ge...

Instruments

by KevinSir on Sep 17, 2017
BDSM

Another drop of water fell on Sara's head. She could feel it quickly work its way across her scalp, since it was already wet with sweat. The drop then made it to her forehead, working its way down her nose, finally dripping onto the red ball gag she was firmly biting. Her wrists were restrained by leather cuffs to the two upper points of a St. Andrews Cross...

Cross

by kinkroulette on Sep 17, 2017
BDSM

"Do I have to?" Aaron looked at the imposing St. Andrews Cross with wide eyes, his voice barely a whisper. A swarm of butterflies were trying to fight their way up from his abdomen as he watched two women alternating spanking and restraining each other on the device. They had talked about this before, about exploring the local scene in person, but now that...

My First Time

by celticsunspiral on Sep 17, 2017
BDSM

I did not go to play. I really did not think it was a possibility. I had sat in the background at more than one munch just watching, learning, and listening to those around me. Sometimes I would get excited and let loose my personality, a little, but I had not yet gotten to scene with anyone. Sure, in my vanilla life, I had been spanked, with a hand or padd...