Transsexuals & Crossdressers Stories

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Marilyn at the Movies

by BrettLynn on Sep 13, 2017
Transsexuals & Crossdressers

So, after about a bit of a hiatus, the shemale that you love is back. Well, at least I love her. After all she is an alter ego for me. Now if I could parlay that into some cash, I’d be good to go. Anyway, it’s good to be back in the saddle, especially the way college has been getting to me. This story, and the next few I plan on writing, will be stroke stori...

The Chief Pt. 03

by Aunt_Joanne on Sep 16, 2017
Transsexuals & Crossdressers

Michael drove me into a part of the city on the edge of downtown that I had never visited before. There were lots of small shops, restaurants, and other businesses, mostly housed in older buildings. Some of the structures were a little run down, but the neighborhood was plenty lively. I saw lots of people out on the streets doing their errands and morning sh...

Becoming a Sissy Maid & Slut Vol. 02

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Chapter Four: My Arrival and a New Start to Full Time Sissy Life. I awake about 7:30am, groggy as I only had a floor to sleep on with a thin blanket, I rub my morning eyes as I sit up and see the black, satin, maids dress on a hanger, as if it was calling me to put it on. I soon realize my new predicament and smile. I had to take off the pair of pantyhose,...

Influential Factors! Ch. 02

by gummidurango60 on Sep 12, 2017
Transsexuals & Crossdressers

The alarm rang and I woke tired, thoughts of last night put a smile on my face. Finally, I don't have to hide my cross-dressing from Jill any longer. I jumped out of bed, took a shower, and toweled off quickly. When I reentered the bedroom I noticed Jill had laid out some clothes for me on the bed with a note. It read, "Prepare for a day of fun!" I had...

Reluctant Mistress Pt. 01

by AphroditeIX2433 on Sep 16, 2017
Transsexuals & Crossdressers

The last strap is set firmly in place, Eliza is not going anywhere, not unless I let her. She is standing at the foot of the bed, bent over it, with her arms in restraints that are connected to the front bedposts. Stepping back I take her in, she is beautiful. She only wears a pair of black leather heels while her ass and already wet vagina wait for me, pati...

Medicine of Magic

by C on Sep 13, 2017
Transsexuals & Crossdressers

“I can’t believe that you don’t like women,” my woman said to me. I had just kissed her passionately and slid my hands to cup her firm buttocks, my lips now moving across her throat. I murmured against the sweetness of her neck, “I didn’t say that I don’t like women, I think what I said is, ‘I don’t always like being a man around women.’ I feel somehow cut...

The Intimate Escort

by McAlpine on Sep 14, 2017
Transsexuals & Crossdressers

Jillian Graham stepped from her shower, pulled off her shower cap and rubbed peach scented lotion over her wet body from her feet to her neck. Then she took a towel and wiped the condensation off of her full-length mirror and surveyed herself. She took in her dark brown skin; her tall, lean frame and long, sexy legs; her tight, round buttocks and flat stomac...

Constrained in Corsetry

by susanxdresser on Sep 16, 2017
Transsexuals & Crossdressers

Although I am not into serious bondage I love the erotic pleasures of wearing corsetry and other tight feminine garments next to my skin. When wearing suspenders and stockings I love the erotic sensation from the tightness of the top of my stockings gripping my thighs and the suspenders brushing against my thighs as I walk, as I envisage my suspender belt an...

The Manliest of Honors

by notbreckenridge on Sep 16, 2017
Transsexuals & Crossdressers

Author's Note: Happy new year. For those who've been waiting for new stuff of mine, I'm sorry to leave you hanging. Life and work are complicated. I've also been trying to finish some non literotica.com projects. I know that some were awaiting Captured by the Elves part 2. It's damn near done. I know: way too long a wait. I'm going to make another alteration...

His Female Client is Really a Man

by walterio on Sep 16, 2017
Transsexuals & Crossdressers

Tim had just finished cutting the lawn and it was time to collect from Michelle Andrews. He always loved collecting from her as she always gave him the most incredible blow jobs. She didn't just suck his cock she made love to it. Sometimes she would make him last for 30 minutes before he unleashed a volcanic like ejaculation and sprayed his seed all over her...