by
Celticfae
on Sep 16, 2017
Transsexuals & Crossdressers
The relieved pair headed to the shower. Matthew leaned over to turn on the water. Jamie realized she would have to remove her wig or it would be ruined. Matthew looked over at her inquisitively. “It’s a wig; I have to take it off.” Jamie answered to the unspoken question. “I hope you don’t mind, my hair is still growing back.”
“I figured as much. It’s ok, I...
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by
AngelCherysse
on Sep 19, 2017
Transsexuals & Crossdressers
Chapter 3: The Players Take The Field
There are, perhaps, a half-dozen places in the city to get a really good "big piece of meat" – at least, of the gastronomic variety. Morton's on North State Street is one of those, and a great place to see and be seen by everyone who is anyone. We valet-ed the Mercedes, then made our way inside. There was a moment at th...
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by
justincbenedict
on Sep 26, 2017
BDSM
Dear Shoeblossom:
I've always known I was a bad boy. My Mother used to get so mad at me...she'd want me to spend time with my sisters, and help polish the silverware...she'd shake her head because I didn't want to play with paper dolls...I wanted to be like my macho father.
Mother had strawberry blonde hair in a bouffant hairdo, and what they used to call...
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by
Halink
on Sep 17, 2017
BDSM
I walk five steps behind, carrying her bags. She speaks to the taxi driver in a language I do not understand and she tips him with my money.
She takes me to a bar you know, a place that is packed with people. I order a glass of wine for her and bring it obediently. She takes a sip and frowns at me.
"What is this filth? This is terrible! Bring me something...
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by
SheerSilver
on Sep 17, 2017
BDSM
*This is the next segment to Secret Voyeur. If you have not read that one you may not fully understand this story.*
I groaned out loud and rubbed my temples. I had the worst headache, I felt like my head was going to split open and burst into flame. A deep clanging sound was ringing in my ears. Damn I was sore, everywhere! I really need to use my hot tub...
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by
justincbenedict
on Sep 13, 2017
BDSM
POOR, PUDGY ROBILLARD!
As he brushed and stroked his beautiful goddesses curls, Robie's penis nearly wrecked itself, locked in the tiny casing. Would he escape it today... maybe?
Robillard St. Croix finished coming Autumn's cascading blonde hair. He'd given Autumn a great comb over, and massaged his pretty cousin's shoulders till Autumn had purred. She'd l...
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by
1946EW
on Sep 16, 2017
Transsexuals & Crossdressers
22nd Century Imports was a fancy name for a distressed goods wholesale business. Edward "Ted" Hanratty bought the inventory of businesses that were going out of business for whatever reason, and either sold the inventory to other businesses in the same line of work, or through a chain of discount outlets he had in his own and two neighboring states. The "imp...
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by
SPARTAN047
on Sep 15, 2017
NonHuman
On request by an unnamed Literotica user.
Fetishes: femdom, footjob, foot worship, crossdressing, maid outfit, slavery, humiliation
Tags: Monster Girl Encyclopedia, monster girl, vampire, vampire hunter
NOTE: If you're not into crossdressing fantasies, press the 'close' button on your browser, or keyboard-ninja your way out of here using ⌃-W or ⌘-W. I'm n...
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by
Sanyo81
on Dec 2, 2019
Transgender & Crossdressers
I felt like the sharp nails were going to draw blood. The firm grip was so threatening. I could feel her hot breath on me as she whispered into my ear. "Shhhh, so pretty. Close eyes" More demanding than asking, I did as she commanded.
Tingly brushes on my cheeks and hard presses on my eyelids. I dared not open my eyes for fear her nails would rip me apart....
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by
gummidurango60
on Mar 25, 2019
Transgender & Crossdressers
Coastal Retreat
Aaron woke me early and told me we were taking a two day vacation up the coastal highway all the way to San Francisco and that I should dress in something sexy; something showing my mid-section and something short; preferably a skirt. He also added that I should bring sneakers or hiking shoes to change into just in case we wanted to survey t...
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