Trans Girlfriend Stories

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Infinite Scroll

Nico's Girlfriend Pt. 04

by SissyDemi99 on Oct 12, 2020
Transgender & Crossdressers

I was ready at 7 am for Jill to pick me up for the first day of school. I wore khaki shorts and was very aware of my smooth legs. I made a sandwich and put it in my bag when I heard the car pull up. I walk outside expecting her to be in the Mercedes she usually drives, but instead she's sitting in the front seat of the red Ferrari with the top down. She loo...

Roommate's Surprise

by Eroreader55 on May 21, 2019
Transgender & Crossdressers

My name is Tom and I recently moved to a new city after graduating from college. I'm 24 and I didn't know anyone in my new city so I was looking online for roommates. I tried to find a guy roommate but had no luck finding someone who was clean and fit the bill for what I wanted. I work in the medical field so I am on 12 hour shifts and I needed someone to ac...

Lost Empire Ch. 66

by Pars001 on Mar 11, 2019
Non-Erotic

0001 - Tempro 0003 - Conner- Thomas 0097 - Ace - Zimmel 0098 - Lucy 0101 - Shelby (mother ship) 0125 - Lars 0200 - Ellen 0301 - Rodrick 0403 - Johnathon 0667 - Marco - Brown 0778 - Jan 0798 - Celeste - Shelby (human) 0805 - Toran 0808 - Radella 0908 - Tara - Mara ------------- Ungrown - unnumbered ------------ 2 - onboard She...

From a Husband to a Dutiful Sissy Ch. 15

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Fifteen: A Big Decision and Telling Mikel. Helen and I are dressed and ready to go to the ladies gym for a morning workout. I love this and dressing in my girlie workout clothes. Today I am going all black, a black leotard, black tights and black ladies shorts. I am going to contrast with my bright pink trainers. My now comfy long, just below my sho...

Hostess with the Mostest Ch. 07

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Chapter Seven -- Pool Party Panic "You are more likely to die crossing the street than in an airline accident," Marjorie Deakin said. As usual she was dressed in her navy blue stewardesses uniform, legs clad in sheer black stockings and her feet shod in four-inch black patent leather high heels; her blonde hair and heavy makeup. "But we take safety seriou...

Lost Empire Ch. 07

by Pars001 on Sep 13, 2017
Non-Erotic

Derrick jerked awake as the proximity alarm began to wail, "Shelby report!" Derrick shouted. "I am reading multiple ships heading in this general direction," she reported. "Configuration," I shouted as I ran to the bridge. "I am reading at least four; first class Ranger ships, closing on our location." Shelby replied. Damn it! First class? Plus there...

The Agent

by BmthAdmirer on Sep 13, 2017
Transsexuals & Crossdressers

Hope you all enjoy my new story series, they were inspired by a now very close friend who I met on a swingers site, Laura is very real and very sexy and I am proud to say she is also my girlfriend now and knows I have written this as she has read it prior to release onto Literotica. XXX I had been searching high and low for a place of my own for months and...

Love and Drama Pt. 04

by MelanieShaman on Sep 14, 2017
Transsexuals & Crossdressers

Beep...Beep...Beep... The steady rhythm of the heart monitor echoed in the otherwise quiet hospital room. The glow from the late day sun seeps around the closed blinds barely illuminates the surrounds, while a lone figure sits next to Daphne, who lays unconscious in the sterile white bed. For days, the only people in and out of this room are the attending nu...

ABCD

by NormaJane on Sep 16, 2017
Transsexuals & Crossdressers

Obviously trans-women vary, like cis-woman, in psychology as much as in appearance, and my first four encounters with trans-women illustrate this. I have given them these names, because they are appropriate to their behaviour. I met them some years ago, through a free online dating site, which covered the English region I was living in. You posted a note abo...

A Night in Antwerp

by LonesomeSparrow on Mar 9, 2020
Transgender & Crossdressers

Every year I spend a few days in Antwerp, Belgium around winter time for work. Usually a long weekend with Saturday night as really the only free time. Most years I'm accompanied by a colleague, Dan, who also happens to be one of my closest friends so it always made for a fun trip. Dan was the best man at my wedding a couple of years ago, our wives also get...