Transgender & Crossdressers Stories

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Take It or Leave It

by Sunaina on Sep 16, 2017
Transsexuals & Crossdressers

It is the opportunity that I have been waiting for. It is not that I did not get opportunities to be alone at home. But since both my parents worked out of home, I am never sure when they would decide to return home. That created a lot of excitement but I could never achieve the perfection which I wanted. That bothered me a lot. I also ended up doing much le...

Caught Out

by whistful on Sep 12, 2017
Transsexuals & Crossdressers

I didn't hear the door close, neither did I hear the creak of the stairs. But what I did hear was "what the fuck are you doing?" My wife had arrived home very early, apparently because her meeting had been cancelled. My embarrassment could not be concealed as I stood in the bedroom naked with my rigid cock in my hand. Naked that is except for the garter be...

Downsizing Ch. 01

by My5InchFMHeels on Sep 15, 2017
Transsexuals & Crossdressers

Being frail and weak is a gift that not many men see the beauty of. Most consider it a punishment or something of that nature. There is another gift that many men don't see. That gift is affirmative action. Most other people lose the chance at some excellent jobs because of their race, creed, sex, etc. As you can guess, I am one of the men that are frail a...

Downsizing Ch. 07

by My5InchFMHeels on Sep 15, 2017
Transsexuals & Crossdressers

Dani and Stacy woke the next morning raring to go. Showed shaved and dressed, they started to make their way to the airport. Long term parking was fairly empty so they were able to get a parking stall near the door, which made them happy that they wouldn't have to drag the baggage any further than necessary. A couple of the guys heading into the airport for...

Downsizing Ch. 03

by My5InchFMHeels on Sep 15, 2017
Transsexuals & Crossdressers

Work was going quite well. The company started to grow again, and some new personnel had been hired. Even unknown to me, there had been a couple of males hired in the last few months. Ms. Stanton had informed them when she got to the dress code that the makeup was a requirement, and that the one male that decided to stay on chose to dress was a woman while w...

Hot Sex Instead of Dancing Ch. 13

by SusanJillParker on Sep 12, 2017
Transsexuals & Crossdressers

Please give me the support of your vote. * Now that Linda's secret gangbang sex with his three friends is out in the open and a topic for their pillow talk discussions, Walter feels more comfortable dressing up as Wendy. With his wife gone shopping with her sister and mother and with Linda staying overnight at her sister's house, the next town over, this...

Carla Ch. 03

by fantasydreams on Sep 26, 2017
Transsexuals & Crossdressers

So, I reflected, I had quite a day ahead of me. Initially excitement coursed through me as I contemplated the evening to come, and the scope to explore the new extensions to my sexuality. I vividly recalled some moments of the time I had already spent with Carla, particularly it seemed, when I felt truly submissive to her, and they felt so exciting to reflec...

Obey Thy Neighbor Ch. 02

by jealouscuck on Sep 25, 2018
Transsexuals & Crossdressers

In the first few weeks after Li had discovered my crossdressing fetish, I worried constantly about her changing her mind and telling my wife about my activities. However, the more time I spent with her, the more confident I became that she was genuine. Since Li's husband, Ronald, was hardly ever around we were in very little danger. Even if my wife, Chelsea,...

A Latex Crossdresser's Dream Pt. 03

by shinyglove on Sep 23, 2019
Fetish

Please read A Crossdressers tale part 2 before moving on to this story. *** I stood proud in more ways than one, glistening in semi-transparent blue latex and wondering whatever could happen next. Karen was the first to interrupt the silence. "What do you think of this toy?" She asked as she pulled out a small leather harness which had a double dildo on...

I am a Natural? Ch. 01

by beenbelow on Sep 25, 2018
Transsexuals & Crossdressers

Regi, 21, was sitting in the corner of his room browsing nonsensible through portals on the internet. It was another regular day at Warwick. Slow start to a vacation where he had come over to his grandparents' house for 2 weeks. There was absolutely nothing to do on a cold winter morning where everything was foggy, and people were clad in multiple layers of...