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Internet Meeting Ch. 04

by Stillherer on Sep 16, 2017
Fetish

I tried to appear casual as I wandered about the busy mall wishing to remain anonymous, discrete. Beneath my attempt at normalcy my body seethed with frazzled nerves as I checked out Charles' appointed meeting place. Charles had selected a toilet in a quiet secluded corner of one of the upper floors. I hesitated at the door, casting a nervous glance over my...

Canadian Female Soldiers

by Samuelx on Oct 6, 2020
Interracial Love

Meet Captain Lorna Mayflower, a forty-two-year-old Canadian Armed Forces veteran living in the City of Ottawa, Ontario. This proud Canadian superwoman is dealing with a problematic issue of a decidedly private nature. Lorna is a good Christian woman who has been celibate for years. Well, when women get to a certain age and don't have enough sex, they can exp...

Mandy Sucks

by LilLindaMelons on Sep 16, 2017
Transsexuals & Crossdressers

I've written this fictional story in a POV style depending on what feedback I receive I may write more like it. I've been chatting to an older man for several ages and finally get up the courage to meet him. I dress up in one of my sexiest outfits and meet him at the appointed time and place. He drives me to a warehouse on an industrial estate before I kn...

PIXIE Sissy Stripper Ch. 04

by EROTICbearscribe on Jan 20, 2020
Transgender & Crossdressers

Author's Note: There is a category switch in this chapter. The beginning chapters can be found in GAY MALE. Seeing as what happens in this chapter, the new category is TRANSGENDER & CROSSDRESSERS. ***** THE PINK BOY was located in the warehouse district across town in an eclectic area known for its nightclubs and specialty bars. Within a six block radi...

Cross-Dresser Fucked by Hot Sissy

by kinkibiboi on Sep 16, 2017
Transsexuals & Crossdressers

Today I was feeling particularly horny and decided it was time to get some action again...! I jumped online and setup an online account with adult friend finder! With my online account setup under my assumed identity I tentatively chose some revealing photos to upload... It didn't take more than a couple of hours before my pictures were up for all to see a...

How I Became a Sissy for BBC

by Caged4goddessd on Mar 12, 2019
Transgender & Crossdressers

It really all started in college. I was a fairly typical and somewhat popular guy. I was involved in a few different clubs and a member of a popular fraternity on campus. Of course, this led to me knowing quite a few of my classmates and at the time I had my share of success with the females in my classes. It was my junior year and at the time I was dating...

White Boi Learns his Place Ch. 06

by sissyashley4bbc on Oct 31, 2018
Transgender & Crossdressers

Sunday arrived and vacation was over. As I sat in the backseat of the Jeep with Daddy, I could help but think of how much had changed. 4 days ago I was a straight guy on the mend from a breakup just looking to start fresh by getting fucked up with some new friends. While that definitely happened, so much more did too. I was completely seduced by Daddy and...

Another Submissive Slut Ch. 04

by Stillherer on Sep 19, 2017
Transsexuals & Crossdressers

She was leading me unerringly to my place. How did She know where I lived, I wondered briefly before the effort of walking with such a large plug in sissy hole forced my attention else where. Panting more from nerves than the walk I quickly opened the door to the building to get us in and off the street. Almost immediately my landlady was upon us. I nearly s...

Alice has a Playmate

by sissyassslut on Dec 12, 2018
Transgender & Crossdressers

Now that Mistress was settled in their new home and was sure that Alice knew the proper way to dress, She had him start to practice his walking. As he went across the house Mistress noticed the padded panties gave nice shape to the rear of his skirt. "Back straight and one foot in front of the other elbows to your sides." Mistress barked, Alice turned and st...

Pretty in Pink Ch. 03

by jealouscuck on Sep 18, 2017
Transsexuals & Crossdressers

After our trip out of town, Jessica and I had an even better sex life, if that was even possible. One night we ate out as man and wife and she made me stop at a dark, lover's lane type place. I had not really noticed before, but she had dressed rather conservatively. I just assumed that it was some of her new work clothes. When we got parked, she said, "Oh,...