Granny Crossdress Me And Fuck Me Stories Stories

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Grab Bag Transvestite Story

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

I am a part time transvestite, who, if I do say so myself, looks quite attractive when dressed as a woman. It has taken me years to become adept at makeup and being capable of selecting sexy clothing that is in my size and that suits me. I have also had a number of lovely encounters with other TVs and male admirers. You can read my True Stories on this site....

Forced Crossdressing Stories

by Dayeandknight on Feb 1, 2018
Transsexual

All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...

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Fulfilling all My Fantasies Ch. 01

by classmate1119 on Apr 23, 2019
Transgender & Crossdressers

"Last chance to change your mind, Cristi," Jalen said. "It's probably the most outrageous one so far! Not that I'm worried, of course, but you never know what else might happen... " I reapplied my lipstick in the reflection of the club's glass entrance. "Hey, we spent too much time preparing for this. Don't back out on me now, Jalen!" I threw him a coy smi...

Curse of the Living Clothes

by calx86 on Jan 8, 2020
Fantasy

There are several stories out there involving living clothes but I want to leave this open to allow many collective authors to be as creative as possible. For example, you can write a story about clothes simply coming to life and stripping their wearer, leaving them nude and embarrassed or maybe the living clothes forces someone to wear them and turns them i...

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The Agreement

by komrad1156 on Sep 18, 2017
Transsexuals & Crossdressers

Author's note: I prefer to write in the third person as it gives the writer so much more flexibility. However, I've written this story in the first person for one reason—it is my own personal story with love, marriage, crossdressing, and the ups and downs it invariably brings to a relationship. My name is David Calvin Peterson. My friends call me Cal. A smal...

Friends & Family Ch. 05

by kingswede on Sep 25, 2017
Mature

NOTE: This is one of the ongoing chapters of me growing up in the Midwest in the late spring and early summer of 1971 before moving to AZ to live with my grandmother and attend college. All persons in this and any of my stories are of at least 18 years of age and the names have been changed to protect the innocent. These chapters cover the times that I w...

My Sexual Fantasies

by Submissive Timmy on Sep 16, 2017
Letters & Transcripts

My Sexual Fantasies (OD Repost) I wrote this in November 2002 for my online journal on Open Diary. I'm posting this simply to have something posted. I do intend to actually write eventually. ***** I have a penis. Isn't that amazing? I also have two testicles. The flu had a stranglehold on them and killed my sex drive. But, I've since driven the flu off wi...

All Inclusive Resort

by Dayeandknight on Sep 26, 2015
Transsexual

Tracy fell back onto the bed, finally able to rest after his ordeal. He worked in an office and he dearly needed a break from the monotony of it all. Cancun, Mexico would be his escape from his life. He worked with a travel agent and got a travel package to his liking and saved what he could for the trip. The airport was a nightmare he thought would never en...

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The Games the GILF Plays Ch. 03

by milfleglover on Sep 13, 2017
Mature

(NOTE: This is another in an ongoing series of stories involving horny older women playing devious sexual games with younger men and/or women. These won't be connected, though some may be, and are meant to stand-alone individual stories in a themed series. This is a shorter one, quick and to the sexy point. Thanks and enjoy.) Tommy was bored out of his m...

Witches of Westfield Mall

by Vestiphile on Apr 22, 2019
Fantasy

I was in the Westfield Mall to return a couple shirts that didn't fit me. I knew I should've tried them on, but dress shirts are a massive pain in the ass when you're in a fitting room. All those pins and clips, the cardboard holding the collars and cuffs in place...way too much work. So imagine my surprise when I saw people running or briskly walking out of...

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