Granny Tranny Stories Stories

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How to Love a Strong Black Woman

by Samuelx on Sep 5, 2017
Erotic Couplings

The first time I ran into my cousin Sammy Charles, I didn't recognize her. I was visiting my family members in Orleans, Ontario, but I lived in the town of Nepean at the time. The slim, dark-skinned young Black woman with the braids came to the door and gazed at me curiously. I stood there, big and tall and Black. The name is Thomas Jean. My friends and fami...

Mistress Chantel, Tranny Dominatrix Ch. 12-13

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twelve: Another Play Day Work Day at Our Studio. I arrive at my studio dressed for another day of fun and exciting dominatrix work. I park my "Plum Crazy Girl." step out in my red leather thigh high boots over my black sheer pantyhose. On my feminine looking body is a red leather form fitted mini dress with loose pleated, A-line skirt barely coverin...

Finding Release: The Sadist Dom

by ayrelia on Sep 12, 2017
BDSM

I have to say I was interested in him from the first message, but he only sent me a message to see about doing a photoshoot with my current partner, who is an adult internet entertainer. I should mention at the time, I was a photographer, part owner and graphic designer for five hardcore tranny websites. I'm a gg or a genetic girl, though. And yes, for all o...

The Evolution of Tranny G

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

My beloved Tranny G was so devastated by the one night stand and had lost her confidence. First she was made fun of while shopping, ending the evening with the "perfect" man, having her first true intimate experience with a man, only to find that his promise to call her was false. I did not see her on my last trip, as she was devastated and in her own lovi...

Tranny G, Gang Bang Queen, 5

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

I apologize - I had no idea I would continue to write about Chris and Tranny G or I would have numbered the stories. These two beloved people are so rooted in my life and there is so much to share. I never imagined I would share these stories with anyone. Since my husband and I became swingers, I had no idea what my interests would be, I just simply plunged...

Barrack Room Betty Ch. 07

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Seven - Retribution And so Michele's ordeal began. Every day at 1030 Michele and Jason left the administration building to conduct rounds of the Establishment, each going their separate way. But Michele snuck back in the building as soon as Jason was out of sight. She would go to the ladies heads and dig around in her handbag and pull out her makeup...

A Few Notes from Mindy

by mindyrose on Sep 17, 2017
Non-Erotic

Dear Literotica Readers: Some random thoughts, in no particular order, about my story that don't seem to fit into my narrative but should help you know me better, which should help you understand the themes of my transition stories... Thank you to all of the people that have left me positive comments. I haven't been writing the stories for public approval;...

A Sissy's Wish List

by slutty_lucy on Sep 16, 2017
Transsexuals & Crossdressers

Boys, boys, boys. First off, let me tell you that I have a butt plug shoved so deep in my little tranny pussy right now. That might help to explain how depraved I might sound. I really need some cock in my ass right now! I am sitting here stroking my tiny little tranny clit right now thinking of how to best share my desires. I want to be a perfect little slu...

Members Only Exclusive Club - Gang Bang Granny

by DontJudgeJustRead on Oct 5, 2020
Group Sex

If you read my first submission, you will know I am privy to an exclusive members only "upstairs" club at a local adult video and toy store. These are stories of my various shenanigans. Disclaimer: My stories may contain male on male sex with occasional ass to mouth scenarios.. Gang Bang Granny It was a Tuesday night, I had just finished work and I wa...

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...