Free Granny Tranny Sex 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...

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;...

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...

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...

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...

Master is Going to Cum Now

by Manndee on Apr 28, 2020
Transgender & Crossdressers

I had searched online for months to find a friendly like-minded group of people that I could communicate with and share my unique desires. I thought I had seen them and signed up to several dating type agencies that offered me the perfect match. The agencies then sent me non-stop emails from people that matched me. The people were not interested or simply di...

Why I Won't Read Your Story

by Sailor_Witch on Sep 14, 2017
How To

Dear Literotica authors, Thank you for writing and sharing your hard work. I think too few people realize what it takes to develop a story and bring it to a point that it is ready for the reading audience. I have read many, many fine stories here on Literotica and I am amazed that there are so many talented people out there who are willing to share their ha...