Crossdressing Bbc Stories

2,496 results
Orientation
Length
Source
Infinite Scroll

Erika's Story Ch. 03

by Quantarx on Jan 22, 2020
Transgender & Crossdressers

This is the third part in Erika and Mary's widening exploration of crossdressing, if you have not read the first couple chapters I encourage you to go back and read those first. also, thanks for the feedback I have received and please continue to rate and leave feedback and comments so I can continue to evolve as a writer. *** I lay in bed with my loving...

Bred for Cuckold

by Ericw1970 on Jul 27, 2020
Cheating Spouses

This is a story about Stephanie, a new hot wife. I first introduced her in the first story I wrote, “Cards With Friends.” Stephanie is married to Jason, who is now a happy cuckold husband. This is now the ninth story with her. At the end of another story I wrote about these two, called “Threesome for a Hotwife,” Stephanie now wears a gold anklet on one of he...

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How she became mine

by Antwon on Apr 6, 2020
Interracial

One night I wandered into the hotel's bar and spotted this good looking blonde by herself, she was wearing a short skirt low cut top and high heels. I thought she was a hooker by the way she was dressed, she wasn't. I asked her if I could join her she said yes. We made the usual small talk bought her a drink. the talk turned to sex, she said she had dumped h...

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Sissification 101: Ch. 05

by silkstockingslover on Aug 31, 2020
Interracial Love

Sissification 101 Ch 05 Summary: Erica practices taking BBC in both of her sissy holes. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught by a very supportive girlfriend in pantyho...

Kasey's Legs

by KaseyLegs on Sep 19, 2017
Transsexuals & Crossdressers

I had been crossdressing for close to ten years. It started as a Halloween costume gag where I shaved my legs, put on a cheerleader outfit and wore a scary mask. After I kept getting compliments on how good my legs looked I continued shaving them and experimenting with dressing in a variety of women's outfits, skirts, high heeled shoes, panties and bras. It...

Mistress Chantel, Tranny Dominatrix Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Prefix: Welcome to my next erotic story. This story will be written from the point of view of a Transvestite Dominatrix. It is a new twist in my mindset as I normally identify as submissive and as a sissy maid and slut to a dominant Master. It's my 'kink' but I have danced around in my mind a story from a position of Chantel being a true Transvestite Dominat...

How I was Forced Out of the Closet

by gtanya on Apr 4, 2018
Transsexuals & Crossdressers

I was again dreaming of the night I would lose my anal virginity. It had been such a constant since last 3 weeks. I had been talking to a beautiful CD named Rachel since last 6 months and with the thought of meeting her in person, I had planned a vacation to China where she was living. The only problem that I had here was I was going to be on the vacation wi...

Cindy's Panties

by secretanon on Sep 13, 2017
Fetish

I am around 24 years old and I have always enjoyed wearing panties. I think the feminine feeling of it all really turns me on. At a young age, I discovered masturbation from cumming on my mothers panties after deciding to be bold and try one out from curiosity. I was never able to fufil my love for panties, being in a house full of males, so I never had a si...

From a Husband to a Dutiful Sissy Ch. 02

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Two: My reveal, a true reveal for the sissy in me. I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

Big Black Dildos Emily and Me

by goldmaster789 on Sep 14, 2017
Toys & Masturbation

This is the follow up to my fantasy story Big Black Cock Emily and me. In that story we had an encounter with a well hung black man. During the encounter I fluffed and cleaned his bbc, and he got her pregnant. This has lead up to our current predicament. Emily came to me a few weeks after our encounter with Sam. She told me that she was late so she bou...