Crossdressing Wedding Stories

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Infinite Scroll

Serving the Dark Lady Ch. 07

by Certeis on May 27, 2019
Sci-Fi & Fantasy

"Twenty gold for the engagement ring." Karee looked up with a start at the Tiefling who ran the jewelry stand. "You were staring at it, cutie pie. Hoping to get one from a special someone?" She smirked at him coyly. Karee laughed nervously, and then blushed when that didn't work. "No... just daydreaming." "About your future..." She paused, letting the word...

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...

I'm Now Called Dee Ch. 02

by RomeoDelta on Mar 5, 2018
Transsexuals & Crossdressers

While we had breakfast, I was thinking about last night and how things didn't go the way I expected. "Kate about last night, you didn't react in the way I thought you would. I thought there would be tears, when I admitted my fantasies. I thought there might be an almighty row, even you wanting a divorce. Instead you were incredibly understanding, supportive...

College Crossdressing Confessions Ch. 02

by wifetoy on Sep 11, 2017
Transsexuals & Crossdressers

My wife's control over me insures that I have no secrets from her no matter how depraved my hidden desires. As part of my training, she has ordered me to confess my prior deviant acts to the world. This is the second part of a series in which I obey her command that I confess my past experiences as a panty thieving college cross dresser. I have changed some...

I Want To Be The Guy

by ilovebananas on Mar 23, 2020
Transgender & Crossdressers

Just remember love is for all genders and sexualities. Love is, therefore, limitless. Not all romances full under a vanilla umbrella. We can give love to our crossdressing boys x So there was this small gathering of people. In fact, there were very few people. I had told most of the kids not to bother with my birthday as they had all made an effort to atten...

Kasey's Confession Ch. 15

by KaseyLegs on Sep 12, 2017
Transsexuals & Crossdressers

Dr. Duckworth, who looked just like the crazy shrink Gary I'd met while apparently imagining myself as a prostitute, had apparently been consulting with Dr. Bennett and others during my coma. He was very interested in the psychological effects that being in a comatose state for an extended period of time had on a person. When he informed me that he was willi...

Confiding in My Hairdresser

by Leighharding on Dec 19, 2018
Transgender & Crossdressers

I've always had a great relationship with my hairdresser, Mary. She'd been cutting my hair for years and we probably shared a few more details than we should about sex, she made me laugh at some of the naughty stuff she'd been up to! On occasion around a year ago, she came to the new house that I'd just moved into with my girlfriend to cut my hair. The cha...

Cocksucker: Master & Mistress

by silkstockingslover on Sep 25, 2017
Transsexuals & Crossdressers

Summary: Crossdressing cocksucker returns home to one last surprise You do not need to read the first parts to enjoy this story of a straight man who gets submerged into the drag queen world of San Francisco. (but obviously it helps). In case you are curious how this straight married man got into this predicament here is a brief summary of the first six ch...

Me & My Wife Are Sisters Now Ch. 01

by gayindia1980 on Sep 16, 2017
Fetish

Hi I am Ravi, 28 year old from Delhi 5.8, slim, hairless and minimal facial hairs. I am married for 3 years, my wife Shivika is 24, 5.4, slim and beautiful. I was in crossdressing since my school days. I use to wear my sister's and mom's clothes when nobody used to be at home. In 12th class I lost my virginity to a college guy whom I met online but that anot...

Confession

by holukukkar on Dec 10, 2018
Transgender & Crossdressers

Hello Everyone, This all started when I was 18 years old. Just like any other 18 years old boy I was browsing through the porn website for some porn to watch when I came across a crossdressing video in which the man was forced to wear female clothes, accessories and makeup and then treated as slave to do household chores and then fucked in ass by strapon....