Sissy Bikini Stories

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Infinite Scroll

Capture of a Closet CD

by Chrissybaz on Sep 16, 2017
Transsexuals & Crossdressers

One of my most memorable experiences and probably a part of who I am today is from when I was 18. I had a girlfriend and was generally very happy. But I still had these urges to dress up ever since I was little. I tried to ignore these submissive sissy desires or even fight them at the time, but they'd just come back stronger. I started chatting online with...

Sissy PRIDE!

by nancyvasquez on Aug 27, 2018
Transsexuals & Crossdressers

I'm just sitting around, painting my toenails, and thinking how blessed I am to have been born a sissy. Of course, it wasn't always that way – I wasted so much of my life trying to fight my reality. It wasn't until I went through puberty and I saw that I was not developing physically like the other guys my age that it really began to concern me. I saw them,...

From a Husband to a Dutiful Sissy Ch. 18

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Eighteen: A Honeymoon To Remember "Good Morning Hun." as I kiss Mikel, the morning after our most wonderful night. "Good Morning Chan." Mikel says as he plays with my hair. I say, "Last night was...well so wonderful, you made me feel like a woman." Mikel says, "You are a woman and last night was the best for me too babe." Mikel rolls out of bed,...

Mistress Patty Ch. 02

by timeagain93 on Sep 17, 2017
BDSM

Mistress Patty was brushing her teeth in the motel bathroom; she paused to spit and continued talking. "Y'should see what my sister does to her husband! You're getting off light, believe me!" I could only nod. I was blindfolded, butt plug in my mouth, hands cuffed behind my back on the toilet. She uncuffed me and removed the plug. When the motel door slamm...

The Lady Next Door

by stories55 on Mar 6, 2018
Mature

I moved into a new suburban neighborhood. I'm not the real social type so I didn't go out of my way to meet the neighbors. I'm in my mid 50's and I noticed that I did have a lady living next door that was probably about my age, but she could have been a little older. I saw the young children that visited the house during the holidays, so she could have been...

Caught en Femme

by RisqueRavisher on Sep 12, 2017
Transsexuals & Crossdressers

This is the very first story I've written and uploaded here. I'm sort of nervous because it's probably not the best. Don't forget to rate and whatnot. Give me feedback/tips on things to improve on. I'm always looking to improve. Anyway, enjoy xx ***** "I'm going to be home a little bit later, babe," my wife, Annie, called from the alcove. "I'm going out wi...

Legally Binding

by MistressMtoyou on Aug 31, 2017
Fetish

As I explained in my first story (My first submissive), I'm fortunate to have a high paying job at a large well known firm. While my employer is equal opportunity and all of that, even the most open minded employer wouldn't react well if they learned they had an amateur dominatrix on their senior staff. Accordingly, before going much farther with my little h...

My First Time as a Sissy Ch. 02

by SissyTara on Sep 13, 2017
Transsexuals & Crossdressers

This story is about my journey to being fucked as a sissy for the first time. Part One should be read first. ***** When Raoul left after I had given him the first blowjob I had ever given I was feeling confused. I knew that I had enjoyed it but, didn't know how I felt about having to do it again as he had promised I would have to. I guess I wasn't going to...

The Dominatrix Order Pt. 05 Ch. 04

by Jwwsmith on Jun 3, 2019
Fetish

Nadia leaned back and relaxed. Chris placed his nose up to her foot and sniffed at it like a dog in heat. He knew that he was supposed to be repelled by the smell of her feet, but he found their aroma intoxicating; their sweaty, pungent odor aroused him. Her feet had those feminine angles and curves to them that he found so completely desirable and irresisti...

Proud To Be A Sissy Ch. 05

by Kary_M on Sep 26, 2017
Transsexuals & Crossdressers

I awoke in almost total darkness, only a soft glow came into the hall from the kitchen. At first wondering where I was, my bed at home wasn't as soft as where someone, probably my new daddy had carried me after falling asleep on the floor. I shivered in delight remembering how my daddy had shared me with his two friends. It was wonderful having three very di...