Sissification Stories

145 results
Orientation
Length
Source
Infinite Scroll

Steph's Descent Ch. 07

by 62_goo on Aug 31, 2017
Fetish

"What's your star sign?" Fitz asked. "Gemini, why?" Steph replied. "Well, I like the idea of a star sign tattoo. Do you know what Chinese Year you were born in?" "The Year of the Dog. Again, why?" "I'm going to do one of those too." Steph felt a shiver of ecstasy run through her. Fitz wanting to tattoo her always did. "I've also finished planning the d...

How I Became a Sissy for BBC

by Caged4goddessd on Mar 12, 2019
Transgender & Crossdressers

It really all started in college. I was a fairly typical and somewhat popular guy. I was involved in a few different clubs and a member of a popular fraternity on campus. Of course, this led to me knowing quite a few of my classmates and at the time I had my share of success with the females in my classes. It was my junior year and at the time I was dating...

My Sissification Ch. 03

by sissy171 on Aug 31, 2020
BDSM

Spring weather coaxed skimpy Summer attire. Melissa was 2" taller than me, so when we ventured out, I easily passed as female. I had learned all the subtleties and intricacies of face make-up, and my nails were always polished. I was "checked-out" by men everywhere. My legs and ass were muscular, shapely, and sexy; few women could compete from the waist dow...

New Boundaries

by FrankHarris1 on Sep 17, 2017
BDSM

A firm knock sounded on the solid wood front door of the pleasantly appointed, if somewhat ordinary, house at the end of the cul de sac. Dana's heart raced as he stood up quickly. The time had come. He could still halt the momentum of events; stay quiet and allow his visitor to depart. Instead, he steeled himself, stepped forward and, without stopping to loo...

Sissification 101: Ch. 01

by silkstockingslover on May 4, 2020
Fetish

Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: All characters are at least 18 years old. Sissification 101: Ch. 01 1. MY SISSY CURIOSITY I've always liked nylons. I grew up when they were still popular and...

Alex to Alexis Ch. 01

by TransPrincessMorgan on Sep 25, 2017
Transsexuals & Crossdressers

Thanks to Jack Murphy for being our volunteer editor! Enjoy! ***** Chapter 1: Feminization Alex was late home again. Once, maybe twice would have been acceptable, but this was the third time this month. His mother, Daniella didn't know what to do with him, especially considering her other children, the eldest, Hannah, who was 25, and the youngest, Amelia,...

The Rendezvous Ch. 01

by CassidyCaine on Sep 26, 2017
Transsexuals & Crossdressers

(Author's note: I have tried to get an editor for this story but failing that after over a week of looking I'm publishing it. Please be aware this work has some fictional coercion and other sissification elements.) Nick looked at the email he'd received from his wife at lunch again as he got ready to leave work. It had been a month since he'd confessed t...

The Intern Ch. 01

by FrostShard on Sep 14, 2017
BDSM

The intern was not your usual 20 year old. Mengxia looked sharp in her crisp white blouse, black skirt, stockings and heels, particularly at this tech company where casual wear was the norm. Her sharp eyes roved around the room and finally landed on me, her manager. She approached with a professional smile. "Hello Mengxia," I said, reaching out my hand, "we...

Captain's Choices

by CaptainX on Dec 22, 2020
Cheating Spouses

Chapter 1 - The Beginning Your name is Captain, well that is what you prefer to be called, and this is your story, your life has been a crazy rollercoaster living a double life and most people on the surface think, You're just this normal guy who doesn't know much but if only they knew how wrong they really were. After having a fallout with your ex, You nev...

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Finding Her Secret Emails Ch. 01

by Quietoldie on Sep 26, 2017
Transsexuals & Crossdressers

Julie, my wife's mum and I have never got on. When I first started seeing Carol she did everything she could to split us up. I thought she was jealous and believed I was going to take her away from her mum and monopolise her time but nothing could be further from the truth. I wanted Carol to see her mum regularly. I knew they were very close and confided in...