Naruto Crossdressing Stories

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Tranny Chasers: Shirley and Chrissy

by 1946EW on Sep 12, 2017
Transsexuals & Crossdressers

Shirley looked around as she entered Cavalier d'Eon, hoping to spot Ron and Bernie. She had promised that she would be there, and fully expected them to be waiting for her. Her survey caught the eye of many a hopeful tranny chaser. She had not known of the breed a week earlier, now she could spot them with ease. And there easily were over a dozen or two at t...

Summer Bucks the Trend Pt. 03 - End

by xerox2 on Jun 11, 2019
NonHuman

WARNING: The following story contains erotic transformation. Please read parts one and two before this concluding section! ***** Summer put her headgear back on and locked her room behind her. Cynthia lived in a studio just across campus. She hurried over and took the back roads so that no one would see her. It didn't really matter at this point. Her entir...

Bed and Breakfast Hotwife

by donaldelliott11 on Mar 9, 2020
Loving Wives

[Note: The hotwife in this story is, well, a wife, right? That means she has a husband. When she gets hot, he becomes a cuckold. You following this, Annony? Get over it, or read a different story. Oh, yeah, one more thing -- BTB is a fetish and has no place in Loving Wives.] *** Tracy and Don Elliott, empty-nesters in their late 40s, supplement their incom...

Afro Stress Relief Ch. 09

by llts1970 on Feb 3, 2020
Transgender & Crossdressers

After a hectic and traumatic weekend, it was Monday again, I was still in a state of shock after what had happened. I spent most of the day at my desk doing very little, and wondering if any of the loading bay crew had seen the photos of me kissing Drake's ass, but I thought they wouldn't recognize me, as I was fully made-up as a sissy in the picture, but I...

Wannabe Cuckold Gets Found Out

by tombrennen on Jan 20, 2020
Fetish

A little about myself before I start the story. A trim 35 year old man that would probably be diagnosed as a sex and porn addict. As long as I can remember, I've been extremely sexual. Starring at cleavage and tight pants, led to porn mags and the occasional video, led to the internet. Once the internet exploded, so did my sexual fantasies. Shemale porn, and...

Working Late Ch. 02

by S_Hollister on Dec 24, 2019
BDSM

Claudia had a busy enough Christmas, between family and social obligations, giving some as much time as she could afford and others just enough to seem polite. In the evening she spent her time reading. She hadn't really bothered with feminist literature since reading The Second Sex in college. Her discussion with Jay at Petra told her she had a lot of catch...

I am Number Four

by princessnocturne on Sep 18, 2017
Transsexuals & Crossdressers

I stood silently in the middle of my living room, surveying my very own new apartment with a weary satisfaction. I still had boxes of small stuff to unpack, dishes and books and the like, but the furniture and appliances were all in place, and the heavy lifting was more or less done. I felt a warm glow of pride as I saw it take place before my eyes, my first...

The Reunion

by thrillerauthor on Sep 14, 2017
Transsexuals & Crossdressers

© 2015 by Thrillerauthor Twenty years! It's hard to believe that much time has gone by since I limped out of Grover Cleveland High, at the bottom of my class, prospects zero. My sole achievement was the dubious designation as Class Clown, in recognition of outrageous pranks which got me suspended twice and almost expelled. The last, which nearly ruined the...

Girlfriend with Testing Device Ch. 03

by Razmagurk on Jul 10, 2018
Transsexuals & Crossdressers

Author's Note: This is part three of my smutty little romantic comedy series. This chapter starts off the Mall Arc, which runs until chapter 6. One of the longer chapters, it's a little lighter on the smut, but a little heavier on the swaps, and I hope you'll find it no less sexy. Please leave a comment! I really do love hearing from readers! Even when I'm...

Afro Stress Relief Ch. 03

by llts1970 on Apr 23, 2018
Transsexuals & Crossdressers

The morning arrived too early I hadn't had much sleep but got up, showered, shaved myself everywhere, should I have blue eyeshadow or green I wondered; I startled myself, I was going to do my main job not the other one, prostitute and black cock slut, this was all getting too confusing! With my ass cheeks and asshole still sore I went to work, once there I...