Crossdress Wife Stories

121,268 results
Orientation
Length
Source
Infinite Scroll

It All Started... Ch. 01

by trixie38cd on Sep 18, 2017
Transsexuals & Crossdressers

It all started when my sister in-law, Kim, came over after work one day to tell me my wife was just called out of town for her job. I had planned on her being gone, anyway, and so I'd left work early to get my other wardrobe out of the attic, thinking I'd have the place to myself for a few days. I just happened to be wearing a pointy cup black 36D bra, bla...

Why I Crossdress!

by readtaboo on Dec 12, 2018
Transgender & Crossdressers

Oh thank god! I hadn't heard from from him in three days and was beginning to think I'd blindsided and lost him altogether. When the phone rang, I lowered my voice to a whisper, "Patrick?...I'm home...yeah, I'd like to see you too!" More than you know. We simultaneously decided that mixing a quick drink was the single greatest idea either of us had conceiv...

What Just Happened? Ch. 03

by annie_00 on Sep 12, 2017
Transsexuals & Crossdressers

03 – Lessons I followed Beth downstairs to the living room being careful not to fall in my new marabou heels. It felt odd but enjoyable as my new breast forms were bouncing in my bra. It was also embarrassing walking around as a girl in front of my sister. I liked the security of no one knowing I liked to crossdress when I was alone, but after today, too m...

Secret Lives Pt. 03

by WildDaisy85 on Jun 19, 2018
Transsexuals & Crossdressers

This is a continuation to Secret Lives Pt 2. I highly suggest reading the previous chapters as they set the stage for this part. This part is more of a development chapter and some readers may find it lacking in the sex department, but I feel it is important to the overall tone of the series. I appreciate the feedback and please keep it coming. I am also lo...

CD Asst. Secy. Ch. 06.2: New Piercing

by cdtycoon on Oct 6, 2020
Transgender & Crossdressers

First of all, all the characters in this story are above 18. Also, it is the second part of my last story in this series. So, enjoy and keep reading. MADE TO SUBMIT Full submission as I was made to submit; ah.. almost; let's say about 90% from the next morning. You want to know why, well... The next day, 10th January 2021, I woke at my daily time of 5 a...

Ugly Duckling to Sissy Princess

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

All names have been changed to protect the guilty. ***** Being a very short guy (5'3") with a small frame has been a major handicap in my quest for female companionship. Having a micro penis was the nail in my coffin. Throughout my youth, I was ignored or rejected by girls. I had my first girlfriend in college, Caroline Fletcher. She was smart, beautiful,...

A Wife A Little To Understanding

by felicia_rene on Oct 12, 2020
Transgender & Crossdressers

Present day: We arrived at the 'Sissy Salon' which was a covert sex club for downlow gay wealthy men and lesbians. As his agent and pimp I collected all his performance fees. I walked into the 'Sissy Salon' to make sure that everything was in place so my sissy husband could perform. Then I went to his dressing room to make sure everything I requested for me...

Lisa and Jack: Crossdress Fun

by CDWife on Sep 12, 2017
Transsexuals & Crossdressers

First of all, if you are looking for some story about a guy who turns into a cockslut - this isn't for you. Our main character doesn't dress up for the first time and realise that he is really a girl either. And just to make sure, the wife is not sleeping around or trying to magically turn him into a girl either. This is a story about a couple looking to e...

Stockings & Stalkings Pt. 02

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Part II - An Unwelcome Visitor When Giselle got home she showered immediately, washing away her makeup and scrubbing at the tops of her thighs where Steve had deposited some of his seed. She had seen the whitish-silvery deposit dried on her legs above her stocking tops, which were also stained with semen. She had half a mind to throw them out as she had...

The Marriage of Martin Hastings Ch. 14

by rik581 on Sep 14, 2017
Transsexuals & Crossdressers

Martin walked down the walkway his heels clicking loudly as he moved quickly away from the house. He felt almost naked walking in the bikini that Leanne had seen fit for him to wear out today. Wearing 6" spiked heel sandals and his hair in curlers covered with a large white scarf tied under his chin, he walked with his head slightly bowed as he thought about...