Crossdressing With Wife Stories

358,238 results
Orientation
Length
Source
Infinite Scroll

Jeff Crossdresses More & More

by TurningintoCD on Sep 12, 2017
Transsexuals & Crossdressers

My name is Jeff. I date girls every now and then but I always masturbate about dressing up as a hot chick and seducing a hunky guy. My biggest turn on is putting on women's clothes and makeup. I never really had a chance to explore it much when I was growing up. In college I had a secret stash of 1 stick of lipstick, and when I felt really dangerous, I wou...

AC: lost in the animus

by Damos on May 17, 2019
Fantasy

“David; nice of you to come!” a voice spoke and looking over there I saw the dark haired woman standing there greeting me, “This is the team, Lucy!” I looked over and seeing the blonde nervous woman she whispered, “Hi!” I looked over to Rebecca who whispered, “She fancied a man who died saving the world!” I nodded before saying, “Desmond!” she nodded before...

Open in Reader

Escapism: The Modern Man

by chasingrisque on Sep 13, 2017
Transsexuals & Crossdressers

*Synopsis: 25, in and out of relationships and one-night-stands. In debt, slightly overweight, unfulfilled at work and in life. Sick of his friends and routine, Alex accidentally reawakens feelings he has not had for a long time. Think Trainspotting for sissies - American Psycho without the violence and lot more lace, lip-gloss and high heels.* ESCAPISM:...

The Elephant in the Room Ch. 01

by MicheleNylons on Apr 3, 2018
Transsexuals & Crossdressers

Author's disclaimer: I am not a fan of 'Sissy' stories. Some crossdressed bloke dressed in taffeta and crinolines, frilly knickers, with blonde ringleted girly-girl hair being dragged along on a leash by some leather-clad dominatrix Mistress who forces him to be her sissy, spanking him and finally sticking a big plastic cock up his arse is not my forte. Tha...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

Open in Reader

The Futa next door

by Abusedbyfuta on Jan 11, 2019
BDSM

You have lived in the same l cul de sacyour entire life. It's not a bad place to life, very much a part of suburban America. It's just not very exciting. You live in a large White House that looks the same as all the others on the street, probably a ploy by the developer to keep costs down. Every day you see the same boring neighbors, have the same boring ro...

Open in Reader

Prom Night with a twist

by MissAshleyJ on Apr 1, 2019
Humor & Satire

BUZZ BUZZ BUZZ… “Ugh…” Sam groaned as he pulled himself out of bed. “SAM! Breakfast!” He heard his father calling up as he rubbed the sand from his eyes “Coming” he yelled down as he slumped his way out of his room. He entered the kitchen and plopped himself on a chair. His father dropped a stack of pancakes on the table as his mother looked up from the news...

Open in Reader

Story Tags

by Literotica on Sep 18, 2017
How To

You've written your story, edited it within an inch of its life, and are all ready to show it to the world. You open a submission page and – what's this? Story Tags? What the bleep is a Story Tag? The larger any archive grows, the more important organization becomes. Separating stories into our current categories helps connect readers with stories they'll e...

Shemale Trouble

by Braids on Mar 11, 2007
Fetish

You were at a bar when it happened. You were just having a drink when a hot girl started hitting on you. You had nothing else better to do and you didn’t want to pass up an easy lay so you offered to take her back to your place for a little fun. She agreed without a question, but as you were walking out of the bar, you felt something hit the back of your hea...

Open in Reader

A Wife's Surprise

by Aprilsdays on Jul 3, 2019
Transgender & Crossdressers

April's Amazing Day So, my story starts like most of us crossdressers, finding moms lingerie in the clothes hamper as a pre-teen and of course putting things on while getting those first feelings of excitement, sexiness, and that surge of adrenaline. Every day I became consumed with hoping against hope that when I arrived home, no one would be around so tha...