Sissy Trap Stories

19,529 results
Orientation
Length
Source
Infinite Scroll

Crossdresser's Rassling Dreams

by footqueen99 on Sep 17, 2017
Fetish

The following is an email chain between two crossdresser's who enjoy wrestling. All persons depicted in this writing are well over 18 years old. ***** I wish i could have been there! I would love to see a few pics if u can share. I love pro style fantasy matches. I love all the holds, drama, trash talking and victory poses where u pose with your stocking...

Black Man One Ch. 13

by Weak_White_Wimp on Sep 19, 2017
Interracial Love

My insecurity continued to grow with each passing day during the next three weeks, as did the insecurities of the other 12 white husbands in our little condo community. Each day during the work week while the husbands worked, the young black stud had all of our wives hanging around him at his soon to be gym. The white wives continued assisting and preparin...

Black Man One Ch. 02

by Weak_White_Wimp on Sep 19, 2017
Interracial Love

My military career was challenging. The workouts were exhausting but somehow I got through it. For a period of time I even learned the sport of boxing, which was basically pushed upon many of us by our staff sergeant. I was 28 at the time. Staff Sergeant Williams seemed to have a way to persuade us to do anything. He was really tough on us. Generally, he "pi...

A Sister's Revenge Ch. 04

by Johnboy9 on Sep 18, 2017
Transsexuals & Crossdressers

I hope you all enjoy this story. I apologize for having taken so long in getting it out to you and will try to get future editions out in a more timely fashion, though make no promises. I appreciate any feedback you care to send, and will respond to all who desire it. I really do appreciate any and all notes and letters received from readers of this site. *...

Broken on My Break

by TopSeeker on Sep 19, 2017
Transsexuals & Crossdressers

**Disclaimer, all people places and events in this story are completely fictional and made up by me. This story contains the following elements: non-consent, dominant shemales, spiked drinks, shemales/transgenders being the penetrative partner to males, many terms used which are derogatory both in general and specifically to trans-gendered individuals. Pleas...

Gone Fishing

by tgirl_Mary on Sep 12, 2017
Transsexuals & Crossdressers

The divorce was not going well for me. Caroline got the house and the car and a most of our money. Worse than that was how she manipulated the whole thing. She told me, "You're a pathetic excuse for a man Carl. You never could satisfy me. Size does matter and you are sadly lacking. I always faked it with you. The other guys I fuck are all bigger than you and...

Adam's Journey Pt. 28

by stormdog on Sep 15, 2017
Loving Wives

My orgasm had been so sudden and intense that it had even surprised me, and I was left gasping and shaken, my cock still deeply buried, motionless, inside of Sue's now liquid pussy. We laid that way for a minute, all three of us silent and unmoving, and when I could speak, for some reason the first thing I said was "Holy fuck! Rick, I just came in your wife!...

Indian Wife & Boss Ch. 03

by tantrik721 on Sep 25, 2017
BDSM

Meena was lying on her bed thinking about the recent events in her life. She was wondering what had happened to her, why she gets so easily seduced by other men. The fucking with guards could have been easily avoided if she had acted tough, but instead she was excited and horny by the touch of other men. She keeps reminding herself that she was blackmailed b...

Indian Wife & Boss Ch. 04

by tantrik721 on Sep 25, 2017
BDSM

Ravi felt guilty as he blamed himself for everything. Meena showed no pity on him rather creates situations where he feels even more remorseful. He was more caring, more loving towards Meena. He took care of most of the household chores and stopped bugging her for being late from office. Meena was enjoying this new found freedom. Kripa called her the next...

Changeling Ch. 01

by Michael142 on Sep 19, 2017
Fetish

Changeling Ch. 01 How I feminized my husband. Michael142 Note to readers: This is a story in four chapters; they are all completed, and I will post them in quick succession to avoid long waits for anyone interested in following them. It is is a story that touches on many categories of this site, including a loving Wife, trans-gender/cross-dresser, some ro...