New Sex Stories / transgender-stories

Ivan meats Jasmine

Embarrassed_Novel951 9 hours ago on Transgender Stories

Jasmine a 23 year old young man that crossdresses has been messaging a 50 year old man. They agree to meet. Jasmine gets dolled up earing plaid skirt, black lace stocking, lace panties, and a red and black lace corset. Jasmine has long black hair, Latina, 5'5", bubbly ass, and thick thighs and feminine features. Jasmine is a virgin submissive bottom. Ivan is 6' tall salt and peppered hair with facial stuble. Ivan is married and a father. Ivan is fit for his age and always wanted to fuck a transwoman or cross dressers ass. Ivan's cock is massive 8 inches long 7 inch circumference with a big mushroom head. Low hanging big balls. Ivan is a dominant top.

Story begins:

As the sun dipped below the horizon, casting the world in a warm, amber glow, Jasmine, a 23-year-old Latina man with a

A surprise you will love I promise

Shyguy654 1137 days ago on Transgender Stories

I got to the hotel after a long day of travel and quickly unpacked and showered and washed the grime of travel off. I shaved my legs and slowly washed the curves of my body while sipping a nice Rose from room service and got dressed. I was looking to make tonight special so I put on my red satin and lace panties, matching red satin bra, red lace garter belt and black nylons the ones with the line running up the back as they highlight my calves when wearing my 4 inch heels. I carefully did my makeup and styled my slightly longer than shoulder length brunette hair into a wavy modern style and put on my red lipstick. I stopped and stared at myself in the mirror and thought that my 5’ 6” frame which was athletic and toned looked good and said, “Still got it at 38!”

I put on a Navy Sati

True story - I turned into an uncontrollable slut on a one-night stand

Switchynslutty 1210 days ago on Transgender Stories

When I was 20 (32 now) I hooked up with a trans woman and it went a bit further than I anticipated. She was late 30s and a bit thick/curvy. I told her up front that I was submissive, which she leaned into. She started by stripping me completely, putting me in my knees, and guiding my mouth to her cock... which was massive. Decently long, 7 in or so, but I could barely get my mouth around it. It felt so good in my mouth, I began sucking like my life depended on it. She picked up on how into it I was and started getting more aggressive; a tighter hold on my hair, thrusting roughly into my mouth, then throat, gagging me. I started moaning with each thrust into my mouth. I had never been used like this before and it was driving me crazy. She kept feeding off of that and started slapping me a