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crossdress sex stories


Exploring Jay's Huge Cock

We entered my house through the garage and came into the kitchen. Jay looked over the place and was impressed by my house but maybe just a bit scared and mostly excited. "Would you like a drink Jay," I asked. "No Jack, just fine thanks. Hungry t ..continue reading

Jimmy the panty boy

"Timmy, dear" Cassandra said while reading morning paper at the breakfast table, "I have a convention in New Orleans and I'm leaving right after work for the airport, so I'll have the cabby swing by here and pick up my bags!!!" "I've laid out all the ..continue reading

Caucasian Bitchboy

Guapo Tony was really good looking, about 6 foot 2, lots of muscles and tattoos, shaved head – totally fine! I could tell when he saw me sitting there, a young Caucasian sissy with crossed legs and high heels, that he was not disappointed in what h ..continue reading

Becoming Michelle

I've always had a very high sex drive and various fantasies. My wife, Michelle, is pretty much the opposite. Sex is pretty standard and not very often and whilst this is fine for Michelle it does leave me wanting. I would never cheat so I often turn ..continue reading

Wife indulges her husband's cross-dressing fetish

When my wife Jane asked if I would be a volunteer worker at her company's western night, I said sure, why not? She told me she would fill me in on the details as the time drew nearer. A couple of weeks before the event, Jane started making a sa ..continue reading

Submission by The Crossdressers

Thanks to the internet, I've had access to more porn than one person could ever need in a lifetime. It's good and bad because after awhile you become desensitized. Seeing typical porn already became dull, and I'm only 23! I started searching for new ..continue reading

Paul the gay

In just about an hour he would be here I was so excited, finally I was gonna get this guy alone. Just me and him for a few hours alone without the worry of interruptions. I'm a very submissive white gay bottom, I'm 5'4' weight about 115 lbs. With a s ..continue reading

Crosdresser sucks cock

He never expected that I was sissy and never dreamed he would be one of my lovers This happened when I was beginning to dress up as Mel frequently. Saturdays were the best days for me, except that my friend Pete would always stop by in the middle o ..continue reading

My BBW Mother

My name is Pete, I am 28, live in the UK and have a good job. I am a fairly good looking guy, 6'0, and quite muscular. I live with my mother Denise who is 54. I used to live in London and have a gorgeous girlfriend up until the age of 23. She was bl ..continue reading

My first time encounter with a ladyboy

I had been eyeing her up across the bar for about 20 mins when she finally noticed me. She flashed me a cheeky grin and I could feel the front of my pants start to tighten. I told the bartender to bring her a drink and when he did she looked over and ..continue reading

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Fake taxi big boob stories

One thing I have learned while is that the best stories come from the most unexpected sources. As you know, I just celebrated my birthday. I went to the movies and saw The Purge 2016: Election Year. Shortly thereafter, I took a Lyft to my favorite Ch ..continue reading

Hot hotel room

As part of my job I have to travel to head office in London once a month. It’s a completely pointless journey but keeps the bosses happy and gives me an opportunity to watch my progammes on Netflix on the train down from Newcastle. I’ve got into ..continue reading

Family orgy

Bobby Mitchell ducked down quickly in the driver's seat as twin beams of bright light shone suddenly into the rear-view mirror. The sound of the approaching car got louder, and the boy prayed that it would go straight past. The last thing he needed r ..continue reading

Swinger Party Crasher

I crashed this formal party at one of the hotels in town with a girl friend of mine. As soon as we walked into the ballroom, I noticed this extremely handsome man across the room setting up some electrical equipment. He was in a tux -- a nice tight p ..continue reading

My sister xxx

After only a minute or two Hannah's body tensed and pushed off the bed as she let out a scream as the release of another orgasm took hold of her. My parents were just pulling out of the driveway heading off on a weeks vacation. They hadn't had a hol ..continue reading

Lola & friends surprise boyfriend at hotel

Hi Baby, So I have been thinking about this series of scenarios and want to share them with you. I am sure that you will be glad to see me after over a month of celibacy. I know I will be very excited to see you. I may not wear underwear to pick you ..continue reading