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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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A Morning Encounter with an Unexpected Guest

I simply LOVE sucking cocks. Don't matter who they are attached to: married, single, black, white, old or young, I'll suck your cock till I get all your cum. And the more the merrier. Take

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Outdoor Adventure on the Trail

Strip me to only panties outside and spank me and make me do things outside on a trail

Posted by a TS / CD

By Deleted User

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An Unexpected Job Interview Encounter

I am a crossdressing sissy bottom who enjoys n simply LOVE pleasing top daddys. I have been looking for a job the last few months with zero luck. I have sent in resumes and resumes n nothing until

Posted by a TS / CD

By sissyjamie4daddys

0

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A Memorable Evening on a Business Trip

I was on a business trip in another city and had brought a bunch of my cding clothes to dress up in. Throughout the day, I entertained messages from a CL ad I had up. Finally decided on one guy and

Posted by a TS / CD

0

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An Unexpected Visit from Two Daddies

I responded to an ad from an older daddy who was looking for a gurl like me. I simply LOVE me some older daddys!! After a few emails daddy invited me over to his house. I got all dressed up in a lil

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visit That Changed Everything

I’ve always loved wearing feminine wear. When younger sneaking and wearing older sisters panties and bras as I got older in my teens when dating taking things from the girls I was with and when

Posted by a TS / CD

0

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An Unexpected Visitor on Christmas Eve

I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear

Posted by a TS / CD

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A Shy Encounter in an Apartment at Midnight

I was emailed by a 21 year old who had fantasized about being with a crossdresser for months. We exchanged info and met up at his place. He was hella shy at first when we were chatting outside on the

Posted by a TS / CD

0

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A Halloween Party Transformation Experience

I had been secretly crossdressing for awhile and had accumulated one complete outfit including a long blonde wig. My best friend and his wife decided to have a Halloween party. I told them I wanted

Posted by a TS / CD

0

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An Unexpected Connection Leads to Adventure

I started dressing up and had natural long hair and quickly added more and more to my collection i looked at myself in the mirror and thought wow not totally passable but pretty close and took a leap

Posted by a TS / CD

By daviddickson

0

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A Chance Meeting in Key West Hotel

Key West part 2 He asked me where I was staying. I pointed at the hotel right there. I was almost there when he stopped me. He said, so am I. I will walk you there. We walked to my door and he kissed

Posted by a TS / CD

By privateer269

0

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A Journey of Self-Discovery at Fantasy Fest

Fantasy Festival in Key West is known for a wild time. A very decadent crowd, to say the least lol. I have been a closet CD for years. No one had ever seen me in dress. I have lingerie, sexy outfits,

Posted by a TS / CD

By privateer269

0

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A Surprising Encounter at a Rest Stop

I've been crossdressing for many and finally have started going out in public. I stopped at a rest stop and went into the ladies room to take care of things and fix my hair and makeup. When I

Posted by a TS / CD

By Deleted User

0

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An Intimate Evening at Home with Surprises

He came over today, the lights were low and I was dressed in my thigh high boots, sexy lingerie, and laying on the bed waiting for my stud. He came into the room and I saw the most wonderful cock in

Posted by a TS / CD

By Deleted User

0

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A Night of Courage and Transformation

It was my first time not so long ago, after I went with few friends out. I had two beers and a shot so I guess they mixed up and my inner woman who asleeps within me woke up and all of the sudden I

Posted by a TS / CD

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A Daytime Meeting in the City Park

My favorite part of hooking up on here is the anticipation of someone seeing me in gurl mode! My absolute best time was when a couple wanted to meet, but insisted on a public place during the day. No

Posted by a TS / CD

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An Unexpected Connection at the Fishing Spot

Hi, I am an middle aged man, recently single and divorced. In a long time sexless marriage we didnt even connect any more and the lack of sex and testosterone made me impotent. I always had small

Posted by a TS / CD

By rachelbottomcd

0

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A Journey of Self-Discovery and Connection

Ok little background, I am 5”6 I weigh about 135lbs and got a nice big ass, I got into a cum fetish bcus my ex cheated alot and got off on feeding me it without telling me. After we broke up

Posted by a TS / CD

By portlandpartier

0

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An Unexpected Encounter Behind the Arcade

I posted a add showing me in nylons and panties and a corset. I got a response from a trucker who said that he was parked behind the arcade at romantix. I was very hesitant seeing as I was really new

Posted by a TS / CD

By letsenoyeachother

0

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Exciting Denver Cruise Adventure with Friends

Denver last part... I know my boi pussy is going to get abused again tonight and I have a big smile wrapped around Matt's large cocktail. The girls approach and Candice has her strap on covered

Posted by a TS / CD

By Deleted User

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Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	35.1k	634	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	78.0k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	24.0k	355	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	47.8k	530	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	74.5k	1.1k	2.7k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	45.6k	461	1.9k	↘
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	52.5k	275	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.2k	612	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.2k	360	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.4k	351	1.1k	↘

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