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Transgender Sex Stories – Real Encounters & Passionate Experiences

Welcome to DoubleList’s collection for trans sex stories, where our users share their real, salacious experiences. Your secret encounters are always safe with us because your identity will be 100% anonymous. So, come on in and add your steamy trans erotic stories; we can’t wait to hear them.

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Category: TS / CD

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A Late Night Connection Through Grindr
I love to get sexy and dress up! Push ups, thongs, g-strings, you name it, and heels of course 👠 Maybe even a wig and makeup 💄 This one time I had been up partying all night and was on

Posted by a TS / CD

By justmenlouisville

Unexpected Connections at a Costume Party
This girl I had the hots wanted to go to this costume party. She wanted to be a male and me a female. Lust told me to say yes. So I went to my neighbors who was a make up artist in Hollywood. She

Posted by a TS / CD

By titus2028

An Unexpected Meeting on a Country Patio
I'm single and live alone so I enjoy evenings in by myself freely. I love jet black pantyhose and often enjoy that with my hands and finger and often wonder if anyone nearby likes to do the same

Posted by a TS / CD

By yammy

An Unexpected Night In with Friends
I've been cd for a long time I would sneak around and ware my kinky panties hidden under my cloths I've been into sexual things since I was 7 I also had a love for wonder women Linda

Posted by a TS / CD

By pantyboilegslover

Adventures at the Glory Hole Arcade
It was a nice day but it made me frisky. By later in the day I was starting to get very horny and when I do this it's not a good thing because I have no woman in my life. I do know where the

Posted by a TS / CD

By im1lover

Unexpected Friendship in a Trailer Park
Long story short I was living in a trailer. I had just got a boob job and funds were low. I am a pre op M2F. I didn't like the hormones so I went low with those and focused on surgery for most

Posted by a TS / CD

By luc2873

Unexpected Meeting Over High Heeled Boots
The first time I was with an another gurl was back when Craigslist was still around. I had been with a few TS’s but never just another crossdresser. There was an ad for a pair of high heeled

Posted by a TS / CD

By rica69

A Unique Encounter with a New Friend
Playing Dressup In His GF's things This is a true story, and one of my hottest experiences yet! I have a real fetish for borrowing things to play in, especially from very attractive women.

Posted by a TS / CD

By loganwilson25

An Unexpected Connection at the Bar
So I have been dressing up for years in girl clothes and over time I have gotten better and better with my CD look. I wear everything from heels, to a wig, lashes, nails, everything! Oh let me tell

Posted by a TS / CD

By Deleted User

A Mysterious Halloween Encounter at the Church
I had always attended private Catholic school. In high school I got caught smoking behind the gym during class. I was wearing my t-short and gym shorts. I was sent to the headmaster’s office

Posted by a TS / CD

By stevie1dar

Unexpected Encounter from an Online Connection
Hi my name is Mona this is different I am a crossdresser I have been talking to a guy on a chat room an he sounded someone I thought was what I wanted so I asked him to come over and play he said he

Posted by a TS / CD

By Deleted User

An Unexpected Hotel Encounter with Strangers
I was recently staying in a hotel, while out of town and had met a guy online that was very dominate and looking to set up a gang bang for a CD. I got myself ready and dressed up as slutty as I

Posted by a TS / CD

By browneyeboi

The Ups and Downs of Dating Adventures
Ok, so there's no option for bisexual men. Which I am a bisexual oral bttm and love raw sex. I met one guy who had posted here, he said he was packing 7" of hard meat. I had never given a

Posted by a TS / CD

By topchublover69

An Intimate Encounter in the Lotus Position
My CD Story "Part 5" This was my favorite position, the lotus position. As he had me on his lap with my "clit" rubbing on his stomach, I could not do much more than move my hips

Posted by a TS / CD

By justareply

Intimate Moments and Connection on His Lap
My CD Story "Part 5" This was my favorite position, the lotus position. As he had me on his lap with my "clit" rubbing on his stomach, I could not do much more than move my hips

Posted by a TS / CD

By justareply

An Unexpected Encounter with a Friend
My CD Story, "Part 4" I couldn't believe I was able to cum like this. I had never been able to hands free. I think it was partially because my "clit" was rubbing on his

Posted by a TS / CD

By justareply

An Unexpected Visit That Changed Everything
My CD Story, "Part 3" (sorry, didn't think this story would be so long) He texted he was here. A few min later, a knock at my door. My heart was racing. I couldn't believe it.

Posted by a TS / CD

By justareply

Rediscovering Myself in a Hotel Room
My CD Story, "Part 2" As I said, I'm 45, married, not as fit as I was back then. I'm 5'9", 225, not unhealthy, but definitely have some curves and all the great stuff

Posted by a TS / CD

By justareply

A Journey of Self-Discovery and Connection
My CD Story, "Part 1" (character limit, so broken up) First off, all of what im about to post is 100% true. I am 45, married and haven't been with a guy since I was younger, but

Posted by a TS / CD

By justareply

A Night at the Local Bath House
There used to be a local bath house that allowed Cross dressers in once a week. I had been dressing up regularly and having men over to my place when my wife was away, she travelled frequently for

Posted by a TS / CD

By radioman666

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Gay Straight for Gay Straight
Parking lot kiss 34.7k 631 4.1k
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Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.5k 1.4k 3.2k
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KestrelElbow9092
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Beautiful and Black 23.7k 354 3.1k
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Ads on DoubleList 47.3k 527 2.9k
#5
kimorafoxxsexycd
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#6
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Sucking appendage in the club 44.9k 461 1.9k
#7
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My Birthday Suprise! 51.8k 273 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.0k 605 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.1k 358 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 33.5k 330 1.1k
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