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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.

Category: TS / CD

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A Journey of Self-Discovery at a Gay Bar

A few years ago, I took the risky chance of going to a gay bar all dressed in my fem clothes. I wore a lil pink mini skirt, a white blouse, wig, makeup, stockings and heels. I parked bout a block

Posted by a TS / CD

By sissyjamie4daddys

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Exploring Boundaries with a Best Friend

So i get asked allot on here or other sites how kinky are you are you really submissive will you really give up control and do anything i say or we say.Well in short yes yes yes im very kinky and

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A Second Chance with My Trans Girlfriend

I got another chance yeah! I am a older white chub bottom daddy with a tiny limp dik so i cant please a woman any more so now i only date black guys and black trans with BBC my preference, i just

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By rachelbottomcd

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Unexpected Encounters at a Truck Stop Vista Point

Years back I became an owner operator truck driver. This was great since I had my own truck and hours. And it gave me the opportunity to drive either naked or in my lingerie. I used to stop at the

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Exploring New Connections in Disguise

I am a married white crossdressing bottom sissy who has been crossdressing in the privacy of my home for 10+ years. My wife understands n is supportive of my lifestyle to a certain extent. Before I

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit to the Farmer's Home

My first time as an adult was with a farmer while his wife was out of town. I met him on Craigslist and drove to his farm about an hour away from me. I dressed in her clothes and included wearing her

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By Deleted User

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Caught in a Compromising Situation at Home

1 “What in the hell are you doing?” I opened my eyes in horror as I realized that my wife, Libby had come home early from her shift at work. She was standing in the door to our bedroom,

Posted by a TS / CD

By NewtAlloy1015

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A Surprise Reunion at the Pool

Part 2 of hot spring ride: I kept my plug in till the next day to maintain all the cum the daddies had given me.. yes I absorbed basically every drop of it.. the next few days were uneventful..

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A Unique Gathering at the Sugar Daddy's Baby Shower

OMG!! I had a great day today. I got invited to a baby shower better know as a blow bang or bukkake party. And I was the main attraction, the center of attention, n I loved every stroke of it So 1

Posted by a TS / CD

By sissyjamie4daddys

0

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A Unique Gathering at a Sugar Daddy's House

OMG!! I had a great day today. I got invited to a baby shower better know as a blow bang or bukkake party. And I was the main attraction, the center of attention, n I loved every stroke of it So 1

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Meeting with Two Daddies

Last night was fucking awesome. I met up with 2 top daddys at their place. I was fucked every which way you can imagine by these 2 hot young daddy's. As soon as I walked in, they both met me

Posted by a TS / CD

By sissyjamie4daddys

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Embracing My Identity and New Beginnings

I was in my late 30s when I finally came out to the world. If I had to do it all over again, knowing what I know now, yeah I would have come out to the world when I was younger, like my teen age

Posted by a TS / CD

By sissyjamie4daddys

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A Surprising Encounter in the Woods

What a day! part 1 Started in some woods gathering pinecones when an elderly gent called me over to his car and asked if I'd like to suck his thick uncut cock so I said sure and jumped in the

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An Unexpected Encounter in the Woods

What a day! part 1 Started in some woods gathering pinecones when an elderly gent called me over to his car and asked if I'd like to suck his thick uncut cock so I said sure and jumped in the

Posted by a TS / CD

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Unexpected Meeting at the Grocery Store

I love mens bods. I love everything bout a top mans bod, their chest, their lickable n kissable ass, their beautiful n delish cocks n succulent balls. I can be very submissive when it cums to

Posted by a TS / CD

By sissyjamie4daddys

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Unexpected Encounters with Daddies at Home

Last week I posted an ad on here looking for top daddys that needed their cocks sucked. Now, I am overly orally fixated. I love sucking cocks; white, black, small or big, it makes no difference to

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By sissyjamie4daddys

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Unexpected Encounter at the Mechanic's Shop

Hello so im a life long crossdresser I absolutely love getting all dressed up and doing my makeup and nails and wearing sexy lingerie etc. Im so attracted to older men like mid to late 50s and early

Posted by a TS / CD

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Unexpected Encounter at the Mechanic's Shop

Hello so im a life long crossdresser I absolutely love getting all dressed up and doing my makeup and nails and wearing sexy lingerie etc. Im so attracted to older men like mid to late 50s and early

Posted by a TS / CD

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An Unexpected Visit from a Young Daddy

I was looking thru the ads posted on doublelist looking for a top daddy that needed some mouth or a piece of ass when I saw an ad from a young daddy who wanted to hook up with a gurl like me. We

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By sissyjamie4daddys

0

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Unexpected Meeting at the Adult Bookstore

I'm a bottom sissy who loves and enjoys the company of older top men. I am a passable crossdresser who dresses the part when I'm NOT in my professional attire. I keep my nails well

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By sissyjamie4daddys

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Top Authors

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

RISING AUTHORS ON DOUBLELIST See all

L luciecar “Don’t want it to be a boring night” R roosterrogers “Young eager for hours” J jabby69 “It took 20 years.....” S submit2one “Too Many Tops Think Anal and Intimate Technique is One in the Same”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Couple	The fast and furious	61.1k	863	4.4k	↘
#2	Tiffanyheels Straight Couple Gay	Girlfriend and her attractive daughter	140.8k	2.1k	4.0k	↘
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	130.1k	1.4k	3.5k	↘
#4	cnysub Gay Trans Straight	Part 1 Nude Performer	76.8k	705	3.3k	↗
#5	KestrelElbow9092 Straight Gay Couple	Picnic Fun	49.1k	521	3.3k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	72.4k	488	2.0k	↘
#7	wally4u Gay Couple Trans	I Guess He Did Have To Go!	68.0k	311	1.9k	↘
#8	butchmax Straight Gay Couple	I was FED UP	89.1k	631	1.7k	↗
#9	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.8k	644	1.7k	↗
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	83.6k	670	1.7k	↘

Page 1 of 50 · Showing 1–10 of 500 authors

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