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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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Navigating Friendship and Jealousy at the Club

I have been on every possible 'dating' site, hookup site, sugar daddy site, M4M site you can think of or is known to man, and I have had very little luck in finding a daddy or 2. I am a

Posted by a TS / CD

By sissyjamie4daddys

8

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An Unexpected Journey from Couch to Bedroom

Is there anything better than climbing into bed with 2 very horny, very good looking, nicely hung daddy mens? Only thing I can think of is having MORE daddy mens in bed with my sissy ass!! Both

Posted by a TS / CD

By sissyjamie4daddys

1

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An Evening of Fun at Daddy Man's Gathering

I live by several mottos. Some will Some won't So what NEXT!! You can't be first, but you def will be next. The more the merrier. Well, last night it was def the more the merrier. N this

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Dinner Date with New Friends

Last night, my daddy mans n I went out for din din at a new restaurant. After din din I noticed this very handsome male couple a few tables away from us. My daddy mans caught me looking at them n

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visit from Daddy

I was texting with a scrumptious looking daddy mans the last 2 days. Daddy had the kind of cock that us sissy gurls n trans desire. Thicky thick n bout 8-9" in length. Daddy mans told me his

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visit to Mr. Long's Home

Rick had just passed away, I decided to go see a mutual friend & coworker. Except this time it was going to be different. I'd promised my departed coworker & friend that I would look in

Posted by a TS / CD

1

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An Unexpected Family Reunion and Secrets Revealed

Part 2: I'm bouncing on daddy's lap as he describes what a great fuck my ex wife is. "That fucking whore would come over n do multiple gangbangs n multiple guys every day" daddy

Posted by a TS / CD

By sissyjamie4daddys

2

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An Unexpected Nightstand Encounter Between Two Lovers

It finally happened Part 2 I continued to stroke daddy’s cock and we kissed. He was feeling my body and began to kiss me neck and nipples. “Mmmm I want you so bad”, he moaned,

Posted by a TS / CD

3

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Anticipation of a First Date at the Beach

It finally happened. After years of scrolling and waiting for the right opportunity, I had my very first date, dressing for a man I met here on DL. Last week, I responded to an ad, “Mature

Posted by a TS / CD

5

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Exploring Sisterly Bonds and First Dates

My story. I grew up with a single mom and an older sister. She was 2 years older and enjoyed dressing me as her baby sister. I was small and fem-like so it all worked. She would dress me in her

Posted by a TS / CD

4

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A Weekend of Fun and Games with Daddy Ed

I have been living with my daddy Ed since March of this year. Daddy Ed is several years older than me, n was once married to a woman. Daddy Ed is 62 n I am 32. I have become his lover, his play toy,

Posted by a TS / CD

By sissyjamie4daddys

3

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A Nervous First Meeting at Home

I replied to a post from an older daddy mans who was looking for his first with a sissy gurl like me. Daddy mans told me he was nervous n a lil apprehensive bout meeting. I told daddy mans to relax n

Posted by a TS / CD

By sissyjamie4daddys

3

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A Night of Fun at the Casino with Daddy

I'm a 55 year old sissy gurl who ALWAYS gets dolled up when I go out on public with my mens. I like to wear lil mini skirts, stockings, heels, n tight lil blouses. My skirts n blouses show off

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Movie Date at the Bookstore

A guy I meet at a adult book store a few weeks ago messaged me. He asked me what was I doing that evening. I was at my house doing nothing. He asked me if I was going to the store. I told him that I

Posted by a TS / CD

2

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A Chance Encounter at the Gas Station

I'm a complete n total bottom sissy who loves sucking cock. Doesnt matter where, who, or when, as long as I am sucking. I love giving parking lot head, road head, public bathroom head. Yes,

Posted by a TS / CD

By sissyjamie4daddys

1

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A Night of Unexpected Encounters and Choices

So last night I finally hooked up with this daddy mans that has been chasing my tail for the last couple of weeks. Daddy mans sent me flowers, candy, n even had Uber eats deliver me din din. Daddy

Posted by a TS / CD

By sissyjamie4daddys

1

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An Unexpected Surprise in the Office Meeting

The Meeting That Got Out of Hand I showed up to the office dressed in my “Supervisor” uniform — black polo shirt tucked neatly into black pants, shiny work shoes. On the outside, I

Posted by a TS / CD

1

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Road Trip Adventures from St. Louis

I love taking lil road trips within bout 5 hours from St Louis MO area. I will post on here n a few other sites to let daddy mens know my itinerary n my route. Now I'm a passable crossdresser

Posted by a TS / CD

By sissyjamie4daddys

2

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An Unexpected Encounter with a Young Stud

Young stud pushed my face down in his lap "Let's see what a great lil cock sucker you really are. It's feeding time for the lil whore" he said as he grabbed the back of my neck n

Posted by a TS / CD

By sissyjamie4daddys

2

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A Flirty Encounter During a Shopping Trip

I'm a lil crossdressing bottom sissy slut who simply LOVES me some daddy mens. I'm NOT completely trans. I still have my lil wand, n I also have a pair of 38D tittys that I love having

Posted by a TS / CD

By sissyjamie4daddys

0

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Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Couple Straight for Gay	First true anonymous intimacy	77.8k	1.0k	4.7k	↘
#2	Tiffanyheels Straight Couple Trans	Intimacy with ex mother in law	174.6k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	Intimate Somali man	157.9k	1.6k	3.9k	↗
#4	KestrelElbow9092 Gay Straight Couple	Closet kicked in.	79.1k	679	3.6k	↗
#5	butchmax Straight Gay Couple	My Husbands Best Friend	119.9k	813	2.1k	↘
#6	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	73.6k	330	2.0k	↘
#7	Dedavis Straight for Gay Straight	Super Bowl group event part six	102.6k	706	2.0k	↗
#8	sissyjamie4daddys Trans Couple Straight	I love water	84.7k	496	2.0k	↘
#9	Steve Straight for Gay Straight Gay	Doublelist fan	57.7k	677	1.8k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	87.6k	678	1.7k	↘

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