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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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The Anticipation of a Slow Burn Connection

You want details? Okay, here we go. The whole thing started with this crazy tension that had been building for days. You know that type where you’re pretending to be calm but inside everything

Posted by a TS / CD

3

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Exploring Discreet Meeting Opportunities

25 year old tranny, I got a sexy body shape and charming face with big smile. I look forward to meeting males seeking women in here for discreet fun, I'm open to any suggestions for meeting up,

Posted by a TS / CD

12

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Exploring a Unique Adult Club Experience

Din din is served. I was at a local adult club that caters to men, twinks, n sissys ONLY! Music, dancing n drinks were all the rage. This was my 1st time at this club. I heard bout it from a few

Posted by a TS / CD

By sissyjamie4daddys

4

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A Cozy Evening with My Neighbor

Last weekend I was looking cute had my makeup looking good my hair good and my nails and my neighbor texted me and said hey what you doing I said nothing baby I'm just sitting here looking cute

Posted by a TS / CD

By kimorafoxxsexycd

0

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A Captivating Evening Encounter of Surrender

He told me he was submissive… but the moment his eyes met mine, I knew he was about to learn what real submission feels like. 😈🔥 I walked toward him slowly, letting him take me in. His

Posted by a TS / CD

By Deleted User

7

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An Unexpected Encounter After Work Hours

This happened when I worked for one of the big box stores. I am a pretty good looking man and I am always getting hit on by men. The best pick up line is can I buy you a beer after work. I am a

Posted by a TS / CD

3

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An Unexpected Connection That Grew Over Time

I'm an older white CD. I love being men. I have had relationships with several men over the years. I love me a nice black guy. I have had a black guy off and on for years. I recently met a black

Posted by a TS / CD

By OlderMaleguy

3

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A Unique Evening in Drag at a Bachelor Pad

"Come in through the back door," the text said as I parked my car discreetly on the street. I checked my makeup one last time then sauntered into the side gate. This was my first time

Posted by a TS / CD

7

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A Curious Encounter Between Friends in the 70s

It was 1972 and me and my older friend was getting loaded on some drugs he was really popular and considered good looking which a big cock I had not been sexual with any one but was curios what all

Posted by a TS / CD

5

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Exploring Connections at Weekend Gatherings

I'm a group party slut. When there is a lil group party of 5-15 daddy's I'm there on my knees n on all 4s sucking n fucking. The partys usually last from 3 hours, til the weekend. I

Posted by a TS / CD

By sissyjamie4daddys

3

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A Night of Laughter and New Connections

After months of waiting the night of my girls favorite comedian show was finally here. Tickets in hand we walked from the hotel. She had gotten a room at one of St.Louis' nicer hotels near the

Posted by a TS / CD

6

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A Night of Anticipation and Connection

There I was all ready for my sex adventure. I was wearing a nice short blue dress, thigh high nylons, black high heel shoes and a pair of silky blue sexy panties and bra. I had 2 different men lined

Posted by a TS / CD

9

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Unexpected Meeting in a Bathroom Stall

As soon as daddy mans walked in I knew I would be sucking his cock. Daddy mans was tall, good looking, salt n pepper hair, n from what I could tell packing a nice sized cock in his pants. Me? Just

Posted by a TS / CD

By sissyjamie4daddys

1

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A Journey of Hidden Identities and Love

I love dressing up as a woman I love when my boyfriend comes over and fucks me silly I love feeling him creampie my tight pussy my gf has no clue I've been dressing up as a woman and having men

Posted by a TS / CD

By kimorafoxxsexycd

12

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A Morning Gathering with Daddy's Friends

I got invited to a daddy mens house this morning for breakfast. It was an all I can eat sausage fest, which I simply LOVE! There was my daddy mans, n 2 of his friends. As soon as I got my sissy ass

Posted by a TS / CD

By sissyjamie4daddys

3

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A Halloween Costume Party Adventure

I’m a divorced mature man who has always had a fetish for cross dressers and have dabbed in dressing in private and have kept that secret very well hidden I met a mature CD on DL 3-4!months ago

Posted by a TS / CD

5

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An Unexpected Encounter at the Adult Theater

I have been a crossdresser since taking my sister’s panties at age 13. Now I shave all over, have silicone breasts forms, full dress, jewelry, full makeup, sexy panties and bras, sexy heels

Posted by a TS / CD

By Tiffanyheels

8

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A Weekend Retreat in the Woods with Friends

I love playing with groups of men, 3 or more. I adore being the main attraction, the center of attention, the main entertainment for them. I attend at least 3-5 group sexssions a week. The most I

Posted by a TS / CD

By sissyjamie4daddys

6

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An Unexpected Visit from Daddy's Friends

I was scrolling thru some postings on DL n AFF earlier today. One post caught my attention. It was from an older daddy mans n 3 of his friends looking for a place to play. After a few exchanges, I

Posted by a TS / CD

By sissyjamie4daddys

2

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A Spooky Halloween Date Night Adventure

so Halloween was a blast finally getting to write this it was a bit cold where i live but went out dressed up in my little pink pleated skirt matching crop top with my false breast on had pink and

Posted by a TS / CD

7

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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

C caniuseu “First time shed intimacy”

John Lee Erwin I am He-Man “Chick with appendage picks me to lick her appendage.” F Freshfresh “Available for connection” A almitaaa “They found my clothes”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	34.3k	628	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	77.0k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	23.5k	353	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	46.8k	523	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	72.9k	1.0k	2.7k	↗
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	44.3k	456	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	My Birthday Suprise!	51.0k	272	1.8k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	48.7k	605	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.0k	357	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	An absolutely amazing 3 friends	32.5k	318	1.1k	↘

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

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