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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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An Unexpected Visitor and a Surprising Encounter

I am an older ts that loves bbc. It was quite a while since I had had one and was super horny for some dark meat. One afternoon there was a knock at my door and a very tall black man was standing

Posted by a TS / CD

0

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Exploring New Experiences at the Paris Cinema

I'm a young trans girl, 23. I always felt something was wrong with me, I didn't feel like I was gay but always attracted to men. I especially was always attracted to older men.

Posted by a TS / CD

0

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A Weekend of Surprises at the Truck Stop

A few years ago I had a 3 day weekend to myself I had dabbled in dressing but not fully. It started at the request of a fwb and really enjoyed it. I went and got fishnet stockings, short black

Posted by a TS / CD

By averageguy2021

1

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Unexpected Connection at the Truck Stop

I'm an older CD who dresses to the hilt including breast forms. I have a small cock which is more like a big clit and it gets some major clit sucking attention on occasion especially during 69.

Posted by a TS / CD

0

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A Unique Encounter in the Dressing Booth

Started out playing at abs, gloryhole sucking, then one day let someone in the booth...he was dominant but not rough. We played, exchanged numbers. The next time he reached out he was clear what

Posted by a TS / CD

By thomasherbert

0

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Searching for Connection in the City

Wow.i can not believe that there are all the guys that like guys that look like girls you know there's the sweet shaved smooth skin OMD pretty eyes pretty face lips that glitter but it never

Posted by a TS / CD

0

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A Surprising Meeting by the River Boulevard

when i was 27 i moved in with a friend his gf and her kid. my gf had just broken up with me so i was a little lost. i had always dressed but no one knew. it was a saturday noght in july it was nice

Posted by a TS / CD

0

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Unexpected Encounters at the Burlington Interval

I love dressing up and wearing diapers. I put an add out had a few replies I met a white guy with a nice cock at the interval in Burlington I was wearing a diaper panties leggings breastforms tank

Posted by a TS / CD

By Anonymous

0

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A Night Out at the Gay Bar

One night I decided that I had enough of sneaking around and decided tonight would be the night I'd go out dressed as a girl. I put on my tan nylons along with my black garter belt short black

Posted by a TS / CD

0

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An Unexpected Encounter at the Door

I am dressed head to toe like a slutty girl, driving to meet up with this guy from ad. I arrive walk up to the door he opens it invites me in once I come in he wasted no time pulling his dick out and

Posted by a TS / CD

By mattieswallow

0

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An Unexpected After-Work Encounter

I am a very kinky sissy and I have served quite a few people from men, women, and couples. I have done quite a bit as well. My favorite man was an older black man who was one of the first men I was

Posted by a TS / CD

By sissysamantha1

0

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A Day Out in New Haven: A Unique Encounter

Hello I'm still very active on doublelist.com n have had a good time n still meeting people .My ad read sexy cd 4 u ....I took off Friday from work feeling very horny to plan a day in New Haven

Posted by a TS / CD

0

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A Unique Encounter in a Hotel Room

I am a submissive CD that has to travel for work. I had arrived in town on Sunday afternoon, I checked into my hotel and then posted an ad on Doublelist as a CD looking for a man or men. I then

Posted by a TS / CD

0

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An Unexpected Movie Theater Encounter

I had put out and add looking for a dom. I told him that I was a part time CD that has very few limits. He told me what to wear and what time he would pick me up and wouldn't give any more

Posted by a TS / CD

0

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An Unexpected Adventure at the Club

I have been on DL off and on for the past 4 years. I have had my share of flakes, fakes, time wasters and pic collectors during that time. So it didn't surprise me when after talking with a

Posted by a TS / CD

By Deleted User

0

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A Fun Day at the Park with New Friends

Hi! I’m V! See, I’m somewhat of a exhibitionist…it’s fun to me, dressing up in something revealing, knowing it could possibly be seen…but on this day, I was feeling a

Posted by a TS / CD

By prettyskynative

0

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Exploring Childhood Memories Through Dress-Up

While I don't consider myself a crossdresser per se, I have included elements of female attire in my play time for many years. Plus, even when I don't dress, I always try to convince my

Posted by a TS / CD

0

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A Night of Unexpected Connections in St. Louis

Hi everyone, I'm Kandy. I just moved to St.Louis from out west. I joined a dating site last summer and I received a message from a guy asking me if I would be interested in getting turned out.

Posted by a TS / CD

By Deleted User

0

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A Newcomer's Unexpected Dating Experience in St. Louis

Hi everyone, I'm Kandy. I just moved to St.Louis from out west. I joined a dating site last summer and I received a message from a guy asking me if I would be interested in getting turned out.

Posted by a TS / CD

By Deleted User

0

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Exploring New Adventures After Empty Nesting

BBW sex toy. We're a MWC, 48/45. My husband Jack, is 48. He's handsome, athletic built about 180 about 6'1. I'm Nikki,43 BBW. I'm about 5'5 , Brunette, around 200 and a

Posted by a couple

0

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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 loverlips699 “The love of dressing up like a playful little submissive crossdresser sissy boy” S sexydadbottom “So this just happened…” U uni4fun5 “Charming night calls” 2 2026lovingslut “Wife is out of town for 2 months”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Straight for Gay Couple Straight	I couldnt refuse the temptation.	49.1k	734	4.3k	↗
#2	Tiffanyheels Straight Couple Trans	Finally had intimacy with ex mother in law	99.6k	1.7k	3.4k	↘
#3	KestrelElbow9092 Straight Gay Straight for Gay	A chance meeting.	35.6k	427	3.2k	↘
#4	kimorafoxxsexycd Gay Straight Couple	Bf was a sweetheart today	101.0k	1.2k	3.1k	↗
#5	cnysub Trans Gay Straight	My boyfriend/ Master/partner	60.2k	606	3.0k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	60.1k	468	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	My Night At The Anvil... Part 1	57.9k	279	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	51.8k	629	1.7k	↘
#9	powers8 Straight Straight for Gay Gay	My greatest vacation ever	51.0k	477	1.3k	↗
#10	butchmax Straight for Gay Couple Straight	My Wife Got Sick	58.9k	471	1.3k	↗

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

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