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A Chance Encounter at the Grocery Store

I used to be a closeted crossdresser. When I left my house, I would wear fem clothes under my jeans n shirts. I was bi curious at the time. In 2017 I was going thru a nasty divorce. My now ex moved

Posted by a TS / CD

By sissyjamie4daddys

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A Surprise Delivery During a Secret Transformation

I am a married 132 lb. 5 ft. 5 in. tall shaved smooth fetish sissy crossdresser. Wife don't know this side of me. On days when she is away from the house at work and I am home I love to take a

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A Mysterious Encounter During a Nap

Just had another great time with a daddy n his young playtoy. So last night I went to a lil sucky fucky party. I had the complete pleasure of sucking 5 cocks, n getting fucked by 6 cocks. I

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Connection at His House

We laid there in bed, him snuggling me, kissing as I explored his bod. He had a nice sized cock, bout 7 inches n thick. I told him that I do like to dress in women's clothes n that I had a few

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By sissyjamie4daddys

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Unexpected Connection at the Grocery Store

I was very bi curious up until 2017. I was going thru a divorce from my 2nd wife. It was messy: she got the children and moved about 200 miles away. I sold the house and moved into an apartment. I

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By sissyjamie4daddys

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A Night Out: Celebrating Friendship and Connections

I went to a gay bar last night to celebrate a gurl friends birthday. She recently transitioned from m2f, n me, I'm just a crossdressing bottom sissy who simply LOVES men, their delish cocks, n

Posted by a TS / CD

By sissyjamie4daddys

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A Sweet Reunion with My Sugar Daddy

I shaved my bod, showered, n douched my ass pussy, then got dressed just like my suga daddy likes: lil hot pink mini skirt, a black top, garter n stockings n a pair of my 4 inch cfm heels. I waited

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By sissyjamie4daddys

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Adventures in an Adult Bookstore

I love pleasing any n all men with my mouth n ass cunt. I have been sucking cocks n letting me fuck me for the last 25 years. I love teasing n pleasing men while I am dressed in a lil mini skirt,

Posted by a TS / CD

By sissyjamie4daddys

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A Cozy Morning Together After a Night of Fun

I love waking up next to daddys bod, feeling his arms holding me close to him. Daddys cock flinching on my ass as daddy sleeps, both of us tired n worn out from a night of hot fucking n sucking where

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By sissyjamie4daddys

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A Day with Sugar Daddies and Friends

I finally did it!! This gurl is so proud of herself, n the 2 daddys that helped me. Now, I have sucked 2 cocks at a time LOTS of times. I have sucked to cocks, n rode 1 cock Lots of times. But today

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By sissyjamie4daddys

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A Reunion with My Suga Daddy After Separation

I am 1 happy gurl today. I used to have a local suga daddy that I met 3x a week for sucky fucky time. Then his wifey pooh found out n cock blocked me from getting my freak on with my suga daddy. Well

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By sissyjamie4daddys

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A Night of Unexpected Encounters in Iowa

Once upon a time I was in Cedar Rapids iowa. I put out a personals for a sissy gangbang. Now bear in mind desert Country Corn fed Boys and I wasn't ready for that. I was in a motel and within

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By Deleted User

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An Unexpected Meeting at the Bookstore

I met a daddy at a local adult bookstore. We walked into a booth n he took out his delish thicky thick cock. I love me some thicky thick goodness. I started sucking his cock as he lifted up my lil

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By sissyjamie4daddys

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An Unexpected Hotel Meeting with Older Men

I have been a dirty cock sucking fagott since I was 18. I am now 30 years old and have sucked a lot of cock the last 12 years. I mostly suck older cocks men that are 50 and older. Doesn't matter

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By sissyjamie4daddys

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Inspiring Stories from the Community

As I read some of the stories posted here, I cant help but rub my lil ppclit hoping to cum. I read them, them make a post or 2 in hoping to find some daddy cocks to swallow n bend over for n get my

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By sissyjamie4daddys

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An Unexpected Visit with a Friend

I’m a cross dresser I’m 47 been cross dresser since I was 13 a few weeks ago a friend told me to take care of boy 18 while he was out of town just to drop by and see if he needed anything

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An Unexpected Visit and a Weekend Surprise

I remember the 1st time I put mother's stockings on. Part 3. Whoops mistake number 2. I broke character. I still have a long way to go b4 I'm a woman. Went through my mind. Mr. Thomas said.

Posted by a TS / CD

By nylonlover1014

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An Unexpected Night at the Arcade

I had the best time last night. I went to an arcade and just took 4 random cocks. I sat and played with my clit until someone approached me. I was fingered and eaten....but I really enjoyed the

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By Deleted User

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Unexpected Connections at Guys Night In

A friend of mine invited me over to his place for a guys night in. Now he knows I'm a sissy bottom n he is really cool with that. I have sucked his cock a few times n he has pounded my lil ass

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By sissyjamie4daddys

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An Unexpected Connection with a Trans Woman

Part two of how I became a pleasure slave for black transgender women. As she pulled me towards her and pushed my head lower while she tilted my head back as far as my neck would allow. Her

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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

S sexysexaddict23 “Made love to my mother in law” F freeusefunholes “Motel excitement on a whim”

akshay “One Message… One Unforgettable Night 🔥”

Obeymyorder “Intimacy in public”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	Tiffanyheels Trans Couple Straight	Crossdresser and girlfriend	79.1k	1.4k	3.2k	↘
#2	KestrelElbow9092 Gay Straight for Gay Straight	Careful what you wish for.	24.8k	357	3.1k	↗
#3	cnysub Gay Trans Straight	Ads on DoubleList	48.6k	544	2.9k	↘
#4	kimorafoxxsexycd Gay Couple Trans	New life as a gay man	76.6k	1.1k	2.8k	↘
#5	sissyjamie4daddys Trans Couple Straight	I love water	47.3k	461	1.9k	↗
#6	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	53.6k	276	1.8k	↗
#7	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.5k	616	1.7k	↘
#8	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.4k	360	1.2k	↘
#9	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.9k	354	1.1k	↗
#10	Dedavis Straight for Gay Straight	House hunting pt 1	38.3k	277	1.1k	↘

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

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