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Category: TS / CD

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A Nervous First-Time Encounter After Divorce

After my divorce, I started feeling an urge to dress up in hot panties and dresses as a cd, and serve someones need. I always had a pretty nice ass, and even had straight guys commenting on it

Posted by a TS / CD

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An Unexpected Reunion at the Job Interview

Last week I had the pleasure of meeting a top at his hotel. He was in town on business n was looking for the company of a passable crossdresser. He just needed to get a nut off. We spent bout 2 hours

Posted by a TS / CD

By sissyjamie4daddys

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Unexpected Meeting at the Grocery Store

Hi everyone, i am a white bottom guy who acts straight but in the bedroom i like to wear slutty outfits when im with a guy, body stockings garters netted nylons crotchless panties so there is easy

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By Anonymous

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Navigating Challenges in a Sugar Daddy Relationship

Not much of a story but more of a situation I am experiencing. So I have been seeing this older sugar daddy. He is in his early 60s. I have been seeing this particular sugar daddy since like mid

Posted by a TS / CD

By sissyjamie4daddys

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Adventures with My Sugar Daddy at the Club

I moved in with my older sugar daddy a few years ago. Daddy told me that he would support me financially so I didn't have to work. All I had to do was stay at home, keep the house cleaned, cook,

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By sissyjamie4daddys

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A Kinky Night at His Place with Whipped Cream

I have been dating a young stud since January. He has fucked me numerous times, even shared me with a few of his friends. He is a very kinky lil horndog. He invited me over to his place last week for

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By sissyjamie4daddys

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An Unexpected Connection in the Bedroom

Part 2 of Phoenix!! I could feel his massive head on my pussy hole pressing and trying to get in me.. I told him that we needed lube and that we should go to my bed.. so I take him cock in hand

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Unexpected Encounters in a Gated Community

While in Phoenix and fully transitioned I was living in a gated community.. very upscale and quite posh.. being very very passable and the hormones having done a very good job of changing me : my

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A Journey of Self-Discovery and Connection

Part II He held me n kissed me passionately. The pain I was feeling in my ass as I rode his cock was subsiding. It started feeling real good n I was loving it. We found a rhythm as we fucked. He

Posted by a TS / CD

By sissyjamie4daddys

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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

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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

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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,

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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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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	60.8k	862	4.4k	↘
#2	Tiffanyheels Gay Couple Straight	I guess I am getting to be gay	138.5k	2.0k	4.0k	↘
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	129.7k	1.4k	3.5k	↘
#4	cnysub Gay Trans Straight	Part 1 Nude Performer	76.5k	705	3.3k	↗
#5	KestrelElbow9092 Straight Gay Couple	Picnic Fun	49.0k	520	3.3k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	72.2k	488	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.5k	309	1.9k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.7k	644	1.7k	↗
#9	butchmax Couple Gay Straight	Marriage did it	87.6k	629	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	83.4k	670	1.7k	↘

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

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