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Category: TS / CD

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An Unexpected Encounter at the Adult Store

Last week I posted an ad on here looking for older top daddys. I have a fetish for older daddys. I got a few responses, but nothing that stood out. Then I got a response from a young stud. He told me

Posted by a TS / CD

By sissyjamie4daddys

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A Surprise Encounter Behind Closed Doors

I was at daddy's house, laying in bed with daddy cuddling after daddy made love to me. Daddy n I were kissing, licking daddys nipples, n rubbing daddys cock. Daddy told me he had a surprise for

Posted by a TS / CD

By sissyjamie4daddys

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Exploring Intimacy and Connection in Relationships

Ohh baby gurl you're making daddy feel so good! He must of said that twenty times as he's pumping my pussy hard with his eight inches of cock and it's making me moan louder telling him

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Unexpected Encounter at the Gas Station

It was bout 1am in the morning n I was out of cigarettes. I drove to my local gas station to get a pack. I had on a pair of my booty shorts n a white blouse. I got my cigs n before I got into my car

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By sissyjamie4daddys

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A Surprising Connection in the Elevator

HK part 4 we took the elevator down to the lounge and walked in. As I walked I knew men were looking at my ass iin the tight pants and my tits jiggling a bit under the silk to as I walked. It was

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Unexpected Connections from a Bistro Meeting

They were all over me, kissing and grouping me, telling me that I'm going to do everything we want you to do for us. I couldn't believe that the two men that I met at the bistro were

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A Chance Meeting at the Hotel

So I responded to an ad from a daddy that was looking for a sissy bottom to come to his hotel. We exchanged pics, he liked what he saw, n I def liked what I saw. When I got to his hotel, he greeted

Posted by a TS / CD

By sissyjamie4daddys

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An Evening with Bisexual Couples: A Unique Encounter

SO I'm a bi bottom cross dressing gurl I'm taking estrogen to grow breasts so I'm kinda trans more fem. . I dress all the way paint finger nails toe nails makeup eyeliner lashes

Posted by a TS / CD

By MartenCreek5033

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An Unexpected Encounter in the Room

HK part 3 we went back to my room and my friend/pimp said get cleaned up so I went into the bathroom and did. I walked out naked and found him also naked and his cock already stiff. He said I love

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An Unexpected Visitor and a Surprising Encounter

I was sitting at home earlier doing some housework on this gorgeous day. I had my front door open letting in some fresh air. I heard someone knock on my front door. There was a handsome older man

Posted by a TS / CD

By sissyjamie4daddys

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A Unique Encounter in a Hong Kong Hotel

HK I was in a hotel in Hong Kong and had answered an ad for a cauasian with an uncut cock who wanted to cross dress for someone. I answered it and said I fit the description but did not have any

Posted by a TS / CD

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An Unexpected Visit from a Sugar Daddy

I got a text from my 24 yr old twinky gurlfriend. We share daddys on occasions. We are both cock gobbling, cum guzzling sissy bottoms. I'm a lil older than Twink. He has got a nice sweet tasting

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Encounter in the Bathroom

my ex wife part 3 My new tuck pattner called and asked if we could cum over to play lbut my wife opted out and told me I needed the fucking and to go. I arrived and went into the bathroom with his

Posted by a TS / CD

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An Online Connection Leads to a Memorable Date

I met a guy online who was looking for a slender, smooth CD. We corresponded via email for weeks and got to know each other's thoughts and interests. Finally, the day arrived. He was coming to

Posted by a TS / CD

By Guitarpicker.mb61

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Unexpected Meeting in the Park Bathroom

I have found out that I am a Sissy cross dressing fagfor big black cocks but this minute I’m sitting in the bathroom at the park in a stall on the floor with the door off the hinges, taking

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By Deleted User

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Exploring a Unique Role Play Fantasy Encounter

Not so long ago I hooked up with with a white male bear like omg yes he had a foot fetish he answered my post and we met he asked me if I had any role play fantasy and I I said yes I want you to meet

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An Unexpected Visit from a Crossdresser

I addvertised for Pantyhose lovers / crossdressers and Gotten severeral responses . and one friday night I got a reply from a crossdresing pantyhose wearing local not too far from me . We set up a

Posted by a TS / CD

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Unexpected Encounters at a Poconos Cabin

I'm from pa. I recently rented a cabin in the Poconos for a weekend on a few acres very quiet and remote. I'm 50 years old very tall hwp and love to dress up in sexy things. I checked in

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An Unexpected Encounter During a Night Drive

I have been sucking n spreading my ass cheeks for this hot young stud police officer who patrols my neighborhood. He works nights. I met him at a club a few weeks ago. He knows that I have several

Posted by a TS / CD

By sissyjamie4daddys

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A Night of Fun and Friendship at the Club

While I was transitioned I was best friends with Lacy.. she was about 5’8” tall brunette 34dd tits and very shapely,, beautiful girl and had a beautiful 8” cock.. me I was

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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	78.7k	1.4k	3.2k	↘
#2	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	24.6k	355	3.1k	↘
#3	cnysub Gay Trans Straight	Ads on DoubleList	48.5k	543	2.9k	↘
#4	kimorafoxxsexycd Gay Couple Trans	New life as a gay man	75.9k	1.1k	2.8k	↘
#5	sissyjamie4daddys Trans Couple Straight	I love water	47.0k	461	1.9k	↗
#6	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	53.5k	276	1.8k	↗
#7	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.5k	614	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	38.2k	276	1.1k	↘

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