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Transgender Sex Stories – Real Encounters & Passionate Experiences

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An Unexpected Evening with Daddy's Friends
I have been living with my daddy for 3 years. He is 73, financially set, financially supports me,, and treats me like the princess I am. Only problem with my daddy is his small dick. He is only

Posted by a TS / CD

By Deleted User

An Unexpected Surprise at Home Gathering
So I was at a dates house. I had just finished swallowing his hot nut, when daddy calls me. Daddy tells me to get home, that he has a surprise for "his lil gurl". I told daddy that I had to

Posted by a TS / CD

By Deleted User

An Unexpected Evening with a New Friend
I am a semi passable crossdresser. I live with my older daddy. He takes real good care of my financially needs. But he really lacks in the dick department. If his dick was 1/2 the size of his bank

Posted by a TS / CD

By Deleted User

A Unique Encounter at the Bed and Breakfast
After years of crossdressing , I have.been comfortable going to bed with my linguire and nighties so I used to go to this bed and breakfast style little french place in the south the owners were

Posted by a TS / CD

By Deleted User

A Surprising Encounter with an Old Friend's Dad
I am a discreet crossdesser now. So this was a while ago that I just started putting on femminin wears and didn't have much to even dress fully. I gave an ad saying curious new cd looking for a

Posted by a TS / CD

By Deleted User

Exploring New Relationships and Connections
Well, So I am a good looking Bi white male with long hair who has two girlfriends and as much as I love pussy, there's something else that I love too. Now there's sometimes when I just

Posted by a TS / CD

By Deleted User

An Exciting First Public Outing Adventure
I am an older bi male. I have bi for about 11 years. I love being with men. Love to suck on a nice hard cock. I didn't bottom for several years but once I did I couldn't stop. I started

Posted by a TS / CD

By OlderMaleguy

Unexpected Help on a Flat Tire Adventure
Can this day get any worse? One of the men I see on occasions called me. He has the house to himself. I go over there, and as his dick is in my throat, his bitch of a wife catches us. I ran out the

Posted by a TS / CD

By Deleted User

A Night Out in Toledo's Bookstores
Well I'm just a transvestite a boy in a dress I like to Get really wasted when I cross dress. I drink tequila smoke joints. Next with opiates. I live in Toledo. There are a lot of dirty

Posted by a TS / CD

By Deleted User

A Night Out in Toledo's Bookstores
Well I'm just a transvestite a boy in a dress I like to Get really wasted when I cross dress. I drink tequila smoke joints. Next with opiates. I live in Toledo. There are a lot of dirty

Posted by a TS / CD

By Deleted User

Secret Encounters at a Berlin Motel
Im an active dbl list member latino cross dresser bottom met a BBC guy from here .We have met 3 times at a motel in Berlin ct. even though I'm in a relationship with my gf he considers me his

Posted by a TS / CD

By nykmaleforu

A Neighborhood's Unexpected Party Favor
PART III He looked at me and said ok. He told me I was going to be his lil cumdump. I smiled at him, and told him to fuck me like a whore. He told me to get on my side. He stood at the side of the

Posted by a TS / CD

By Deleted User

The Neighborhood Party Favor Experience
PART III He looked at me and said ok. He told me I was going to be his lil cumdump. I smiled at him, and told him to fuck me like a whore. He told me to get on my side. He stood at the side of the

Posted by a TS / CD

By Deleted User

A Friendly Introduction to New Neighbors
Part 1: Back around Thanksgiving, I got some new neighbors that moved into the house across the street. 2 hot young men, both in their mid-late 20s. I told my daddy that I was going to well cummed

Posted by a TS / CD

By Deleted User

An Unexpected Motel Meeting in Berlin, CT
A passable sexy older latina bottom ,and still active on double list.Ive been dressing now for about 10 years ,n now 2 years 100 % fully dress as a women ,make up n 💄 the hole nine yards.I met a

Posted by a TS / CD

By nykmaleforu

An Unexpected Encounter with the Neighbor
I’m in to older daddies and met one here on DL. Went to his house and he dominated me. I found myself wearing thigh highs, lacy boyshorts and 5” heels. He then made me walk down the

Posted by a TS / CD

By NewtBirch3996

An Unexpected Visit from the Neighbor
I’m in to older daddies and met one here on DL. Went to his house and he dominated me. I found myself wearing thigh highs, lacy boyshorts and 5” heels. He then made me walk down the

Posted by a TS / CD

By NewtBirch3996

An Unexpected Visit from the Neighbor
I’m in to older daddies and met one here on DL. Went to his house and he dominated me. I found myself wearing thigh highs, lacy boyshorts and 5” heels. He then made me walk down the

Posted by a TS / CD

By NewtBirch3996

An Unexpected Roadside Encounter at Night
A few nights ago, I got a text from a daddy. He told me his wife would be going into work at 7pm, and he wanted me to come spend the night with him. I got all dressed up, and left for his house at

Posted by a TS / CD

By Deleted User

An Unexpected Visit from My Older Daddy
I prefer the cum pany of older top daddys. I prefer my daddys 55 years and older. They know hot to treat a gurl like me. A few weeks ago, I had a daddy visit me from out of town. He had a 4 day biz

Posted by a TS / CD

By Deleted User

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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Super Bowl group event part six 102.2k 704 2.0k ↗
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Missed The Fine Print! BIG TIME! 73.0k 330 2.0k ↘
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Page 1 of 50 · Showing 1–10 of 500 authors

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