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Category: TS / CD

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A Curious Encounter with the Neighbors

I never play where I live. I live in a small apartment complex and the apartment next to mine was vacant and they were redoing the floors. I hadn't paid much attention but I was sitting on my

Posted by a TS / CD

1

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Embracing Identity: A Journey of Love and Acceptance

I came out to the world as a trans gurl 8 years ago. Yeah I tried the do called straight life, was married for 5 years, but that only intensified my desires to become the gurl I knew I should have

Posted by a TS / CD

By sissyjamie4daddys

0

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A Unique Encounter at the Park Dock

I am a CD, and bisexual leaning more towards men, I love the way they feel, throb and release. I got dressed up one night and posted on DL looking for a man because I feel like a woman when dressed,

Posted by a TS / CD

0

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A Journey of Self-Discovery and Anticipation

I posted an ad on DL, “rare opportunity to dress and play”. I’m a closeted CD with no experience in person. After getting a few replies, I lined up a date for my upcoming free

Posted by a TS / CD

0

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An Unexpected Visit from My Ex-Wife

Awkward moment happened last night at my house. So me n a daddy mans was sitting on the couch kissing making out n chit chatting. Daddy mans had on his shorts n I was wearing a lil mini skirt n a low

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Connection at the Coffee Shop

I celebrated my 8 year anniversary of my sissyness this past May. I met my daddy Les at Aldi's while I was shopping. Daddy seemed like a very sweet, caring loving, kind older man. He was 72 I

Posted by a TS / CD

By sissyjamie4daddys

0

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A Reunion Night Turns Into an Unexpected Encounter

It had been a busy week and a busy weekend coming up so on Friday I decided to have some fun. I am a long time CD, host men at my place, and decided to post an ad here on DL. Got a number of replies

Posted by a TS / CD

1

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An Unexpected Visitor at My Doorstep

So I'm sitting at home on my couch just relaxing, having a glass of wine n a lil smoke. When I smoke I get really horny. I had no daddy mens, so I grabbed my lil 7" dilly n decided to go

Posted by a TS / CD

By sissyjamie4daddys

0

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Unexpected Encounter While Cleaning an Apartment

I just got back from a daddy mans apartment, n I am one happy lil sissy bitch. I spent bout 3 hours cleaning daddy mans lil place n made a nice lil spending money, shall we say. I washed his dishes,

Posted by a TS / CD

By sissyjamie4daddys

0

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A Surprising Meeting with the Neighbor

i love being a slut i love going into adult stores with theaters and wiggling my ass with my little plad skirt and assless panties on having my tunnel plug in and ready for whatever guy will walk

Posted by a TS / CD

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A Night of Kisses and New Connections

Stopped n picked up 2 daddy mens n a lil sweet twinky. We went back to my house. Me n the daddy mens were kissing on the couch while the lil twinky helped them out of their clothes. "Nice

Posted by a TS / CD

By sissyjamie4daddys

0

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Unexpected Reunion at the Local Bar

so i have been dressing since i was young and always have growing up and enjoyed it alot as i got older my clothes would get sluttier and I would always walk around the house dressed my mom

Posted by a TS / CD

2

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An Evening of Fun at Daddy's Game Night

Another game night at daddy mans house. He texted me n told me to be at his house by 530, that he needed some sucky time. I got there bout 515 n daddy mans met me in his garage, his cock already

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Meeting at the Bookstore

I got a text from the clerk at the local adult bookstore telling me that my sissy ass n mouth were wanted immediately by some customers. Then I got a picture of 7 daddy mens with cocks out a rocking.

Posted by a TS / CD

By sissyjamie4daddys

1

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A Surprising Meeting at Motel Room 34

For a longtime i posted i was a straight closet crossdresser looking for a lady that enjoyed using a strapon and having her way with them ! When i was about to give up a got a message from a lady

Posted by a TS / CD

1

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An Unexpected Dynamic in the Bedroom

OMG, daddy's cock was so yummy n huge, bout 9" long, n thicky thick like a soda can. N he felt so fucking great as I wrapped my lips round it, savoring every inch of that delish cock as he

Posted by a TS / CD

By sissyjamie4daddys

1

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A Night Out with Friends at the Local Bar

I stopped by my local watering hole to meet up with some gurl friends of mine. Now I am the sluttyest out of the 4 of us. I dress the sluttyest, act the sluttyest. My gurl friends were dressed

Posted by a TS / CD

By sissyjamie4daddys

0

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A Sweet Evening with a Young Companion

One of my young studs stopped by earlier this evening for my specialty, the gurlfriend sexperience. You g stud brought me roses, n chocolates to show me his appreciation. How sweet of him. We sat on

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visit from Friends Leads to Fun

One of my daddy mens called me n told me him n a friend of his was on there way over n that I better be ready. Sure enough bout 30 minutes later daddy mans n his friend were here. The other daddy

Posted by a TS / CD

By sissyjamie4daddys

0

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Exploring New Boundaries in Personal Growth

In an effort to be able to take a rough face fucking as well as some of my favorite porn stars, I have been following several online training guides to desensitize my gag reflex and just generally

Posted by a TS / CD

By TrishTrashXD

1

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#5	cnysub Gay Trans Straight	Cruising in the Woods at the Gay Nature Campgrounds	58.1k	592	3.0k	↘
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