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Category: TS / CD

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Unexpected Guests During Wife's Absence

When my wife isn't home I like to dress up in her clothes and prance around the house in a skirt or a dress. I'm a closeted CD and bisexual. I have been with a few men when I get the

Posted by a TS / CD

By sissyjamie4daddys

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Unexpected Encounter: A Trucker's Surprise Meeting

I am an over the g egg pad trucker and a closet crossdresser and was straight until the night I’m fixing to tell you about ! I had gotten to where I was to unload the next morning early the day

Posted by a TS / CD

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An Unexpected Encounter at the Toy Show

Its my own fault because i ran a post for a daddy to do whatever. I am a sissy so i offered to do a toy show for him in person. He def took me up on it because this is what happened. I was a dolled

Posted by a TS / CD

By rachelbottomcd

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A Unique Encounter in a Parking Lot

So the other day I was meeting up with this guy at a nearby porn shop. It was a good place to go have fun. So I love wearing sexy mini dresses and sexy lingerie. Be we went in I wanted to meet up in

Posted by a TS / CD

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An Unexpected Visitor While She Was Away

One of my wife's bulls stopped by the other day while she wasn't home. He was not happy. "I got a 5 day load backup. Now someone is going to take it, and since she isn't here,

Posted by a TS / CD

By sissyjamie4daddys

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A Sugar Daddy's Visit After a Rough Flight

One of my sugar daddy mens texted me earlier in the week telling me I would be def earning my allowance. My response to his text: bring it on sugar daddy. N he did! My sugar daddy mans showed up at

Posted by a TS / CD

By sissyjamie4daddys

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Navigating Generous Relationships and Allowances

I love me some generous daddy mens. I have 7 sugar daddy mens that I take care of by spending sucky fucky time with. In return for my time, I have allowances with each one. When I'm not with a

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit from an Old Friend

I was sitting on the couch, legs spread, riding a 10" dilly, when someone knocked on my front door. Perfect fucking timing! Way to interrupt my fun time. I started walking towards the door n I

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Hotel Encounter with Daddy

I responded to an ad on DL from a daddy who was staying at a hotel n was looking for a sissy gurl to stop by n play. Daddy gave me the hotel n room number n told me the door would be open. The hotel

Posted by a TS / CD

By sissyjamie4daddys

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A Night Out: Dinner and Dancing Together

The first time I was turned out fully dressed in public was at a restaurant. I shaved my body completely smooth, was wearing a black dress that had a slit in the back, heels, stockings, panties,

Posted by a TS / CD

By sissyjamie4daddys

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Exciting Bahamas Vacation with My Sugar Daddy

I got a call from one of my sugar daddy mens last night. Sugar daddy mans wants to take me on a lil vacay to the Bahamas, all expenses paid of course, for 2 weeks! I told him I would love to

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Gathering at Daddy Man's Place

I was invited to a group party this past Monday at a daddy mans place. Daddy mans told me there would be a few other daddy mens there n another sissy gurl. When I got to daddy mans place I was told

Posted by a TS / CD

By sissyjamie4daddys

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A Business Traveler's Journey of Self-Discovery

Bi, white and married man in my 30's and I used to travel all over the US on business, being put up in nice hotels by my company. I would invite men to my room for sex and gave lots of blow

Posted by a TS / CD

By charleyandsnickers

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An Unexpected Night at the Daddy Man's Party

Last week I went to a local group party that was at a daddy mans house. There was 4 other daddy mens there all sitting around with cocks out. I walked over to where they were sitting n got on my

Posted by a TS / CD

By sissyjamie4daddys

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A Surprising Meeting at the Bookstore

Another cold night out, but that didn't stop me from going out. I went to a local adult bookstore all dressed up with my ass cheeks hanging out, my tits out floppin, n looking for some cock. The

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By sissyjamie4daddys

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Exploring Local Connections in the 314/618 Area

I love being a cock gobbler for men, n a cum guzzler. I don't waste it, I swallow n taste it. So many daddys have told me their wife or girlfriend don't like sucking cock n def don't

Posted by a TS / CD

By sissyjamie4daddys

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Unexpected Encounters Behind Closed Doors

I enjoy a really good dick down. You know, the kind of dick down where you grab on to the back of the couch, or the headboard n hold on for dear life. Where the daddy mans just pounds n pumps away

Posted by a TS / CD

By sissyjamie4daddys

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A Nervous Encounter at the Hotel

My first time dressing as a gurl, I was in my mid 20s. I was to meet a daddy at his hotel. I was a lil nervous bout meeting him, but he promised me a really good time, n did he ever. When I got to

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Encounter with Daddy Mans

I met an older daddy mans thru DL last week. Daddy mans invited me to his place for some sucky fucky time. Daddy mans told me he was very vocal, n liked degrading a sissy like me. Daddy mans called

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By sissyjamie4daddys

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An Unexpected Dinner Party Encounter

So last night I get invited to a daddy mans house. Daddy mans told me he had company that needed to meet me. He told me to dress sexy slutty n to be at his place by 600. It is cold AF so I wore a

Posted by a TS / CD

By sissyjamie4daddys

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#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	74.1k	1.1k	2.7k	↘
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	45.3k	461	1.9k	↘
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	52.2k	274	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.1k	612	1.7k	↘
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