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Category: TS / CD

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An Unexpected Night Out in Denver

Last nite in Denver... I decided to get really dressed up with a short black cocktail dress, black heels and stockings with my red hair dark red lipstick and a no underwear. I walked in with the

Posted by a TS / CD

By Deleted User

0

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A Night Out in Denver: Unexpected Connections

Denver part 3. After recovering the best I could with sore a** and all. I knew I only had a week in Denver. So my makeup lady came back and dressed me for night number 2 this night. I decided I

Posted by a TS / CD

By Deleted User

0

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Exploring Texas: A Vacation to Remember

Hubs n I took a lil vacay a few weeks ago. We spent 3.5 glorious weeks traveling in the southeast part of the states, from Texas to Florida. I had a fab time taking in all the sites, tasting the

Posted by a TS / CD

By sissyjamie4daddys

0

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A Journey of Self-Discovery on Campus

Part 2. He had me stand up and stripped me. My hard little sissy cock was sticking straight out. He pulled on it some. Then he quickly took his clothes off and sat down and put me on my knees in

Posted by a TS / CD

By dickluvnsissy

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A Crossdresser's Unexpected Encounter with a Friend

Non passable cross dresser for years. Love wearing short dresses, nighties, thigh high nylons, high heel shoes and sexy panties. Older now and divorced and that lead into going the distance. Bought

Posted by a TS / CD

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An Unexpected Visit from Friends Leads to Fun

Hi gentlemen I’ve been running a profile for a black man I’m a at home crossdresser and it’s been a very long time since I was with a man but one answered my profile sense

Posted by a TS / CD

By personalslut42

0

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A Weekend Adventure at the Concert Hotel

I’m a mature slender cd I’ve been seeing a younger bull daddy for a while. Not enough though because he works way to much, out of the blue he invites to an out of town concert and stay in

Posted by a TS / CD

By hardbitheway

0

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A Weekend Surprise with My Sugar Daddy

Suga daddy surprise Part Ii. As I laid on my back, 1 young stud pounding my ass pussy, suga daddy twisting n pulling on my lil ppclit, n getting my mouth fucked, the other daddy walked up behind the

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Surprise at Suga Daddy's House

I was invited to 1 of my older suga daddys house last weekend. My suga daddy told me he had a lil surprise for me. I love surprises, n I could not wait to see what my surprise was. The only clues my

Posted by a TS / CD

By sissyjamie4daddys

0

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The Disappointment of a Stand-Up Date

First of all there was no "steamy, hot encounter!" More like dealing with some moron that stood me up twice. I've been really horny and the I've been meeting on DL are nothing

Posted by a TS / CD

By Sub Bottom Sissy

0

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Unexpected Encounters with Celebrities in LA

So I lived in Los Angeles with my ex, who is a sexy rich millionaire, who is a talent agent to some of the best singers and songwriters of all time. I have a nice round bubble butt straight guys even

Posted by a TS / CD

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A Late Night Encounter Behind the Curtains

I'm closeted gay and very much into straight guys. For whatever reason when I hear that another guy likes sucking cock, its a big turn off for me. After discovering that many straight-curious

Posted by a TS / CD

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A Surprising Moment in the Bedroom

part II His cum was dripping from my lips as he slid his cock out of my mouth and said, now honey, lick up all that nice cum and swallow it all. I licked my lips and used my fingers to push all the

Posted by a TS / CD

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An Unexpected Encounter During a Massage

I'm from CT. A guy runs an add on DL looking for a massage. I responded and worked out the details. I drove to his house, front door unlocked, open the door and say hello. He was upstairs

Posted by a straight man

By shavedballsac

0

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Exploring New Boundaries at a Gay Bar

My wife was very sexual and into kinky things and loved to give me an emema and the play with my ass using toys. I really turned her on and it also started to turn me on too. She started to say I

Posted by a TS / CD

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An Evening with Daddies: A Unique Gathering

I have the honor of being the entertainment for a group of daddys every Tuesday at a daddys house. I am the only sissy gurl that gets invited to these partys, n I enjoy myself. The partys usually are

Posted by a TS / CD

By sissyjamie4daddys

0

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A Day at the Spa: Unexpected Connections

t was Thursday and I was full of anticipation. Thursday is the day that the Men's Spa invites Cross Dressers, They don't charge us a fee for that special day. I got up Thursday

Posted by a TS / CD

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A Surprising Reunion at the Party

I posted earlier about being at a party n my stepson fucking me after not seeing him for bout 10 years. Well, him n I have hooked up a few more times since then, n he still has NO idea I am his x

Posted by a TS / CD

By sissyjamie4daddys

0

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A Night of Surprising Connections with Daddies

I moved to another state, n started posting in that local area for any daddy that needed a sissy to use. I got a few responses n chose daddy #1. I stopped at his house bout 11pm. I was dressed in a

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Encounter in a Car

When i turned 18 i used to go walking and id post my location so dudes could find me and watch me or whateve and i had a guy walk up to me put his hand on mt back and lead me to his car. When we got

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By Deleted User

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#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	35.0k	634	4.1k	↘
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#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	24.0k	355	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	47.8k	529	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	74.4k	1.1k	2.7k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	45.6k	461	1.9k	↘
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	52.5k	275	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.2k	612	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.2k	359	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.3k	351	1.1k	↘

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