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crossdressers first time

crossdressers first time

... crossdressing slut for about a year!now i croosdress all the time, when i can. ... i first started to wear tights when i was 18,i was shocked when i first realised i loved tight ... panties and sheer tights. i was staying with my friends mother who was 65 at the time,she wore... Continue»
Posted by nylonfiona 5 years ago  |  Categories: Mature, Shemales  |  
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crossdressers first time with a guy!

... out again. I slowly made my way to my knees for the first time. with this nice big black cock ... a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from ... a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.

I... Continue»
Posted by cdnorwich22 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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First Time Pornokino

... First Time Pornokino
Diese Geschichte ist zu 100% wahr und sie spielte sich schon vor längerer... Continue»
Posted by BadGuyNRW 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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First time crossdressing with another CD

... part of me. Any help would be great.

First Time Crossdressing with a mate part 1 ... , but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting ... - attached, bi, recently got into CD and wanted to dress up with another CD for the first time. He... Continue»
Posted by kumquat 25 days ago  |  Categories: First Time, Shemales  |  
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My first time with another crossdresser.

... masturbating. and in the last story was my first time being with a woman wile crossdressed. now ... this story is about my first time with another crossdresser at the age of 18.

it was a friday night ... to come." we parted and i went out to my truck and got on the phone with johnny, set up a time... Continue»
Posted by sissypantyhoseboy90 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Beginnings: My First time as a crossdresser (PT 1)

... practice from borrowing my mom’s from time to time. When we got over to the mirror I took my first ... , the drinking age was eighteen at the time and she was nineteen, and smoking some pot I had brought over. We ... so maybe we could pull it off.
I had dabbled in crossdressing a few years before, sometimes... Continue»
Posted by sbobbi66 11 months ago  |  Categories: Anal, First Time, Shemales  |  
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First Time Crossdressing with a mate part 1

... with guys before, but ever since I dressed up like a slut for the first time, I couldn't stop thinking ... for the first time. He said that although he wasn't smooth, he was willing to become so if I would ... the first round of drinks, he suggested we move up to the room. By this time I was feeling totally... Continue»
Posted by obm_cd 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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first time web hook up crossdressing dominatrix

... crossdressing has always been my secret pleasure I even had a cache of out fits make up wigs ... . lighting a cigarette I open my laptop and log on to a crossdresser networking site im a member ... other times I would just open my cam up and let anyone watch while I got wild and kinky for them. I... Continue»
Posted by lillolly 3 years ago  |  Categories: Shemales  |  
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school teen gay crossdresser first time sex

... , about to be a CD for the first time in front of another guy.

I was nervous, I reached ... it, admiring it and for the first time, with a lot of care I kissed it, I kissed the head of his cock, felt ... , held my breath and it a wonderful second my gay ass was being fucked for the first time... Continue»
Posted by allisontranny 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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My first time as a Crossdresser

... to him. At first i was sceptical. What would people think??
He assured me that it would be fine, its ... eyes on me. This time i didnt feel judged. I was the only woman in this bar. My date quickly removed me ... fully aroused. This felt hot! He gently slipped a finger in me. At first it was a shock! Then it quickly... Continue»
Posted by mileslong34 4 months ago  |  Categories: Anal, First Time, Shemales  |  
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Crossdresser Dominated For The First Time

... a man to please. You know we’ve got plenty of time before we have to get to work on the walls ... but not violently push me back down be i could get up.
“We’ve spent plenty of time with woman who were home ... loosen a sissy with my fingers first, before i fucked them. But i can tell you're the type who can... Continue»
Posted by Badassgirl123 2 months ago  |  Categories: First Time, Group Sex, Shemales  |  
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Crossdressers First Time

... knew I would be dressing more often and the other time I visited an e****t and wore panties ... as my alter ego Paula at least once a month and enjoy time being a sexy lady. The dressing relaxed me ... naked hard muscular body with a cock already hardening. It wasn't huge but for the first hard cock I'd... Continue»
Posted by maninnylons 11 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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My first time crossdressing for a friend

... had.


thank you hoped you enjoyed reading about my first time. if you liked it let me know and ill wright more.

debby r. ... when i was younger as she didnt want a little brouther, i dressed up a few times on my own after ... was speachless, then he said wow you do look just like her and that i had her act down to a t. He told... Continue»
Posted by deborah_riggs 4 years ago  |  Categories: Anal, Fetish, First Time  |  
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firsts time I'm seen as cd (crossdresser)

... him no one had ever seen me crossdress.... and that he would be my first encounter as a cd. I ... over weight a little and more so the older I got..... by the time I was I was in my late teens I had ... had a chubby build and occasionally crossdressed himself. .... the emails went back and forth. I told... Continue»
Posted by peta74 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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First time with a crossdresser pt1 True Story

... Ive been married for a few years now, but I always find myself straying from time to time to get my ... break one time when the wifie was away visiting her parents for a few days. I was good at the start ... as well as being in a dom roll and was very shy at first. He smiled thou and took the lead having me... Continue»
Posted by bjsmith94 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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crossdressers first blowjob

... done .
well I guess that was the first , it didn't put me off , coz my fav past time is to go out ... in and grabbed it and started to wank my first cock .it was years to get to this stage .. and even now today I ... mouth .
I did not like that surprise .
he said sorry lots of times , but I stood up and walked back... Continue»
Posted by naughtyboy9 1 year ago  |  Categories: Gay Male  |  
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crossdresser's 1st time!

... out again. I slowly made my way to my knees for the first time. with this nice big black cock ... a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from ... a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.

I... Continue»
Posted by cdnorwich22 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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first time crossdressing exp

... of drinks as it was our first bi experience, so he went upstairs to get changed and i got changed ... of cum,and thats what my first bi experience was like and now i want more x... Continue»
Posted by mumlover1960 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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My first crossdressed cocksucking (true story)

... for the first time in my life.

He invited me in, tried to make me feel more comforable. He also had some ... . It was a strange feeling. First time sucking on a cock, making a mature guy horny... and he really ... of that experience and really let it sink in my mind. It was my first time and i felt a little overwhealmed... Continue»
Posted by kamislut 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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first time

... mein erstes mal
Es war mal wieder ein verregneter sonntag,mir war langweilig und ich war auf xxhamster im internet unterwgs.
Ich muss dazusagen das ich oft als frau gekleidet bin,mich aber noch nie... Continue»
Posted by cyberman999 1 month ago  |  Categories: First Time  |  
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