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Crossdresser
After years of masturbating to gay porn and flirting with the idea of meeting up with another guy, an opportunity presented itself. I found a hot crossdresser on craigslist and decided to meet up. I picked her up and we went to a vacant housing area. She went down on me, I reached around to grab her bulge finally able to just let it loose. She pulled her stockings down and I grabbed her cock. "Mmm your cock is so yummy" she said to me, she wasn't the best at giving head and I figured I may as well take the plunge. "Can I have a taste?" I asked as she repositioned for me. As I moved in, I could only think 'I'm about to suck another man's cock.' Her balls were a bit sweaty but smelled of perfume. I licked from there all the way up her shaft then circled the tip with my tongue. Lips closed I inserted her penis past my lips and started sucking her like it was a popsicle. Immediately I tasted cum, then quite a bit more but not a whole load. For the first few up and downs I sucked out and swallowed a steady stream of precum as she grew rock hard, sloppy noises each time I went up. I knew I was giving good head and thought I would keep going until she blew her load down my throat. I knew she was getting close by the next streams of precum filling my mouth but she pulled me up. We frotted our cocks together, our precum stretching from eachother's tips. "Cum on my cock" I told her. She stroked a few more times, looked me in the eyes and said "I'm gonna cum." I pressed my hard cock to hers as she started cumming all over the place. With each pump, cum first hit my cock then everywhere else. My chest, underwear, jeans and all over my car, it was like 4 guys cummed all over. My cock dripped in cum, all over my balls and down my crack. She said to tell her before I cummed. I used her cum as lube, not taking much to finish me off thinking her sperm is all over my manhood. "I'm gonna cum" I whispered to her. She went down and took it all, swallowing even before she got up.
This was the hottest sex I ever had, if I could meet another hot crossdresser, I would do it in a heartbeat.
Love the taste of my pre cum
I get more sexualy turned on seeing a man dressed up as a woman more than a normal woman, just love to see men wearing tights and heels
Daddy I would love to dress up for you Daddy to pop my cherry 🍒 Daddy taking my virginity daddy please daddy help me Daddy I will be yours daddy and yours only Daddy I will summit to you Daddy as my master Daddy my ass belongs to you and I will suck your dick daddy and swallow and fuck you daddy anywhere anyplace you want me Daddy promise you that I will not disobey your camands or I will be punished for my sins by you daddy and your guy friends and me yes Daddy I will fuck and suck and swallow all your loads daddy and Daddy you can pimp me out for money I will do anything for you guys and Daddy's Baby will take cum on my face and body and in my ass Daddy
I used to crossdress in the early 80's.i had a regular guy that I saw .he was a big man 6ft4,275,fucking thick 7 inch cock.it was my wifes cousin and the first time he saw me was late on a Saturday nite after drinking and not getting any from his girlfriend.he stops over to see if im home and I am in a skirt,stockings top,wig makeup and perfume.and I had been fucking myself with twelve inch table candles.he knocks on the door,i freeze,he gets back in his car and starts to back down the driveway.i flash the porch lite,he pulls back in and heads for the front door.i put on a bath robe real quick and let him in.he was pretty tuned up and didn't realize I was in a wig and heals and bathrobe.he sits down and I get him a beer he starts to look around and realizes somethings up.he looks at me for a long time and says what the fuck are you some kind of fag.im like no I just like womens cloths.i take a chance and remove the bathrobe and put the wig back on.i stand there for him to see me.i lift the skirt so he can see the nylons.he tells me to sit next to him and I do.i could see his erection in his pants and said do you want me to take care of that.he starts with the I aint no fag I don't want another guy sucking me.but I said I am a gurl,let me show you.i remove my skirt and kneel down in front of him and rub his cock through the jeans.i unbuttoned and unzipped him and unleashed his beautiful cock.i could not get my hand around the base.i started to suck him and all the protesting stopped.after a few minutes he stood and removed all his cloths.now I has better access.i would stop and say am I doing a good job baby.am I a good cocksucker.this got him seriously horney.with a few more pumps I knew he was about to cum.it was the first load of cum I had taken in about 6 years and I couldn't swallow as fast as he came.but I cleaned all of the cum up and licked his cock clean..he tells me that was the best blowjob he ever received.we ended up having a two year affair