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First Time Oral SEX

I still remember with fondness the first time I sucked the cock of a Crossdresser. It was a few years ago and then I didn’t think about the risks I was taking and whilst I know a lot of guys and Crossdressers still meet at dogging sites and cottages I don’t anymore and prefer sex at home, although if I can prearrange a hookup at a private dogging site will consider, but only if I know its VERY safe.


I’ve been bi curious for some time but never did anything about it, mostly because whilst the idea of sucking a cock and swallowing a cum load turned me on, or getting fucked, I didn’t find men attractive, but Trannys or Crossdressers I did.


I started looking at Crossdressing personals & porn wanking off and the idea of meeting a Crossdresser was really starting to turn me on. It was one day when in the local toilets I saw this message on the wall “CD here wearing stocking, suspenders, panties & bra seeking oral meets” and with a date…so I arranged to come back

Crossdresser First Time

I got to the toilet at the time and the door in the next cubicle was already closed so walking into the next one I sat down…then a message was passed under the door. “hi, did you see my message on the wall” then a pen was passed under the cubicle, responding I put ”yes, what are you wearing? would you like me to suck your cock”


With that I heard the door unlocked, so not sure I did the same and opening the door a little I saw this guy standing there with a long coat on. Opening the coat, he has stocking, black panties and crop top” you like?” all I could do was say yes “show me your cock” with that I looked around and got out my hard cock out “wank for me”


I started wanking whilst he was watching “do you want to suck me” with that I moved closer and licked the end of his cock. He had some sticky pre cum and was sweet and after licking that I sucked on his cock pulling his foreskin back as my lips when down

Crossdresser Cum

My only reference was from watching porn and knowing how I liked my cock to be sucked, but clearly, I was pleasing him as I slowly got used to the feeling of having a cock in my mouth and someone starting to fuck me with their cock..


It’s odd but because I was sucking a Crossdressers cock, I didn’t feel gay, maybe a little bi LOL but I was loving it and clearly, he was also. “Do you want my cum in your mouth, will you swallow” looking up I smiled and by now I was wanking my cock hard, and he was fucking my mouth.


He placed a hand on my head and was now fucking me hard and knew he was going to explode into my mouth soon and give me my first cum mouthful. I was starting to cum myself and shortly afterwards the first shot hit the back of my throat followed by another filling my mouth with his cum…” swallow it all”


He pulled his cock back out and ordered me” lick the end, clean all the cum from my cock” which I did and then closing his long coat walked away. I had cum all over the floor and getting up I zipped up leaving the public toilet having LOVED my first taste of cum.


Since then, I meet crossdressers via personals sites as its not as risky as public meets, and we can meet at either there’s or mine. I’ve also been fucked and fucked a Crossdresser, but I do love the passive role meeting with dominant Crossdressers that like my first take a more active role…

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