My first time with a crossdresser was about 3 years ago. When I was younger I was addicted to so much porn I got to a point that I clicked on shemale porn just to see, not knowing I would get addicted to seeing b*+ches get fucked with their hard dicks in the air. So as I got older and after many years of watching trans porn I decided I need to experience this in real life so I went on line to search shemales in cape town, but they all charged ridiculous amounts or they were far from me, as I didnt have a car. I decided to go on facebook to see if I could find any, the closest thing I could find were crossdressers, and there were quite a few close to where I stay. I messaged one of them got their number, and we chatted for a while, sent each other nudes etc. One night I was chilling with some friends having a few drinks and I was chatting to “her” she told me she wants my dick inside her now, I told her Im busy with some friends at the moment. She told me she’ll order me a uber later when Im done, I must just send her the address. Later in the night I was so drunk I forgot all about that, till she calls me and tells me the uber is on the way to get me. I tell the homies this girl wants me to fuck her and she ordered an uber to come get me (ofcourse not wanting them to know whats really going on). I get to her place she’s waiting outside for me in the dark with a lace pink robe on, black lace panties and a pair of heels, my dick is rock hard at this moment, I see her walking closer as she has the money to pay for the uber, I rush out to get the money myself as I dont want the driver to see Im about to naai a moffie, I pay him he drives off. We enter her house, as soon as she closes the door we start kissing, I rub on her buldge as I can see she’s hard too, she rubs on mine. I tell her she’s looks fuckin sexy and Ive been waiting to do this for a long time. She takes me to her room where we get undressed and she squats with her heels on while stroking her hard cock and gives me head, Im trying my best not to cum in the first few minutes so I tell her to stop and I lie on the bed and tell her to ride my dick. She gets on top and starts riding me raw, at this point I said fuck a condom, as she rides my dick her hard uncircumcised cock is bouncing on my chest I cant stop looking at it and its making me harder and harder turning me on, she sees me staring at it and she smiles. She gets off my dick and starts slapping my face with her dick, I never in my life planned on sucking dick but I put it in my mouth and it felt good, she fucked my face and I was loving it licking it up and down but I told her not to cum in my mouth, she was fucking my face rough, then we 69’d for a while and she pulled it out and came on my stomach. I turned her around put it in her tight man pussy and fucked the shit out of her till I came inside her and I cum alot so it was dripping out that hole. It was a great first time because she was a freak.