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I picked up my bag of tranny bits, jumped in the car and made my way to a secluded spot to get changed and do my makeup. Needless to say, I ended up looking like a whore – little black mini dress, black/red matching lingerie, black seamed stockings and black patent heels, with makeup to suit. It wasn’t the intention, but I had limited clothes, makeup and experience back in those days. Anyway, once I had done the finishing touches, I then drove to a well known local dogging spot which was once known as the best in the country. I arrived just as the sun was setting, there were a lot of cars parked up – I had a cruise around, not really knowing what to do or what to expect. So I parked up got out of the car, sat at a picnic table and lit a cigarette. After about 5 minutes a guy came over and started to chat me up, at first this felt really strange but all the same really exciting. We had been talking for a while and he went to kiss me – I hesitated and then received his passionate. I knew I was hurting her, but she wanted it. I decided to go ahead and get it over with and save her from as much pain as possible. With a great thrust of my hips, my cock ripped through her cherry and buried itself deep within her pussy. She let out a scream of pain when she felt my cock plunge into her depths. I knew that the worst part was over, and that in a minute or two, the feeling of pain would be replaced with pleasure."Oh my god, Emory, you are huge!" she exclaimed."And you, Virginia, are very tight"I moved down and started to kiss her, and she returned them with vigor. After a few minutes of making out, I could feel her bucking her hips up into me. "Does it still hurt?" I asked her"No, it feels really good now." she repliedI took this sign and started to move my cock in and out of her freshly deflowered pussy. I reached behind her and undid the clasp on her bra. She took it all the way off and threw it on the floor with the rest of our clothes. Right away, she moved her.
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