Selling My Backdoor Pussy

I remember the first time I had sex for money. I never intended to be an escort,  but I was wanting money for my gender reassignment surgery. When I was younger I wanted to be all girl. I was not yet comfortable with my duality; with being the best of both worlds. I had some boobs thanks to the help of hormones, and long beautiful hair. I did my nails and toes, perfected my makeup, wore beautiful girly clothes. I certainly looked the part. Craigslist still had adult listings then, so I took out an ad as a barely legal college coed auctioning off her “backdoor pussy.”  I made it sound like I was all girl and wanting to sell the pleasure of popping my anal cherry. My ass is my pussy. I was just shy of legal and the boy in me was not a virgin, but the girl in me most certainly was. I was amazed how many guys jumped at the opportunity to fuck my ass for the first time. And offer good money.

The guy that offered the most was obese and rather unattractive, so I went with this Latin Lothario. Tall, dark, handsome, hung and loaded. Young for the amount of money he had. I didn’t ask what he did for a living. All I cared about was that he was gonna pay $10,000 cash to fuck my ass for the first time. I felt like Brooke Shields in “Pretty Baby.”  I was nervous. This was dangerous for lots of reasons. First I was fucking a stranger who could kill me. Second, I was duping him into thinking I was a barely legal teen girl. I met him in a hotel lobby for drinks first. I slipped him some X hoping he would be so high by the time we got to the room he might not notice my cock. We started making out in the elevator. It was a struggle to keep him out of my panties. No way was I gonna let him discover my cock before I got my money.

I went down on him first. Got him good and hard and convinced him the best way to do this was to just force his cock in my ass nice and quick. I laid on my stomach to hide my throbbing cock, spread my ass and told him to take my backdoor pussy. He rammed it in as instructed. He said it was the tightest hole he had ever fucked. He came almost instantly in my ass. It hurt like hell and I bled, but it was over quick  and I had $10,000 cash. I felt a bit guilty, but I now know that if a guy wants to pay for a virgin, well  I should take the money and run. I sold my backdoor pussy a dozen more times and amounted enough money for a sex change operation. But, the last guy who bought my virgin ass, discovered my secret. He was actually so turned on, he paid me more to suck my cock too. He had never been with a shemale and he told me I was the best of both worlds and I should never change.

Well, I didn’t. I just  worked on being the best, the sexiest shemale around. Now when I escort, I get big bucks for being the best of both worlds and I hide nothing. I bet you would pay for the privilege of being with a hot tranny.

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