I found a run down place to stay, it was a real dive but I had no
choice, I only had a hundred bucks left. I needed to find a job
quick if I was going to survive in this city. It was going to be
tough being on my own. It felt good though to be on my own and able
to be myself. It was the first time I could dress as the woman I
felt I was. And I think I was beautiful.
Quickly I realized that I wasn't going to get a job right away. I
needed money though, I was already two days late with my rent and if
I didn't have something by tomorrow I was going to have to head back
to my parents house and that just wasn't going to happen. That's
when I made the choice to becoming a working girl. My only problem
with that was that I was still a virgin. I would just have to suck
it all in and make some cash.
We all do things we are not proud of and at this point I knew
this was going to be one of those things. Nothing was going to send
me home begging though. So that night I dressed myself up, packed on
the make-up and headed out the door. I stood outside realizing I had
no idea where to go. So I just started walking. Half an hour later
my feet were getting tired in the heels I had put on, I couldn't
walk any farther. I was about to turn my ass around and head back to
the slum of a room I had when a car pulled up beside me and asked me
to get in. He was a big bear of a man, not really my type, but I had
no choice, I needed cash.
He parked in a dark, empty parking lot and started pulling at my
clothes and groping at my body. I got nervous because this man had
no idea I had a penis and I didn't think I wanted him finding out. I
pushed him back against his seat and ran my hand over his leg to his
zipper. I thought I was going to gag at the thought of putting my
mouth anywhere on this man. I closed my eyes and just did it. The
most humiliating part of this experience was this man spilling his
cum all over my face. He paid me forty dollars, then asked me if he
could get more if he paid me more. As he drove into me I kept my
panties on to hold my hidden surprise from this guy. I exposed my
bung hole to him and he was happy with that.
I got my rent paid for another week with just that one nights
experience. Luckily by the end of the week I had landed a job
waitressing at a local bar. I had to venture out for one more night
to make another weeks income but never did it again. It certainly
wasn't the most romantic way to lose my virginity but I'll never
forget how it all happened.
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