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I’ve been fantasizing about being a streetwalker for a long time. I know it’s dangerous. I know gurls can get in real trouble. Maybe the danger is part of my fantasy. Maybe I want the risk. I don’t know, but I know it’s a fantasy I can’t get out of my mind, and I think it’s one of those things that I’m going to have to do before it drives me crazy. Like dressing up. It’s fun at first, and even a but innocent, but you keep dressing up, making it sexier, getting sluttier outfits, and in the back of you mind you know that you want to get a man’s attention. And when you’ve gotten a man’s attention, you’ll want his dick in your mouth. And once you’ve had his dick in your mouth, you’re not going to stop until you’ve had him fucking your ass good and deep. It’s a slippery slope, and it’s only a matter of time until I slip to the bottom and try all of the forbidden things that I have to try. 

Dangerous or not, I keep taking my baby steps. I got dressed up in my sluttiest outfit, and I drove down to 82nd Avenue in Portland where the streetwalkers have always done their thing, and they still do. The first time I just drove around and checked out the other girls out at night. A couple of them were smoking and talking under a closed storefront after business. Didn’t see anyone stop to hit them up, but I looked at them longingly to have the guts to put themselves out there. 

Next time I got dressed up I drove down to 82nd again, and this time I parked and got out of the car. I walked a short way down the street, in full view of everyone, but lost my nerve before anything happened. Seriously, I don’t know what to do! If someone slows down alongside me, are they just looking, or do I stop and see if they want me to come to the window? 

I still have more work to do to be able to pull it off right. I need to spend more time walking in my heels and shaking my ass while I walk, so it’s an unmistakable invitation. I’m putting on the full show, with a very short skirt and high heels, and I want anyone who approaches me to play their part. Another thing I have to work on is nervous excitement. I talked with another T-girl once and she told me about her experience of getting propositioned, mistaken for a streetwalker, and she talked about her nervous excitement. I got so nervous I started shaking when I stepped out of the car to walk down the street. That’s probably not very sexy, but I don’t know what to do!  

Here’s another weird thing. A couple of guys have offered to play the streetwalker routine with me, but that doesn’t interest me. If I know it’s going to happen that’s not the same, so I wasn’t interested. But having something watch out for me while I tried streetwalking would probably be a good idea (maybe it would help with the nervousness) so maybe I should have asked them just to be my lookout, giving them a turn later in exchange for the favor. 

Chose your Fem Clothes and Chose Yourself