The First Time I Picked Up A Prostitute

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The First Time I Picked Up A ProstituteBy the time i was 21 I had graduated college, moved out of my parents place into a new city to start working in my field. I had my own place, my own car and was making more than enough money. I was also an extremely horny mother fucker. Here’s the thing I had no problem getting girls back then I was young, good looking, in shape, plenty of cash girls were interested but no one girl could keep up with my libido.About a year or so living in my new city it dawned on me there were probably hookers somewhere here. The thought never occurred to me but once It did I couldn’t stop thinking about it because if there were hookers then what’s to stop me from picking them up. No parents to watch over me, and plenty of money to spend, I could have all the easy sex I wanted. Now these were the days before the internet was as useful as it is now so there was nothing like redbook or backpage yet. I also had no idea how to find out if there even was any street prostitution in the area. So I went on a hunch. If there were working girls around they would probably work late at night and they would probably be in the seedy neighborhoods. So from that day on I started taking late night drives starting at 11:00 pm to see if I could find anyone. My first few nights out i found nothing but towards the end of that week I found my first working girl. She was a WSW (white street walker) an older lady walking by herself in a rough neighborhood but the streets were completely empty. She smiled and waved at me as I was driving by. I didn’t know what to do so I just yalova escort passed her and pulled the car over. I figured when she walked by the car I would just ask her for the time or maybe I could tell her I’m lost and ask her to give me directions. I had no idea what to do.As she got closer I got nervous but little did I know I didn’t have to say a damn thing. She walked right up to the car and waved at me again. I rolled down the window and she said “Hi can I get a ride?” Oh I didn’t see that coming. I said “Sure hop in”. She got in we took off. Now lets get this out of the way she was not some hot looking pornstar knockout. Real life street prostitutes don’t look like Julia Roberts in pretty woman. I didn’t care though that was not and still is not what I look for. I look for something that’s a lot harder to find then a pretty girl. Really fucking amazing, bed rocking, nasty, sweaty sex. That can come from a beauty queen or it can come from a homeless women but you don’t know until you fuck them. Anyway she asked me what I was doing out so late and I was too embarrassed to tell her. She started rubbing my thigh and said “Well I’m out trying to make some money. Can you help me out?” “Yes mam I can”.Not knowing what I’m doing I had no idea where to take this woman. I was so scared she might be LEO (Law Enforcement Officer) or that LEO was watching me. So I didn’t want to do anything in the car. In hindsight knowing what I know now there was little to no chance that she could have ever been police and police would not be wasting their time following yozgat escort her or attempting to use this old lady for a sting. LOL. I took her to my place figuring a cop wouldn’t come all the way to my place and there’s no way I could get caught in the safety of my home. I was crazy nervous but surprisingly she was really excited. She tried to kiss me but I couldn’t do it so she sat me on the couch and gave me a long deep blowjob. If felt incredible she would slowly suck the tip of my head and tickle it with her tongue and then shove the whole thing to the back of her throat. She was basically fucking my dick with her throat. I’d never seen or felt someone do that before I was hard as a rock and the harder I would get the more turned on she would become. I just leaned my head back kind of drifting in and out of pleasure. Eventually I had to stop her and I was ready to fuck.I put a condom on as she layed on her back and spread her legs open I stared down at her hairy pussy. I was about to put it in and looked at her again “Maybe I should put on two condoms” she can clearly see I’ve never done this before. “If that makes you feel more safe go ahead” so I did. By the way this is total bullshit for anyone who attempts this. Putting on a second condom over the first only increases the chances that both condoms will actually rip so never do this.I put on the second condom and start pounding away even with two of them on it feels so fucking good. I’m thinking I am going to pick up a new girl everyday from now on. LOL. I feel amazing but I can see she escort bayan doesn’t seem to be as into it as she was when she was sucking my dick. I start pounding her harder and faster. Then it starts feeling a little too good and before I can pace myself I explode. I would’ve like to have taken my time but the inexperience of youth got the better of me. She still doesn’t seem like she was into it at all but I figure we’re done and she’s a hooker what’s the point in trying to figure out if she enjoyed it. I get up, pull out of her, look down and a look of horror shoots over my face we are covered in blood! WTF!!!!! I run out of the room freaking out trying to clean up. I can hear her shouting over and over again. “I’m so sorry, I’m so sorry!” I wanted to tell you but I needed the money. For someone who was worried enough about Aids that he wore 2 condoms you can only imagine what was going through my head now that I had menstrual blood covering the whole lower half of my body.I eventually cleaned up and calmed down she asked me to give her a ride back. We got in the car headed back to the street where I picked her up. Before leaving she said “Look I’m sorry about that. Could I have your number so we could meet up again? I promise Ill never let that happen again”. I told her no and good night. As far as I was concerned god just sent me a message and I was never going to pick up another prostitute again. Little did I know that would be far from the last whore I would pick up and also little did I know I had a full future of whore’s menstrual mishaps ahead of me. So this was my first time picking up a working girl and since then I’ve developed all kinds of guidelines, techniques, and strategies on finding street walkers, picking them up, negotiating “donations”, keeping myself safe etc. I will fill you in on more of that in future stories.-h123

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