My first night as a prostitute

As an introduction: I was 19, in my first year of college and got a part-time job at a hotel reception. After a while I noticed the regular girls entertaining guests there and ended up chatting with my manager about it. He told me that these things are tolerated and he told me jokingly that if I want he can get me into it. I just laughed but I though about it later, kinda intrigued me.

Later when he brought it up again I kept a window open on the subject, told him I was curious on how much a girl makes and he shared the details. He even told me that at least 2-3 guests noticed me and asked about my availability. That made me feel wanted and really got me interested, I just blushed and told him that he should tell me next time that happens.

A week later he came to me one night and told me that he wants to talk but we need to keep things on a serious tone now. He has a gentleman that wants company and thought about me, he knows that he's a great guy and I should not worry. He needed an honest and quick answer because the man didn't want to wait. I was basically stunned then but he reassured me and told me to just do a one time try and see how things will go.

When I accepted he told me to go on an empty room to take a quick shower since I was at work for some time and then gave me the room number. I was supposed to be natural and just enjoy the sex like I was just dating someone.

It did not cross my mind to ask some details about the guy waiting me, but maybe if I did I would have said no. When I knocked on the door my client told me the door is open and I should come in. On the chair was an old guy maybe 50-60 or something like that, fully naked, he was waiting for me sitting on a chair. I got in and he told me to lock the door and make myself comfortable. He got up and hugged me, kissed me on the cheeks and invited me to sit down next to him on the bed.

We chatted for a bit, while he was naked and I still had my dress on… then he started touching me, my hands, neck and thighs. When he asked me to kiss him I had the weirdest feeling ever, a bit grossed but somewhat excited, I did however managed to keep my cool and play along. After a while I got up and decided to make things a bit faster, I got naked and got down on him. His cock was not yet fully hard, it was probably one of the smallest I've seen and also hairy, all of my lovers before were at least trimmed.

I sucked for a while then he suggested I should stay on top of him for a 69. This was starting to get better and indeed he was good, I got wet and way more excited than I would have expected.

After the oral he asked me to go doggy on the edge of the bed so he could finish, he put on a condom and went right in. I got so excited on the oral and I was barely feeling his cock inside me. To keep things positive and get myself off I also rubbed my pussy, thought I should at least moan and stuff. That turned him on and started pounding harder until he came inside the condom while riding my pussy.

When I got up he started kissing me again while grabbing my ass and titties, and I went to the bathroom for a little cleanup. When I finished he thanked me and told me the gift is already in my purse.

Meeting my manager afterwards was casual, he was with someone and just winked at me, he asked for details a few hours later and I confirmed that it wasn't a bad experience and things went well.

PS: I'd love some feedback, maybe questions and stuff. Maybe I'll share more later.

Source: reddit.com/r/gonewildstories/comments/3a2f4f/my_first_night_as_a_prostitute

17 comments

  1. Sexy story, I like the way you write very straight forward and to the point but still descriptive. I’d love to hear about more of your "adventures" for sure.

  2. For some feedback, you could describe what you look like (unless I missed that in another post). But I think this story was straight forward. Not bad

  3. I’ve often wondered how that worked at hotels. The management must be aware. How much money did you get? Did the house want a cut?

  4. Good point. I will post some photos I took during that period when I get the chance.

  5. thats a rip off. i guess that really depends on how attractive you are. I know girls aged 18-20 that have made 1000-1500 for an hour or so. These are high end clients though. Guys will approach you if you’re a cam model and typically offer 4-5k for them to fly you out to go spend a fun weekend with them(no sex guaranteed, but suggested).

  6. Yeah I doubt this is real. At all…… Ive known a couple girls that do this exact same thing who are making $500-$1000 per client and from what I hear that is pretty cheap. Fucking a guy for $100 is like nasty fucking for crack type of shit.

  7. What a thrill that must have been! It sounds like you were turned on enough just by the situation itself that it carried you through the actual encounter, which seems like a great attitude to have when you’re starting such a career. Very compelling! Are you still working? And if so, have you managed to keep yourself engaged in the actual work even after the initial rush wore off? And if not, how do you feel about the time you spent as a sex worker?

  8. Not working now but I did it for about 4 years. It had ups and downs but all in all I enjoyed doing it.

  9. any negative experiences? any really positive ones? how much money do yout hink you made over the course of your career?

  10. Negatives were usually drunk guys that couldn’t get hard and I really had to work to make them cum. Positives were with regulars, eg. 2 guys that shared a room when into town and invited me over to take turns on me.

Comments are closed.