To be fully honest, I had every intent of picking up a prostitute on this trip to a popular southwest US tourist location. I have never picked one up before, but based on my current personal life, I couldn't resist. Now mind you, I'm a young, moderately attractive, successful guy. But I'm in town by myself, and without a wing-man, there's no chance of me picking up a non-heavily intoxicated woman. Even then it would probably be difficult.

I searched long and hard, and finally got in touch with what seemed like a great match. After a lot of texting back and forth we set things up for later that day. In the meantime i had a few trivial work things to take care of, but found this quite difficult because all I could think about is my future encounter. Will she look like her picture?? What if she's jacked up on tons of drugs?? How do I get out of it if she seems dirty?? Am I really 100% sure she's not a cop?? My mind is racing a mile a minute, and I decide to have a few drinks to relax, which works quite well.

Finally, the time has come, she should be here any moment! As she's not familiar with my hotel, and security is pretty tight, we agree to meet outside. In the back of my mind this is also a great way to abort the whole ordeal if she doesn't appear as advertised. Before I can spot her I hear "HEY, how are you!" And this young, gorgeous African American woman is walking up to me. It's fairly apparent she was a prostitute based on clothing, but she couldn't be more beautiful. We start making small talk over a cigarette, and she says "you're not a cop are you." To which I laugh and decline. Then we talked about how she was pretty sure a cop was trying to hire her today based on his uncomfortable conversation, and his refusal to offer the proof she requested. I laughed at this because she didn't request this proof from me, when i asked her why she says, "you just seemed cool." I guess that's bonus points for me for seeming "cool" during the most uncomfortable conversation I've ever had!

So we walk up to my room, she's asking some background questions from me (which I gave partial truths to) and revealing some sad happenings in her life; whether true or not, still interesting. We get into my room and after some negotiations over what music to play, we settle on a group and get things going.

She has been nude since getting into the room, and now she asks me to get naked and lay on the bed. (fyi, she's an extremely petite 5'7" AA female with perfectly shaped nature C cup breasts) She proceeds to give me a great back massage all while we talked about some politics, literature etc. My interest is peaked, what kind of young prostitute can have this discussion?? Anyway, she has me roll over and slowly gets to work down south. She provides me with the best service I have ever had (with insane deepthroating) and then she puts on a condom and we have the most amazing sex. It takes me a while, as condoms make it so damn difficult, but we finally complete the task at hand. She's telling me how she's never finished twice before with one of her clients...etc, etc. (to which I'm laughing and calling bs) But we end up laying on the bed for a while just relaxing and chatting. Finally we both get up, clean ourselves off and talk a bit more while she is getting dressed.

Then comes the unexpected. She asked, what are you doing later tonight?? I tell her I'm just going to go out on the town and see what happens and she says, "I should be free after 'x' time, wanna hang out??" I quickly chuckle and reply, "professionally or personally??" She laughs back and says, "No, personally, you seem like a cool guy."

Now my bs meter goes off a bit, how on earth does this gorgeous girl just want to hang out when her time is worth money. Anyway, she assures me it's nothing professional and gives me an expected time. Later that night I lay down for a nap before the agreed upon time. I was really hoping she would call, but just felt it was her last attempt to bump up my ego before she left. And was sure this was the case when the time passed by. However, half an hour later I get a call...

We set up a meeting place by my hotel, she's brought one of her friends to hang out. Part of me was relieved when they didn't look "quite as much" like prostitutes, however, I kept telling myself, "forget what other people might think, tons of guys are paying for their time as I speak!"

We proceed to have a great night, have to avoid certain places because her friend is no longer welcomed there, but it's a big city. She's complimenting me quite a bit, occasionally groping me, and I'm returning the favor. Halfway through the night, when her friend's distracted she asks me, "I'm tired, is it ok if I stay at your place tonight??"

We end up at our final location, are talking a bit, when finally the 'friend' says, "not sure what you want to do tonight, but my friend and I sometimes do a group thing together if you're interested." I promptly decline explaining, "I'm sorry if you got the wrong impression, however I said before coming out that I wasn't interested in any more professional services." She's disappointed, but my girl quickly says, "No he made that clear, so don't worry." Her friend decides to go looking for work, and my girl asks if she can still come back to my hotel.

On her way back to the hotel, she relaxes her head on my lap during the cab ride and we talk some more. We get up to my room, and this time the sex was EVEN better, which boggled my mind. I was rubbing her clit as we had sex, she was asking me to nibble on her titties and she was fighting back screams the entire time. Once again, she could have been acting, but why did she come back?? Shortly after she falls asleep in my bed.

At this point in time, I start worrying...why on earth has this girl slept with me for free?? Is this some sort of scam where she's going to let her friends in to rob me, wtf is going on here. I can hardly sleep, until I realize, with her bag contents strewn across the floor, there's no way she could quietly exit, and no way for her to get friends past security, and I finally fall asleep. She sleeps naked up until it gets close to checkout. We laugh and talk a while longer before going our separate ways.

The whole thing was just so crazy. Never thought I would meet a nice, smart, and beautiful woman. I still don't know what it was about...maybe she was just happy to have someone treat her like a person?? idk

Just thought I'd share. Go on and hate. I had a great time, and the best sex of my life...hate on!