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So Im going on a date (or something) with a prostitute

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Hermii

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I mean not in a derogatory sense of the word.

I can start by saying I am what most including myself would consider a looser. I have self-esteem issues, depression issues, 25 years and never had a proper girlfriend, got bullied a lot in my life, trust issues, inferiority complex, self-loathing issues and so on. So if you are just going to tell me I’m pathetic yea I know.

I visited a prostitute 4 times in my life.

First time was a bad drunk decision. I feel disgusted just by thinking about it.

Second time was better planned. It was an escort. It was quite nice. Feel like both got something out of it.

Third time was just awesome. Still escort. Had good chemistry, we were laughing, just had fun.

Fourth time with the same girl. Even better this time just awesome.

At some point before I left the conversation went something like this:

How often do you go out to see a woman?
Em. Last time was with you. (Embarrased)
Really?
Yea (more embarrassed)
REALLY?
YEA (still embarrassed)
We could go see a movie on day.
Um. Yea sure.
/conversation
I should have asked her there and then, but for one reason or another I didn’t do it. But the next day I texted her:
I am not really sure what you meant with the movie suggestion. I guess this is a silly question but did you mean we go as friends, or that I bring a present?

Present off course being the loophole in the prostitution law.
its-not-aliens-but-its-aliens.jpg

You don’t pay for it but you pay for it.

And she answered right away “We can go like friends:) ”
So yea my mind is still blown that I am more than just another customer to her. Im thinking of taking her to go see Godzilla, but Im really clueless about these things. You wait for like a week? You do it as fast as possible? Is it a date or just being friendly? Im clueless.

Update: Thanks for all the response. I feel better prepared and that I have a better idea what to expect now.
 
Since you decided that you are not going as a customer, there's no reason to concider this as a special case. You are going on a date with a girl. And you do that as soon as you want, so just ask her out to go in a couple of days.

What seems uncerain though, as wether this is a date-date or friends date, since you asked and she replied "friends". You're gonna have to try and figure that out when you go out with her, worst case scenario just ask her.
 
Go for it. even though she makes money fucking different people on a regular basis doesn't change the fact she is human.

When I was studying I knew a girl that paid for everything doing escort stuff. Easy money, no consequences if you do it properly... If there was a big enough market for male prostitutes you could have been the whore in this situation.
 
I've definitely never lived anything remotely similar to your set of circumstances, but hey. Think of it as an opportunity to break out of your shell. Have fun.

Keep us updated.
 
I'm rooting for this to go well for you but..

She might try to have sex with you after the movie and might expect to get paid for it. ld love to be wrong though (about her expecting $$, not about you getting laid)

Oh and wrap it up man.
 
My advice -- at this point you need to treat her like any other woman. Make it clear that you think she's special and be assertive. You said you have low self-esteem, but pretend like you don't, around her. Don't act like a jerk, but don't act like a doormat. If you've already slept with her, try to arrange it so you sleep with her again after the movie date. "I don't want tonight to end just yet," etc.

It's important that she respects you, instead of pitying you. If she just pities you, she'll only ever see you as a friend.

EDIT: Don't pay her for sex ever again -- if you have sex after the movie, and she asks for money, refuse and delete her from your phone.
 
i dunno if i'd call it pathetic. I mean, she is going to date one of her johns, right? You are on even terms, kinda!

And i don't see the harm in asking her what she expects from your relationship in the future. I mean how can you possibly know? Are you friendzoned now? Are you having a proper relationship? Friends with benefits? Or just friends, but you still give her "presents" for sex?
 
You sound unhappy with your general situation, whats the worst that could happen? Maybe you will see that you have value, go for it!
 
Everybody got to love somebody.

If it feels right it feels right, if it crashes and burns, well, it is what it is. I wish you luck and I hope you both have fun and a decent relationship.
 
You guys should fuck beforehand to avoid any confusion and the mental torture of wondering what comes next while watching the movie.

What ya got to lose anyway? Maybe you guys will hit it off or you'd just end up in the same position you were before.

Good luck and wrap up!

edit: lol @ the text
 
Be careful, but prostitutes are people too. I can only imagine how weird it might be since you've already paid her for sex, but have fun. If this goes well, and you find that you are able to interact with girls outside of prostitution, then ask out someone else in a traditional setting. This is weird man, but keep us posted.
 
I'd just make it perfectly clear up front that since this is 2 "friends" spending time together, no money or gifts are expected to be exchanged whatever ends up happening. These girls make it clear when they expect "payment". This shouldn't be hard.
 
Its a complicated situation and I would definitely go for it and have fun. If she asks about payment afterwards I would distance yourself from this person as she is manipulating you emotionally for profit. If not keep in touch, keep it light and see how it goes. Addressing your first paragraph, you are not pathetic at all. You have some issues and you need not go into detail. But have you tried dating traditionally? Dating websites?

Also I hear Godzilla is ok. X-Men however sounds really good.
 
Definitely don't act like you expect some action afterwards, but if you're into her you should let her know. And it goes both ways, like messypandas said if she is expecting payment/reimbursement for her time after you hang out then she's just using you.

I've got nothing against seeing an escort but it would be good to hang out with this person without any of that other crap attached to it. Just go have fun.
 
I'd put that down in writing just in case. Don't want any pimps knocking at your door in the middle of the night demanding you to pay money for a movie date.
 
I never had this occur to me,

Nut if I was you, don't bring up her work at all. Act as if she was just some regular girl you're hanging out with. Heck, I cringed when I saw your text to her, but I can understand wanting to clear this up.

Act normal, go see a movie with her, don't attempt anything, don't make any moves unless she initiates, entertain her, then go eat somewhere simple after the movie or go walk somewhere; I don't know. Treat her like a normal being, and not like she is on the clock or something.

That's what I would do.

Its a complicated situation and I would definitely go for it and have fun. If she asks about payment afterwards I would distance yourself from this person as she is manipulating you emotionally for profit.
And yeah. This is important.
 
Fuck her when you pick her up, say that you're trying something new .

Then go to the movies

Pay for the movies, and food.

Then when you go home, fuck her again.

Do not pay her or ask if you are obligated to. Act like she ain't a prostitute.

Tell her it was fun.

You might be getting casual sex from here and on without the need to pay her.

Also, do not fall in love.
 
Be very careful, dating as friend could mean no harm, and sure why not, but the last thing you want to happen is falling in love with a prostitute. And is not because of her, its because you have low self steem, and every time you call and she doesn't answer, you will assume she is having sex with another guy.
 
If she's made it pretty clear that she wants to see you as a friend, not as a client, then dive right in.

I'd recommend not pinning too many hopes of true romance on this girl, but if you're both up for a fun night out, then absolutely go for it. Escorts are still women, and need genuine friendship and companionship like anyone else. It sounds like she sees you as a friend, so don't expect too much, but if things develop, then go for it.

Just be aware that she might be quite socially outgoing, so make sure you can keep up if the date gets a little more fun. I went on a first date with a stripper a few months ago, and, well...
 
I had a friend who went through a similar situation, he'd take her to the cinema, dinner etc. as friends(although I'm sure he paid for everything on these little outings) but then he'd still end up paying her for sex.

Basically she was using the friendship to make him fall harder for her and in turn he'd pay more often for her 'services', turns out she was doing this with a couple of her other clients.

Just be careful and don't read too much into it too soon.
 
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