MostlyAloof said:
You are merely assuming I appear needy to her, but I simply typed a needy sounding message.
I certainty don't act needy in person with her. I talk to her like she's my friend and we kiss periodically.
So the thing is you clearly are needy, and that likely shows in the way you interact with her. I can't say for sure but judging by your posts, you are coming across as very needy. That isn't an insult, I have the same issue and it's still a struggle for me.
The line about you treating her like a friend is also kinda concerning to me. That isn't optimal for getting laid. You need to turn things sexual and show her that you are a sexual being who wants to have sex.
MostlyAloof said:
Do you know why she would pay for dates sometimes? Is it out of guilt?
If she was only interested in wasting my time, why would she pay for dates?
Just curious if you've ran into this
I can't answer that. I'm not saying she's only interested in wasting your time. I mean, she's spent 5 dates with you, she clearly likes you to some extent. It's hard to say why she's doing without knowing her sexual history, and even then you won't know for sure.
However, 5 dates really is more than enough time for her to be comfortable enough to have sex with you. That's the problem I see here. It doesn't seem like she's saying no due to lack of comfort. Have you talked about sexual history? Has she hooked up before? If the answer is yes, then her saying no here is a red flag IMO.
If I'm being honest, I think this girl views you as a nice guy to settle down with potentially, and thus the sex part isn't at the forefront of her mind. Given your age, and assuming she is around the same age, that would make sense. Take that with a grain of salt, that is purely my opinion. Nobody can read her mind.
Everybody else has told you the real answer: Go talk to more girls. If you had 3 other girls you were planning to see this week, would you care if this one said no to sex with you? Hell no. So take the steps you need to move to a better location. I get that not everybody can easily just move, but you can take baby steps each day.