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First off, what are your intentions? Are you just looking for a hookup, or do you genuinely like her for more?
If it's just a hookup, I'd say forget it. You know the saying, don't shit where you eat. Besides, IMO it's rotten to try and sabotage her current relationship just because you want to nail her.
Now if you really like her for more, just cut the games and tell her. You know her, she's not some random chick you need to pull game on. If she's into it, great, if not, at least you know.
The thing to remember is that you LIVE WITH this girl. If a relationship between you two goes bad, or you just hook up and leave her feeling hurt and used, remember she lives with you, she can make your life a LIVING HELL.
I know from experience. If something goes bad between the two of you, she can make it very awkward for you to date someone else, or at least bring them over.
Now I'm definitely NOT an experienced PUA, but like I said, I have experience living with a chick.
Think this one over REAL hard.
This is some really great advice Bo. Don't discredit yourself just cause you aren't the best with women, your experience is totally valid and I'm glad you said what you did!
The first thing that popped into my head when I saw the title to this thread was, "Oh...that just seems like a bad idea!" and then it repeated several times over.
First you need to stop negging her all the time. You're creating mixed messages. Just show her that you're secure and attracted to her. You can tease her, that's a great idea and what you should be doing, but negging her is like smacking her in the face and then appologizing, or saying "you're pretty...but you've got an ugly nose".
Exaggerated perhaps, but read that sentence again and imagine if someone did those things to you. Did you do it? If not, FUCKING DO IT, I'm not kidding! Kinda gave you this weird feeling and left you scratching your head didn't it? You're thinking to yourself, "Why did they do that? Why were they a jerk, but then trying to be nice to cover it up? Or making me feel good, then saying something to purposely hurt me? I feel...all confused now."
That's what negging does to girls and that's how they feel. It doesn't cause attraction, it causes uncertainty and a feeling of inadequecy so that they attempt to impress you in order to make
themselves feel alright again, not because they actually care whether you like them or not. Kinda fucking sucks don't it? All negging is, is something that insecure people use in order to bend others to their will and make them dance for them because that makes them feel superior. You dont' need to do that if you're a cool guy and you sound like a cool guy and if you're not as cool as you'd like to be, then THAT'S what you should be focused on learning, not how to fuck with a girl's head in order to make her dance for you.
Secondly, cut the supplicating. You said it yourself, you're giving her compliments all the time for no reason. Now you said, "when she hasn't earned them," so I'm interpretting a bit here and hopefully I got it right, cause people don't always need to "earn" compliments, they just make people feel good and if you like a person and they haven't been a jerk, then they deserve to feel good, so they've "earned" it. Just don't over-do them or they lose their value.
Did you know that that diamonds aren't rare? (No, this isn't off-topic, just bare with for a second and listen to what I'm saying.) They're not though. There's enough diamonds in the world that if the companies that possess those diamonds were to release them all onto the market, they would be worth very little. That $15k wedding ring would be worth less than a grand, perhaps the gold would be worth more than the big fat chunks of diamond on it! That's a fucking mind blowing thought isn't it?
That's what you're doing when you give girls compliments an inordinate amount. I'm not saying make them jump through your hoops and do things to impress you enough to deserve them, cause if you like them, then they deserve them for some reason already. Just don't flood the market with them, or they lose all their value and even the nicest compliments are only pleasant and the regular ones are a dime a dozen.
Now that I've said that stuff, remember what Bo said and if you aren't actually interested in something serious, or you don't think that you can have a "roommate's with benefits" type situation, then just look elsewhere. If you do want something more serious, then it's still a risky proposition, cause if something does go wrong, you're in a tough situation. I'm not saying don't do it, I'm just saying make sure you think it through!