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[Armok]

Find out as much as you can about her without being stalker-y. Then write a long poem or song (make sure you can sing recite it properly), weave in as many in-jokes and references to the stuff she likes as possible, if you spend less than half an hour researching it you are not putting enough effort into it, make sure to make a good poem carefully, it should be romantic, but not TO romantic, nor clichéd, and make sure it is HER notion of what is romantic, it should still feel normal and fluid and causal, while still having the effort put into it visible. Then, at some time when she isn't in a hurry, and there are no people nearby that she could feel embarrassed in front of, recite it to her. (and make sure you recite it with passion, not just read the words. And for f**ks sake don't look at the paper all the time.)
Then await her reaction, don't say anything until she does.

(WARNING: All I know about romance come from reading TV tropes)

EDIT: One thing more. The most importnant factor you have going for you considering your lack of physical atractivnes or a PhD, is CUTENESS. MAXIMIZE IT. However, never ever fake it (atleast not blatantly), she'll notice. Still, do not try to be seem manly, or clever, or dignified, those might be good things, but cuteness is probably your main card. Blushing is good.

[Jackrabbit]

Oh, and if she pulls mace, run.

Jackrabbit. Dispensing advice about love since... oh, about five minutes ago.

[Makrond]

<Horrible advice>

Y'know, I get the feeling none of this is serious (maybe the last part), but here's a great example of how to lose a girl in ten seconds.

If you're going to find out things about her, do it by talking to her. Asking her questions. Sure, you could write a little song or a poem and recite it, but that's not how you introduce yourself, and it's not really something you spring on someone you've talked to like five times in passing. Finding things out about someone behind their back is creepy stalker behaviour and while some girls go for that, others really don't.

There is one gem of information in amongst all that rough, and that's not being overly romantic and clichéd. It comes across as false and pretentious and nobody likes someone like that. Nobody. It should just be nice and casual, and honestly, if you're trying to date someone and it doesn't seem like a natural progression to go from talking in the playground to talking at a coffee shop or similar outside of school, don't try it. The most important thing is that you both feel comfortable and one of you isn't trying to speed the relationship along because you're 'not a real man/woman/teenager' if you don't.

Ugh. I don't know why I bother participating in these threads considering how much of a damn lonely loser I am. Whatever, maybe I can help someone else out, although this particular case seems like a losing battle from the very start.

[Maggarg - Eater of chicke]

Gas her and take her to your cemetery lair.

[ChairmanPoo]

Gas her and take her to your cemetery lair.

Seconded. Do this OP. Chicks dig men who take the initiative.

[Rashilul]

Gas her and take her to your cemetery lair.

Seconded. Do this OP. Chicks dig men who take the initiative.

Thirded. I did it, and now she thinks I'm so hot, she got a restraining order.

[Tokkius]

My opinion: Tone down on the arrogance. It doesn't matter what you've done, how "crazy" you are, whether or not you have ADHD or OCD, or how attractive or smart you think you are. Being an arrogant dick and acting like you're treating her by talking to her is not going to help with a real woman. Granted, we're talking about adolescents, but they say that girls mature faster than boys anyway.

[ChairmanPoo]

Being an arrogant dick and acting like you're treating her by talking to her is not going to help with a real woman

actually, it does tend to work, you know

[Rashilul]

Being an arrogant dick and acting like you're treating her by talking to her is not going to help with a real woman

actually, it does tend to work, you know

At least with younger women/girls. Advice: girls love a popular, rich, good-looking, arrogant bastard. Emphasis on rich.

↑
Based on experience.

[Tokkius]

Which is why I emphasized the real part.

[ChairmanPoo]

Advice: girls love a popular, rich, good-looking, arrogant bastard. Emphasis on rich.

Please allow me to introduce myself, I'm a man of wealth and taste.

[Rashilul]

Which is why I emphasized the real part.

By which you mean 25-30+ women. A bit out of his range.

[Tokkius]

Which is why I emphasized the real part.

By which you mean 25-30+ women. A bit out of his range.

Point. I'm probably too picky, myself.

[Davion]

We can't really help you get over the emotional block you've built up for yourself because you were rejected before and couldn't handle it, or rather handled it in a negative way. Any advice anyone can give in this thread will require you to walk up and communicate with her, and in order to do that you've got to break down that mental barrier yourself and get up the nerve to talk to her and accept that you might act like a complete dumbass and get rejected again.

Generally, you aren't going to see the majority of these people ever again and high school is the last bastion of being a kid before adulthood and responsibilities set in. Take risks, experiment, be a dumbass occasionally and enjoy it instead of trying to be serious and mature all the time. You've got another 60+ years for being mature so talk to her and don't think about it.

[zchris13]

Advice: girls love a popular, rich, good-looking, arrogant bastard. Emphasis on rich.

Please allow me to introduce myself, I'm a man of wealth and taste.

I've been around for long, long years/Stole many man's soul and faith