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Right now, it was last weekend ... but that's most likely to change in a couple hours ;-)
You GO girl! Good for you!!!!

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Rounding this out with a fourth agreement.
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I'm going on a date with this girl I met on okcupid. She is by far the cutest girl I'll have ever gone out with. I usually have really bad luck with finding girls that are interesting and attractive to me. I really don't want to screw this up. Any advice would be greatly appreciated. Here are the main things I'm interested in:
Compliments on her looks? On what and how far?
Don't overdo the compliments, too many sounds insincere or like you are only into her looks and getting into her panties; feel out what interests you have in common, what you both plan to do after college, favorite books, movies, music, etc. There has to be more than looks and lust to build a relationship on.
Let her pick the movie and restaurant or be more assertive? She's vegan by the way.
You don't know her well enough to know if she likes assertiveness? You could tell her you have a certain restaurant or movie in mind, watch her reaction and then adjust accordingly if you need to. Do that face to face so you can read her reaction; you can't tell by phone and certainly not by text.
I always pay for my first dates.
Again, you want to date her but you can't ask her if you paying feels like you want her obligated to you? Ask with a story of when you paid for a date and when you went Dutch and see how she reacts to both stories.
How to be confident in general and how to not go as far to be cocky. I recently lost 70 lbs but I'm still not a skinny guy. She is super skinny and beyond cute. I'm afraid I won't meet her standards.
She sees something in you worth dating or she wouldn't have said yes. I assume your relationship is based on something less shallow than your looks and hers.
What to do to avoid awkward silences. Topics for conversation.
Being comfortable and confident just being in each other's presence without feeling the need to say something every second, without feeling awkward about it, can be VERY sexy.
Anything else would be wonderful too.I'm a 22 year old college student by the way and so is she. Thank you in advance.
22 is so young, she's probably as nervous as you are. Relax and have fun and don't overthink everything.