Yeah I'm a fucking pussy I know

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Over summer I met up with a few different girls and cold approached, with success, but I was always with at least 1 other guy. I'm nervous about being 1 on 1 from start to finish with a girl especially for the first time with her as I haven't done that for quite a while. Even in school just having a conversation I feel like I've got nothing to say or I get a brain fart. I got like 5 or 6 girls I could call on to meet up (3 of them guaranteed sex) but I am worried about it just being me and her, what if it's awkward blah blah.

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I know, I fucking know, I just don't know how to get around it but I know I need to. I need you guys' help. I wanna tell this girl I have in mind "let's meet at X place on Y day" and then go, I know she'll agree, but I feel like I won't have a clue what to say or be a boring cunt. Again, I know, but please help me out. Be harsh. Cheers.