I got a waitress' number

and if she says she is working, should I push for another night?

well obviously going away parties last a long time. try to get it to last long enough and have her come out after work. and then if she refuses yes go for a different meet up

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I live in my reality and you’re a guest

ok so was speaking to a gay mate of mine. He is the biggest player I've ever seen but obviously being it with guys its pretty different.

Anyway, he said I should go with a middle of the convo thing. So to write:

""if you promise not to embarrass me, you can be my date to the party "

forcing her to text back saying what the heck are you talking about?

to which I reply "my friend is going to work at the white house. his party is tonight, would love it if you came. don't be a super nerd.."

to which she either says ok, what time or says no I can't I'm working.

If its the latter I just say:

"ok. well if you want to stop by, it starts pretty early. have a great shift."

If she still doesn't take the bait, then that's it. I've given her two shots.

That's his theory, what do you think?