How to make a guy feel bad for you enough to ask you on a date?

Anonymous
I've never had a boyfriend and it makes me depressed, and I have a few good looking male friends but they'd never date someone like me. I was thinking if I acted super sad and expressed my genuine feelings of sadness due to not having a date, that they'd take me on a date? I'm desperate!
How to make a guy feel bad for you enough to ask you on a date?
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