Is there a way to ask a girl if they want to go out without hurting a friendship?

I have been friends with this girl since freshman year in highschool, (2011) and we've been through a lot together and are good friends to this day.
I've always been attracted to her, but she had a boyfriend the entire time we were in highschool, and I dated someone for the last few years. We are both single now, and I know she's just doing her thing.

I would love to go on a date with her, but I know she's been going to bars and has hooked up with a few guys. If going out isn't an option what about ways to get a friends with benefits that could become a relationship?

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  • Its gonna be a risk no matter what

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