Please help with my girl troubles

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Hey r9k, sorry for the blog. I was hoping you guys could help me out, even though you guys are kinda biased against girls.

I'm a virgin with no real dating experience and I like someone who has tons of dating experience and has hooked up a lot. They hopefully don't really think I like them, so it's not like the opportunity is just in my lap, but I was wondering if I should just give them my virginity.

I think it's possible for me to start dating around and maybe even hooking up, just for the experience, but it feels sort of disingenuous for me to do those things just to prepare when I could just try for the relationship itself and hope everything goes okay. I just don't want to feel super jealous about the notion that they've been with a bunch of people who weren't me and I can't actually bring anything new or exciting to the relationship because they would essentially have to either teach me everything or wait for me to figure it out.

What do you guys think?
pic related isn't me, I'm not that cute