Should I Break Up With My Boyfriend While I Still Can?

You're right. That does sound immature.

Guess what, C.B. Out of the 6.5 billion people on the Earth, you're not the only attractive one of the bunch. The fact is, we're all doing our best to be attractive and sometimes it even works! You either need to realize that or move along - but for his sake, not yours.

Acknowledging the fact that someone else on the planet is attractive is totally fine, not something that should raise a red flag with you and this boyfriend of yours. Now, if he was saying things like, "You know who is hotter than you? Jessica Biel. You should upgrade your flat tits so they look like hers", then that's different. From what you've said here, it doesn't sound like he's rubbing anyone's beauty in your face, trying to compare you to anyone, or pointing out how you fall short. It does sound, however, like you're testing him and failing him over and over.

And this whole thing where you think he's gay because he agrees with you that George Clooney is attractive is so ridiculous that it almost made me laugh out loud. Almost.

There is a big difference between thinking someone is attractive and being attracted to them. I think Susan Sarandon looks great for her age, but I'm not attracted to her. I get why women have been swooning over Brad Pitt for decades, but I'm not personally attracted to him. When I'm in a relationship and see a woman who is as physically attractive (or -gasp- more physically attractive) than my partner, I don't freak out and feel like garbage because I'm betraying her. It doesn't mean I want to go do something about the fact that I think they're attractive. I silently acknowledge it to myself, if anything, and that's it. Yeah, she's hot. So? Yeah, she's cute. And? Who cares? Cute people exist. That's not new information.

I suggest you take a while and deal with whatever insecurities you have in your relationship. It'll put you in a much better position to deal with actual issues when they come up.