So, your best guy friend likes you. You’re into him too, and now you’re actually trying to make a relationship happen. There will be crazy highs, but you could also stumble upon a few rough spots that are tricky to navigate. Here are some of the biggest pros and cons of getting together with your best guy friend.


Pro: You finally get to kiss him. For months, or years even, you’ve fantasized about what it would be like to press your lips against his seemingly pillowy-soft pair. Now, you get to experience the magic.

Con: Of course, there’s the chance that it’s not actually magical. Or that you have to deal with major awkwardness before it gets good. Remember how Rachel couldn’t stop laughing when Ross touched her butt while they were kissing? Even if you’re full of butterflies, expect to have at least one “WTF am I doing, he’s basically my brother” moment.

Pro: He already knows everything about you. Goodbye, pressure to act perfect because you’re trying to win over a new guy. This one already knows what you look like without makeup, that you pee a little when you laugh too hard, and that you cry with happiness when you see pictures of weird animal friendships. Best of all, those quirks are probably what made him fall in the first place.

Con: Wait, he knows everything about you. As in, all your flaws, your demons, exactly what happened in all of your past relationships. He gets how to push your buttons better than anyone else. You lose out on the initial discovery stage where you just want to learn absolutely everything about someone.

Pro: You already know that you’re compatible. You know how sometimes you’re dating someone you think is great, then he pulls a douchebag move and proves you wrong? There’s basically zero chance of that happening here, because he already loves you.

Con: It could throw off the group dynamic. If you guys are part of a close-knit group, your friends might be extremely freaked when you become an item. Hopefully they’ll realize that you two are actually great together, especially if you’re one of those couples everyone has been saying should hook up for years.

Have you ever dated your guy best friend? Or had a crush on him? How did it turn out? Did he try to make things work the way most guys do, as demonstrated in this *Glamour *video?