Is it a good idea to date your best friend. One person fills two roles. Hello and Welcome! Share Tweet Share Pin it. Just imagine him as a partner, just one time, and see if your perception changes a bit. If one of you thinks the relationship will be more serious than the other, problems will arise. Your best friend is also scared about this possibility, but you know what? Your mood is elevated during his presence, even if it's when you're doing something stupid like snarking on movie selections. This has been your go-to guy for years, so you can't even imagine the possibility of removing him from your life if there's no love connection. Your best friend is also scared about this possibility, but you know what? So what do you do? By Karen Belz.