Dating Your Best Friend: Reasons For and Against

2. Con: You’re a little too comfortable

Your best-friend-turned-lover has likely already seen you in your hanging-out-at-home-watching-TV-on-a-Sunday-night outfit so what’s there to hide, right? Why not throw on a pair of old sweatpants, a t-shirt, and well-worn sneakers the next time you two go out to do something? Well, for one thing, taking a relationship beyond the friend zone may cause you to look at one another in a different light. While hanging out with a friend who looks like a hobo might be cool, there will often be new and different expectations when that person becomes a serious love interest.