4. Con: Your first date feels like just another night out
Even though you and your best friend have probably known each other for a good while and have spent a lot of time hanging out, that first time you get together to do something as a couple should feel different. In many ways, it should feel like a first date without all the getting-to-know-you awkwardness. If that isn’t the case and it feels like you are just spending time chilling with your bestie, it could be a sign that you two are better off just being friends after all.