How to Go About Dating a Friend (and How to Deal With Awkwardness)

You only have to cross the line into romantic territory with a friend one time before you realize that the step can ruin your friendship (who else has lost friends because of a scenario like this?). But if it's the right situation, dating a friend can lead to finding your person, which means that taking the risk can be worth it. Plus, since you've spent a good deal of time with this person in a platonic setting, chances are you've already got a good idea about who they really are. "The purity of an initial friendship allows you to see someone's character before it's blurred by sexual intentions and wanting to 'get' something physical out of it," says dating expert Matthew Hussey.

And if you need a little push as to why dating a friend can be ideal, just listen to Wendy Strgar, author of Love that Works: A Guide to Enduring Intimacy. "I extoll the virtues of friendship before dating because you know each other and you have this sense of safety that allows you to explore the relationship more freely," she explains. That being said, there are five key steps you can follow while making the transition from friends to partners that little bit easier. Keep reading to see what experts have to say below.