Be prepared for it not to go your way and that being just friends with this person is probably a whole lot better than not knowing them anymore.

Ashley: Take your time with the feeling, and prepare yourself to be extremely vulnerable. Try to know if you can live with that, and if you can’t, be honest about it. He was always the standard against which I measured other men, and we dated a bit when we were younger. I was struck by this visceral sensation, like ‘This is The Point.

Dating a friend is widely recognized to be a pursuit fraught with potential complications.

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Kelly: We were good ol’ fashion friends from the fall of 2010 to the fall of 2011. Then we were friends with benefits until I moved to Seattle, and then back to just friends until October of 2013.

Ashley: We met in a college class and slowly became friends.

Ashley: The second time around, after he’d lived in Seattle, he just showed up on my doorstep and kissed me. Also, it really doesn’t say much for platonic friendship if you can only be friends with people you aren’t attracted to.

Kelly: The person I want to hang out with most is right next to me when I wake up.

Kelly: I believe we handled the evolution of our relationship very consciously.

Nothing felt weird to me, but the transitions didn’t just happen on their own.

Ashley: We met in a seminar that was set up like a production company, and I was his boss. About a year later, after ending a terrible relationship and getting fired from my job, I went to a party at his house.

He asked if anybody wanted to go four-wheeling, and I said I did. Kelly: She didn’t really know it was supposed to be a date. Ashley: I’m bisexual, and if this were true, I wouldn’t have any friends. And I have been attracted to most of them at some point or another, just not in a way that I could or wanted to sustain. Kelly: I think that viewing relationships as an inevitable thing that happens between two people who are attracted to each other takes away from the emotional vulnerability, and work, that goes into building strong commitments.

I’m booking a flight to New Orleans for this weekend. Brice: I should have been with Maggie since ’08, but then again, I suspect I am better because of the experiences in between. A decade of dating in NYC can teach you a lot about yourself.

Brice: [Defers to Maggie]Maggie: We met at our first job. Crew straight out of school – he was in men’s design, I was in women’s merchandising.

Ashley: No matter where I am or what I’m doing, if I’m with Kel, we can turn it into a good time.