How to go from good friends to dating

We had a shared history, our siblings adored each other and we even went on a few joint-family vacations.Having personally experienced both the positives and the negatives of dating a friend, I’ll say this: there are few things more precious than a friendship that becomes more than a friendship, but there are also few things more painful than losing a romantic relationship and a friendship simultaneously. To commemorate the end of Friendship Month at Man Repeller, I interviewed five couples who braved the stakes and went from “friends” to “more than friends.” Below, their thoughts on what that leap was like.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.When he showed up in Indiana the last time, I was terrified to try and date ANYBODY for real.

I assumed he’d be more into a woman who reminded him of Taylor Swift.

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.

I learned this lesson the hard way when I started dating a friend in high school.

Not only were we good friends, but our families were also extremely close and had been for years.

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