There was, of course, that best guy friend who was rooting for me to overcome yet another heartache. These are some of the things I wish I knew before I took that leap: To my surprise he answered, and listened as I called him out on being a terrible friend, on ignoring me, on treating be like a bad breakup. Jake, the person I would normally discuss this confusing situation with, was now invested in our situation. And I immediately called him. The last time I ever saw Jake was when he put me into a cab for the night out we had planned—alone. My aforementioned friend and I did start dating, but because I was so relaxed and not worried about what he thought of me, I ended up on the other end of the spectrum. When I set out to explore this question for this piece, one of my own stories kept coming back to me. But for a brief semester, both single and realizing what we had been looking for all along was right in front of us, we made it official. I knew his passions and fears and appreciated his support through good and bad times, and over time he had become one of my best guy friends. What I do know is that a day into my visit, I was treated like a burden. And it was great for a while.
I had a boyfriend, then he had a girlfriend. Plans were cancelled, and I was pawned off on a mutual friend who lived a few blocks away. Dating your best friend is like pressing the fast-forward button on all of the getting-to-know-you awkwardness of the first handful of dates. I called; no response. Next time, should I decide the risk is worth it again, I may find that dating your best friend can be the most rewarding relationship yet. Timing was never our strong suit. I called him when I got my job; I called him when my boyfriend broke up with me and moved out of town; I called him when I hated my job. That said, what is love, and life, without a little risk? Glenna Schubert October 13, Like in any other relationship , good communication is key, especially in this special circumstance. After a particularly bad breakup , I was re-evaluating my past choices in boyfriends and felt like I was missing something. Maybe she knew the backstory, maybe she felt the tension. When I arrived, after months of planning this long-weekend trip, I knew something was up. We went to dinners, held hands, and watched movies. Although my relationship crashed and burned, the lessons I learned were invaluable. Jake, the person I would normally discuss this confusing situation with, was now invested in our situation. You have to be prepared to lose a friend. I had to accept the fact that I had rolled the dice, and lost my best friend. And I immediately called him. But what if you were already best friends from the start? This turned out to be disastrous. Not wanting to hurt him, I kept my conflict inside until it imploded into a hazy mess. Then one day, two years later, he spoke. I thought it was just a fight. To my surprise he answered, and listened as I called him out on being a terrible friend, on ignoring me, on treating be like a bad breakup.
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