Sometimes a decision that seemed perfectly appropriate at the time turns out to be a mistake. Since college, my lack of confidence has betrayed me several times. The ideal Evan Jacobs—the brash, bold, confident stud I still want to be—existed for nine months of my sophomore year at the University of Chicago. All the rooms had their own bathrooms, and most were singles, though there were a few rooms with roommates. The lobby was large and inviting, and all the rooms had views of Lake Michigan, the Midway Plaisance, or the Chicago skyline. Because I already had a year of college under my belt, I felt confident among the wide-eyed freshman who populated the majority of the dorms in broadview.
But every once in a while, the universe speaks to a person and lets him know that, although it seems wrong at first, there might be a bigger reason your friend dated this person in the first place — maybe it was to connect the two of you, instead. Such a situation, of course, can be tricky, and must be handled with care. Consider the factors Two men talking on a walk iStock. How long have you been friends and how close are you? Essentially, how much do you value this friendship and want to maintain it?
The Dating Nerd is a shadowy figure whose whereabouts and identifying details remain unknown. What we do know is that he is really, really good at dating. He's been on more dates than you can shake a lengthy bar tab at, and he's here to help the average guy step his dating game up a notch — or several. Over the last couple of weeks, I've been hanging out with a close friend's ex-girlfriend, platonically, after we ran into each other at Starbucks. We have a real connection.