Category Archives: Dating Disasters

One Investment Banker’s Approach to Dating

In New York, dating is an activity. Nay, it is a sport. And in this sport, there are many crazy sequences of events that lead to many hilarious stories (some of which end up right here on this blog). Once … Continue reading

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10 Worst Pick Up Lines

The following pickup lines are not the typical come-ons you find on those cheesy lists of pickup lines that nobody actually uses. These are the ones that guys have actually used in real life situations in efforts to hook up … Continue reading

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Flashback: 1990’s Dating Disaster- Shacking at the Waffle House

Now, this will date me a little, but I am not ashamed! Approximately 13 years ago while a University student in South Carolina, a girlfriend of mine, let’s call her “Susie,” experienced the most unbelievable set of circumstances after a … Continue reading

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Flavor of the Day

I met this guy at a party with mutual friends one holiday weekend and exchanged numbers after fun, flirtatious conversation and shared interests. He seemed like a really cool, international guy. After that night he would text me every few … Continue reading

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Missing the Target

I got set up with a guy through a mutual friend (always a risky situation) but we were going to go on a double date so I felt a little bit better about it. The four of us wound up … Continue reading

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Boo! I’m your date, and I’m an asshole.

I met a guy downtown one Saturday night and was excited to learn we’d both gone to college in Boston. It was a fun scene with good music, so we chatted. When I’d decided it was late and time for … Continue reading

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