Category Archives: Dating Disasters

Narcissist with a Side of Shakespeare

I was actually friends with a guy for four years before we started dating, which is why I was so surprised at how disappointing the entire experience was. First of all – he was incredibly weird in a dating context. … Continue reading

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Anagram Revenge

About 8 years ago, I was dating a guy I was way too good for, but my self esteem was so low that I didn’t see it that way. I would have done pretty much anything for this guy, even … Continue reading

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The Perks of Being Wallet Guy

It was a lovely winter evening in Southern California and a group of us girls were out at one of the trendiest spots in Santa Monica.  The beautiful people were out in full force.  We stumbled into the game room … Continue reading

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Bowling Bust

I was going out with this guy I know from work to a bowling club. Once there, he informed me that the name his friends call him is Superman and insisted that I refer to him by that name throughout the night. … Continue reading

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My Typical Bad Date- As Told by Reality TV GIFs

We have recently become obsessed with the website What Should We Call Me, and in honor of this new fixation I’ve decided to tell the story of my typical date in New York City by using only reality show GIFs. … Continue reading

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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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