All The Men In NYC Who Will Disappoint You

Out of every guy on this list, this kind of dude comes in the most shapes and sizes. He could be anything from a graffiti artist who fails at becoming the next Banksy because he has absolutely no depth and no idea how the real world works, or he could be an analyst at a hedge fund who will inevitably switch to a different career after he fails the CFAs for the third time because, let's face it, he didn't get the job on his own merit to begin with. He could even be a writer for Guest of a Guest. 

Trust fund babies come in a variety pack, but they do have similar qualities, namely their sense of entitlement. They got a great education until they got kicked out of a decent boarding school and had to go to Kent or Gunnery, and the only adversity they faced in life is when they got stranded at Fyre Festival and when they made the mistake of sleeping with a social climbing chick without using a condom. 

Even if they're respectable guys, a lot of them still have setbacks. They'll bitch and moan about how immigrants should learn perfect English without having a thick accent, yet they can't name a cleaning product. The only person they can bond with that gets paid by the hour is their shrink. Oh, and they probably have no idea how to tip properly. I used to waitress, BTW, and if you have superfluous money, you should be tipping, like, 25% because chances are you are a high maintenance customer. 

To their credit, however, these guys are really fun to bond with for me because we both didn't graduate college on time (gap years and Adderall problems, LOLZ) and we made the most pretentious socialite name list. 

[Photo via @stpaulsschoolnh]