(Note to people from outside of big cities: When someone who appears as though they have not showered in a few years inquires to whether they may ask you a question – keep walking. If you are a slave to etiquette, you may politely say” no.” However, if they begin to follow you, keep walking. Do not make eye contact, do not slow down. Do not pass go, do not give the man $2. This is not because the person might hurt you (though I wouldn't rule that out), but rather, because this person is banking that they will annoy you into giving them money – more money for those of you that give him the $2. Forget your manners and keep walking…besides, if you stop to talk to Captain Crappedhispants, you will miss the best part of my awesome story.)
I don’t want to lose my friends to homeless dudes, but I also don’t want them (or me) to miss out on some prime People Watching opportunities. You just have to know how to do it right. Your first order of business is to find a good place to be. The middle of the sidewalk is not a good place to be. Think of People Watching like any other activity. It's better if you find an appropriate location. I mean, sure, I could take a crap while I walk around and stare at skyscrapers, but wouldn’t it be better (and ultimately more pleasant) if I just took the time to find proper facilities? Location is everything, baby. For People Watching, benches, grassy areas, and leaning against the side of a building are all excellent options. However, if the weather is nice, consider sidewalk seating at an outdoor café. That way, you can eat and converse about your sightings.
Next, talk about what you see. If we are People Watching and you see a group of people with no pants…you better point that out. Better yet, make a game out of your People Watching experiences. Below are some of my favorites;
1. Guess the Occupation: Just as it sounds - as people walk by, try to figure out what they do for a living. Make it fun. Is the short guy in the brown loafers a salesman or a gigolo? He may really be a sales guy, but wouldn’t it be cooler if that incoming call was from a woman desperate to pay for what’s underneath his Dockers? Nice pants, indeed.
2. Turn it into a drinking game: This obviously works best from an outdoor café or a friend’s balcony. Every time you see some douche with one of those Bluetooth headsets – drink. Drink twice if he is yelling at the person on the other end of the line. Take a shot for every cab driver that freaks out.
3. Gay or Foreign: This is one that can even be played while walking. Fashion can be tricky. Consider the following photo example and ask yourself…is that dude gay or foreign?
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Same guy in the 70's print button up and hat? Totally foreign. I can hear the accent now. He would never dress this way at home, but he is visiting a foreign city and was mislead by window displays. Feeling as though he may not be able to attract American women in a t-shirt and jeans, this guy was lead astray by an overzealous hourly employee at a designer resale shop. With an American accent - total d-bag. But now peekture heem wiss moor oov a frawnch acceent. Kinda do-able, no?
In the third outfit - totally gay.
See how fun this can be?