This post is long overdue.
I'll explain why.
Two friends from Canada came to visit me when I was living in Mexico City. It was their first night in town and they were after some fun and some women.
"Let's go out," one of them says.
"Let me get ready," I reply, expecting them to do the same.
After a few minutes, I exit my room, surprised to see them wearing the same things as when I entered.
"...you guys going to change?" I ask
"Isn't this good?" The other one says.
I observe them. One is wearing an Under Armour shirt and Under Armour shoes, with jeans two sizes too big. The other is sporting Cargo shorts and donning a teeshirt with some metal band on it.
"Jesus Christ," I mutter under my breath.
I almost damn near went back in my room and wrote this post right then.
But, better late than never.
What my friends failed to acknowledge was that a man doesn't get women in South America just on account of being White. Shit, a man doesn't even get into a club down here just on account of being White. Girls in Latin America (like anywhere else) have tastes that are slightly more refined and nuanced than skin colour. How you look matters. As much, if not more, as how you speak and conduct yourself.
Now, I'm no fashion guru. But after spending a great deal of time in Central and South America, I've discovered ways to tailor my style in a manner that allows me to look good and stand out from the locals, while avoiding the risk of being robbed due to ostentatiousness.
Here's how you should dress to impress in South America:
1: Avoid Graphic Tees and Cargo Shorts
This should be obvious, but apparently it's not. The amount of foreigners I see in clubs with shorts and lame teeshirts is nothing short of extraordinary. Guys, leave this shit at home. Nothing dries a woman up faster than when the bottom half of your body looks like you've just returned from an African safari, and the top half looks just you've just got out from your high school gym class. If you're hiking in the Andes away from civilization, fine - wear what you want. But if you're in public have the common decency to dress like an adult.
An easy rule to follow: don't buy shirts with logos or graphics - no obnoxious branding allowed!
2: Keep your day-to-day fashion simple
While wandering the city, you're going to want to keep things basic. This is for two reasons. The first is that you want to be comfortable, especially if you're in a warm city. The second is you want to avoid looking wealthy to lower your chances of being victimized.
But simple doesn't have to mean ugly.
Rule number one about looking good is making sure your clothes fit properly. Unless you're tremendously overweight, you can make a $5 tee-shirt from Wal-Mart look good if the fit is on point.
When exploring unfamiliar streets, my go to is a white, black or grey shirt. V-neck or crew, whatever happens to be clean. A lot of people are against crew neck tee-shirts but I'm not that picky - crew necks look good too if they fit.
Also, take the time to make sure your pants fit, jeans or otherwise. The waist should fit so you don't need a belt to hold them up, and the pant legs shouldn't pool at the ankle. They should have a half/full break.
Again, I keep it simple. I'll sport dark jeans, light jeans or black jeans.
Simple but well-fitting clothes that match well will have locals thinking "that guy looks good...but he probably isn't worth robbing."
The perfect balance!
3: Have nice shoes
Women notice shoes. They are an extremely important part of a man's wardrobe. This is also an area where you can really capitalize on the ineptness of foreigners in South America. Leave the runners and flip-flops at home (unless you're at the beach or at a Brazilian funk party) and get yourself a simple pair of boots and/or stylish plain shoes for everyday use.
I'd recommend something like these:
4: Club Attire
Here you can get a bit more creative. Dressing well in a bar or club will put you ahead of 99% of both the foreign and local competition without even having to open your mouth. You don't have to look like a dandy, but you will want to stand out in some manner. Pick up a cheap blazer from H&M, a pocket square and a collared shirt and you can end up with something like this for less than $100. He could've done better on the undershirt and pocket square, but you get the idea.
For shoes, something like these will suffice. Just make sure they pair well with what you're wearing. You can pick up cheap pairs along these lines at Aldo if you don't want to break the bank.
5: Pick clothes that are congruent with your personality
Above all, you're going to want to wear clothes that match your personality. For example, I'm a low-key guy so I could never get away with a pink suit and alligator shoes. There would be too much of a disconnect between my personality and my look. I wouldn't be calibrated, and people would get confused.
If you're a high-energy guy and extremely outgoing, you're more likely to pull off a more extravagant look. If you're not, don't force it.
Another thing to note. If you have darker hair but lighter skin (like me), avoid light, pastel colors when choosing clothes. You'll look pale and washed out. It took me awhile to sort out why I looked bad in my favourite light green and light red tee, but this was why. If you have a complexion similar to mine, stick to bolder colors like dark blue, dark green, maroon etc. White, black and grey are fine, too.
Also, if you wear jewellery, keep it basic (and don't wear it in dangerous areas!). If you have darker skin, go for gold. If you have lighter skin, go for silver.
My personal, everyday style both in South America and at home can best be described as "Daniel Craig in Layer Cake:"
Nice and simple.
Until next time,