Don’t Forget the Belts and Shoes
Do not wear a brown belt with black shoes, or vice versa. Men don’t get to wear lots of accessories, so make sure the ones you do wear look good. (And yes, a belt is an accessory, even if it has a function.) Every man should own a nice flat black leather belt (a continuous, single piece of leather, with no braiding or stamps or any other decoration) and a pair of nice black leather shoes. And learn to polish them! Wearing these with dark-wash jeans and a button-down is a great date look and will make you look like you know what you’re doing!
No Short Shorts
Please do not wear jean shorts to do anything more formal than changing your oil or unclogging a toilet. You should wear khaki shorts or cargo shorts for casual days, and you are prohibited from wearing shorts to work or anywhere else remotely non-casual, unless you work on a boat or in an ice cream shop. Your shorts should hit somewhere around the knee – if the hems are in your thigh area, they look silly, and you can probably see up the legs when you sit. No one wants that. Shorts can be baggy in the legs, but not the waist or butt. If you are appropriately jaunty, you may wear a polo shirt with your khaki shorts on summer weekends.
I See Paris, I See France…
No one cares what brand you wear, so buy whatever is comfortable and fits well and doesn’t stick out the top of your pants. The advantage to “tighty whiteys” or boxer briefs are that they don’t clump up inside your pants and show through. You should have white socks for your sneakers and black socks for your dress shoes. If you wish to purchase dress socks for your dress shoes, that’s entirely up to you, since no one will see them unless you are sitting down. You should always wear a white T-shirt under a white button-down; if you wear a printed shirt under it, we can tell.
A Guy’s Basic Wardrobe
Finally, here’s a handy summary of everything you need to dress well for any occasion, and not overspend on extraneous clothing:
- Jeans – preferably medium or dark wash, no rips or bleach please! Not too baggy and no unnecessary pockets.
- Khakis – flat front, any tint is fine.
- Khaki or cargo shorts for casual days.
- Button-down shirts – A white one is essential, and dark red, any blue, or a medium-to-dark green can dress up with khakis or dress down with jeans.
- Short-sleeved polos or heavyweight T-shirts for casual days or weekends – those white undershirts are not outerwear!
- Black leather belt and black leather shoes – You can get more mileage out of your casual cloths by dressing them up a little with these.
