Wearing Shorts in the Office
Be Absolutely Sure
Around this time of year, a lot of companies will send out memos regarding office dress codes. Obviously, if it says no shorts, you can stop reading now. Don't get yourself in trouble. If it's not explicitly spelled out, read your field of cubicles and consult with your coworkers with good taste. If after that, you're in the clear, go for it.
Assess Your Day
If you've got a big meeting coming up with some clients, your bosses, or any big wigs, you should just play it safe. Stick with pants, man. Though your typical work day may allow for some breezy shorts, you want to bring your A-game when you're expected to. Save the shorts for an easy day.
Make 'Em Nice
The main reason shorts are discouraged from the workplace is because they're super-casual and can easily read unprofessional. And they're right to be! If they're cargo shorts with frayed bottoms, that is. Go for something tailored that feel more like short pants than shorts. Leave the cargo pockets out, and make sure they hit just above your knees. No fraying!
Wear a Collar
We're very into shorts with T-shirts, and T-shirts with pants, but when you double up on the casual factor, you're in weekend territory. A collared shirt is the only acceptable above the waist move for professional shorts. We'd leave the polo shirt and shorts combo at home though, as this isn't the country club. Tucking is up to you, but it will look a little more elegant if you do. If you really want to class it up, throw on a light cardigan or a jacket (like godfather of shorts Thom Browne).
Avoid Sneakers
This is the same concept as the T-shirts. Throwing a pair of sneakers on, even a very minimal and lu pair—makes everything entirely too chill. Strap on your double monks, slip into your drivers, or a pair of loafers. Leather and suede only.
Treat Your Legs Like Your Face
We presume you take pretty good care of your face. You keep it nice and clean, groomed, and as blemish-free as possible. If you're going to show your legs to the world, you should think of them the same way. Should you be covered in bruises from mountain-biking, suffering from some dry skin, or rolling with tan lines, maybe this isn't the move for you. Remember, you're trying to present an overall nice package.