It can help to do this part in front of a mirror. If you accidentally pull a little too much material out of your pants, you can be left with a “poofie” section of extra fabric at the bottom of your shirt that can sometimes look a little dopey.

Since your belt buckle should be in the center of your body, your gig line should intersect it or else lie quite close to it. Try attaching a small rubberband to your bottom shirt button and your pants button to keep your shirt from coming untucked in the front.

Don’t pull so hard that you pull your shirttails out of your pants. Your shirt should stay tucked into your pants through the whole process.

Some folks prefer keeping their pants buckled while doing the military tuck. If you do this, you won’t have quite as much room to work, but you also won’t need to deal with the hassle of keeping your shirt tight while you’re fumbling with your pants.

’’Always’’ tuck in dress shirts that hang past your hips. In these cases, the extra material can make your shirt look a bit like a flowing nightgown or even a dress, which will rarely be the sort of impression you’ll want to make.

The exception here is when you have to wear an exceptionally-long tee or polo. In these cases, tucking the extra material in usually makes you look a little better. You can tuck in normal-length polos and tees as well, but this can sometimes give them an overly-tight appearance.

Weddings Graduations Religious ceremonies Funerals Court appearances

Job interviews Meetings with new or important clients Meeting with strangers Serious work events (layoffs, new hires, etc. ) Note that for many jobs, normal working days require tucked-in shirts or even suits.

Visits to fancy nightclubs or restaurants First dates “Serious” parties, especially when you don’t know many people attending Art exhibitions and sit-down concerts

Some people like tucking their undershirt into their underwear because it keeps their actual dress shirt from becoming un-tucked as easily. [2] X Research source

If you really hate wearing a belt, there are alternatives. For instance, suspenders and side-tabs accomplish the same purpose of keeping your pants up. [3] X Research source .

Don’t take this article’s word for it — most adult fashion resources will give you similar advice. Some, however, will give this fashion choice a pass in casual situations. [4] X Research source