- Tuck shirt all the time
- Never tuck
- Only leave untucked if really casual
- Only tuck if formal
- See answers
Most Helpful Girl
Just quick note: look at the age of people answering.
Generally older people always tuck, younger people never do so you really have to assess whose company you're going to be in with this one. If you're going to an event with people over the age of 35 I say tuck. If you're going to some thing hosted by 24 year olds don't worry about it1
Most Helpful Guy
Tuck almost always, unless really casual (and it has to be a shirt that was designed to be untucked--not all shirts are). When your shirt is untucked, it throws off the proportions between your upper and lower body, dwarfing the size of your legs and making you appear misshapen compared to someone in a tucked shirt.
Most shirts are not designed to be untucked. Check the length when you put it on--if you can't see most of your back pockets when untucked, the shirt is too long and you should tuck it in.
Plus, if you're really nailing your style, you should be wearing multiple layers--so two layers that are untucked, frankly, look extremely sloppy. Tuck the first layer, and then let the second drape over your belt-line (eg, a shirt with a jacket, or a t-shirt with a flannel shirt layered on top).
And lastly--it's just crisper. Unless you are going after girls in a particular sub-culture where untucked everything is the norm, tuck it in.0