Originally Posted by Gauss17
I actually like the un-tucked look on certain occasions, for example, un-tucked with jeans. I think it would look much sillier if you tucked it in as it goes against the casual theme of jeans. I typically abide by the rule that whatever is he outermost layer of clothing should be un-tucked. I.e. an un-tucked shirt with jeans, but if wearing a sweater or sport coat, it should be tucked in.
See, here's my thing: in most cases, untucked looks bad. Social mores aside, it just looks messy. And while some seem to be uncomfortable wearing a shirt tucked in, something I'm convinced is just because it's a deviation from the baggy tee shirt feel they're used to, I'm perfectly comfortable wearing a tucked in shirt. It's not restricting in any way, though with an awkwardly sized shirt I can see how it could be. Maybe things feel different when you're fat like the standard issue American these days. I wouldn't know, never been anywhere close to it.
So I tuck my shirts in, just about all the time. On the beach with swim trunks is about the only exception, along with hockey jerseys (Other sports I wear tee shirts). It highlights my waist, provides a nice clean break between top and bottom, and I get to wear neat belts.
I always tuck the innermost layer in. Sweaters and jackets are, of course, untucked, but the shirt never is, regardless of whether an outer layer is present.