I couldn’t vote because sometimes I tuck and sometimes I don’t. It depends on whether I’m going to also put on a sweater over the shirt, and also how warm or cold I happen to feel. (Tucking warms you up a bit.)
I live in L.A.; I don’t think I’ve ever worn an undershirt in my life. The T-shirts I buy are intended to be worn as outer shirts.
I’d say wearing a T-shirt by itself is a declaration that you are dressing very casually! 
It is definitely a generational thing; I entered the seventh grade in 1969 and everybody started tucking their shirts in around that age. Nobody told us to; there was just a consensus that leaving the tails of your dress-type shirt untucked was the way little kids in grade school dressed. With T-shirts guys went either way but tucking them in was not at all unusual.
Having said that, I think most guys my age now have bulging bellies and love handles, and are perfectly happy to follow the new trend.
Oh no! Never tuck those in!
I generally tuck mine in, but I would consider it wholly unremarkable for a guy to go either way.
Now, Hawaiian shirts, those are different. They just don’t look right any way other than loose.
I must be confused; I thought Hawaiian shirts and Aloha shirts were the same thing.
Tucked because I think it feels better that way and I’m the only person whose opinion I care about.
In From Here To Eternity, Frank Sinatra mentioned his ‘loosely flowing sport shirt’. Shirts without tails (i.e., cut straight at the bottom) are not meant to be tucked.
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As far as I know, Aloha shirts and Hawaiian shirts are the same thing. It’s been awhile since I’ve lived in Hawaii, so I checked the Wikipedia entry, and they agree with me.
But many people do tuck them in in Hawaii. I don’t think I ever did. Check out the websites for some of the top Aloha-shirt makers such as Reyn Spooner, and you’ll see both ways represented.
I could see it if the pants are worn very loose; otherwise the shirt would be all bunched in around the waist.
I know it sounds odd if you’ve never seen it, and most mainlanders are used to Aloha shirts being untucked. But it really doesn’t look all that odd when they’re tucked in, be they the flowing type or a slimmer trim. But even when I was living in Hawaii and wasn’t carrying my present middle-age spread, I was a tucked-out kind-of guy.
If you have to ask you’re probably wearing them.
Hereis a perfect example of deployment of dad jeans and dad sneakers.
I’m skinny, and my pants won’t stay up unless the shirt is tucked in.
I don’t give a darn whether others do or don’t.
I can’t see the difference between those and “jeans and sneakers.”
Maybe it’s the fact that they’re sneakers at all? I honestly can remember what younger and hipper guys wear for shoes with their non-dad jeans, because I tend not to notice other people’s footwear.
Mothertuckers!
I don’t actually care, but in the interest of balance (or something), somebody has to say this.
Tucked, always. Especially in shorts!
Sounds like un-tucked is the fashion for the day, and I so want to keep up with the trend. Now I just need to figure out how to do that while wearing my overalls.
And look what happened to him!
You don’t own a belt, or any pants that fit? To each his own, I guess.
