I always wear polo's for warm weather, but I am getting tired of wearing them and being known as the "polo guy." I like wearing solid colored t-shirts and was wondering whether it is a step backwards in terms of maturity to be going out in t-shirts. I was thinking of getting good quality t-shirts without any labels or designs on them to wear for picnics etc. Unless there are other shirts for warm weather to choose from with the exception of polo shirts. I am 25 btw and Chicago weather can get pretty humid this time of year.

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I think a good quality short-sleeved plain t-shirt without logos or other designs--probably not in white but rather red, blue, yellow, navy blue, burgundy--would be appropriate to wear to picnics, baseball games, etc. in the warm weather.  When its as hot as we had here in CT for about two weeks--90+ and humid--comfort is paramount as I see it.

You can also do button-down short sleeved shirts, guevaras, maybe some other things. You might browse a store, online or otherwise, for more ideas.

Short sleeve button downs will also work.  Just remember to tuck it in if the hem is not even all the way around.

Perhaps also a tailored fit rather than a classic fit, given the button-down collar.

It's extremely difficult to dress comfortable and classy here in Texas sometimes, especially during July/August as it's the hottest time of the year. I'm no stranger to wearing plain t-shirts like you've mentioned for recreational purposes, and especially if it's during the day. I actually just went to Wal-Mart and bought a couple of packs of Hanes colored tees.

I like the Guayabera shirts (just type it in and look at images via you search engine), Otherwise, I wear short sleeve button downs. Some are designed to be tucked in while others, like the Guayabera, are not. Polos were never anything I enjoyed the look of and even as a kid never wore them.

T-Shirts are fine as the occasion permits. Unfortunately, I carry a lot of stuff in my shirt pocket and a loaded t-shirt pocket looks like a deformed tit.

One thing you should keep in mind, if you're going to wear a t-shirt or even a polo shirt in the warm weather, it should be 100% cotton.  The cotton is a lot more comfortable in the warm weather than a blend, and it absorbs sweat better.  I never wear short-sleeved dress shirts in warm weather without a 100% cotton t-shirt underneath because of the sweat issue. 

Linen shirts are an option, as are granddad style shirts for a more casual setting (the lack of collar makes a huge difference in hot weather).

Steve is right.  Linen shirts are very comfortable for summer weather, in my opinion.  They are very breathable, but tend to wrinkle faster than Polo's.

I cast my vote for the guayabera.  I bought my first guayabera this summer, and people tell me it looks great.

I quite like the short sleeve henley shirt, I think the neck is much more comfortable than a t-shirt

Plain colored t-shirts, Logo T-shirts, sport team, Event t-shirts, funny t-shirts; all of these are good for casual wear to casual events.  Wear with cargo shorts, or pant if you prefer.

If you want something less casual good cotton button down shirts in light colors, khakis or cargo shorts.  Look around and see what other people your age are wearing and figure it out from there.  I will tell you don't dress too different from your friends or people you hang out with otherwise, unless you have thick skin that is, you'll get a lot of ribbing.

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