I wear my shirts tucked in with jeans or trousers and untucked with shorts. I'd never tuck a polo shirt in. It does seem to be the norm to leave your shirt untucked these days but I aint bothered about the norm.

I reckon you can over think being scruffy, like I said I think it comes down to the fact most people don't wear suits all day so want to dress as smart casual as they can to stand out from the pyjama brigade, by the time you've worn a suit all week though you don't really consider your casual clothes in the same way. The one rule for me is don't have an un-tucked shirt longer than the jacket or coat your wearing. Otherwise it depends what I'm doing to determine how I'm dressed. I prefer the older style of polo with a tail, I usually tuck them in if I'm trying to look smart, if it's a complete lazy day it'd be the last thing on my mind really, I'd probably be creased, un-tucked with no socks. Maybe not now its winter though! Like most thing horses for courses, some people like to always look neater than others. I'm more bothered by colours than whether I look sharp or not. But then when I have to look neat for work I can't stand anything out of place.

Last edited by Oo Bop Sh'bam (2011-10-18 13:59:30)

Depends on the vagaries of the English weather.

Generally, with the exception of some madras shirts and polos, always tucked in.

You mean the heavy board shirts and shirt jackets?

No one in their right mind would even think of tucking them in!

Their bds like the Sir Pendletons is another topic, but I guess they're not what D&F (welcome back BTW!!!) had in mind....

Popover shirts I find work well untucked, but unless i'm at home with my feet up, i would always wear my shirt tucked in, but never a polo shirt, for me that's up there with the tucked in jumpers of the casuals in the 80s.

^ A good look I reckon Robbie. If it feels good it probably looks good.

I used to only ever tuck in. I was into much slimmer cut shirts back then. Then Britpop came around and everyone went untucked and a bit baggier for a while. Tucked in suddenly seemed very square.

Now I'll tuck in if it's cooler and I'm wearing anything over the shirt or polo.

I'll never tuck anything into shorts. You might as well add grey socks and sandals if you're going to do that. Madras shorts with white socks and loafers isn't something I could carry off.

I've been looking at some of these Japanese and Korean guys that have a great look. Turned up denim, khakis or fatigue pants. Sockless. Loafers and a big billowing white or light blue ocbd untucked with shirt tails blowing around. Often undone with a white or navy T underneath. I couldn't do it with the fatigue pants but it seems to work for them.

I may attempt the Jack Sheldon/'Go, Buddy' look soon: simply a long-sleeve Madras shirt (can be a modest spread collar) with chinos (poly/cotton L.L.Bean may work best, believe it or not) and Pro-Keds.  Quite likely sockless.