Pocket squares are classic fashion. Nothing gay about it.
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Barbours are known to be high quality jackets. Unfortunately here they are highly priced too. So i've had for years UK made Knightsbridge jacket from Oxford Blue. It's been a good jacket that doesn't need more than waxing every second year. Of course too cold during wintertimes.
Barbour has a Beufort jacket that looks the same, almost.
Here's something special for you, mr. Carl. Jacket for the men who choose their own paths. And as we all know you Australians have these things called sharks swimming around your swimming pools or what was it? But this shark-proof piece of fashion will make them your best mates. Actually they buy you some Fosters upon noticing you swimming around their nests with this lovely and mannish jacket on (remember to zip all the way up the hood too).
http://i1221.photobucket.com/albums/...ps1665658f.jpg
What? No? Ok, there was no decent place for your new nose rag. But here something that surely emphasises masculinity, making you look woaahhh and all. And surely you will be the front page whenever you may roam. Or roar.
http://i1221.photobucket.com/albums/...ps40a2b503.jpg
get it tailored for you dont bother with off the rack anything, All my shirts are cuffed . a shirt to me doesnt feel right with out cufflinks . casual of formal. remember warhol he was the first to do the jeans with blazer look. not long ago that was cutting edge.
Nice jeans dressed up is a look these days - even presidents pull this off in a casual setting. So I don't think you need to worry about whether any one of these elements specifically is over the line, but rather that the outfit as a whole pulls together. And that'll depend squarely on your own style. My own sense is that pocket squares are popular right now, so you won't be risking anything by trying it.
I'd sort him out for nothin' if I was down that way! :p Just jokes Carl, you know I'd have a beer with you...And have the glass refilled with more beer, rather than breaking it over ya head :).
Mick