With black socks up to the knees.

I have always been partial to the over-sized knit sweater and cap look. On hot days you can simply cut the sleeves off. Also, I hear the Larry King look is coming back, so there are options. Lot's of options.

I would recommend going out and finding somebody who you think has a nice style, then approach them, and tell them to, "take off your clothes, punk!"



(Pic related -- its the beloved over-sized knit sweater and cap couple)

Exactly.
:)

She's a female: of COURSE she's an accessory!


The term "shoulder trophy" was invented for a reason!

I'm partial to swanky retro camp shirts, using GD's method of layering. And, definitely the retro kind, not the cheesy overly patterned kind, though.

And straw fedoras (though, as it turns out, not on me.)

Well, during the day, shorts and flip flops if I'm not required in the office. At a June event, I wore khakis, a jewel-toned violet button down shirt and a white jacket. It looked nice, but, everyone I'll be seeing next week has seen that ensemble. And, well, even in the evening, it's just not jacket weather. But, lots of great ideas here for me to ponder. (I almost got a Panama hat last time, but does that work in the evening?)

I'd say it depends on the occasion...and weather makes a difference too.

Manly, yes but I like it, too! What you've got in that picture is how to dress for September or May in Wisconsin, Ikidyanot.

A quality Hawaiian-style shirt, like the kind made by Tommy Bahama is my recommendation for the OP. Khakis or nice shorts. No tube socks with the shorts but footies are good.

Yes, I do spend time every day supervising how the hubbo dresses. How did you know?