I live in shorts and flipflops the 10-12 weeks/year that I can.
I don’t wear ballcaps. I hate how I look in them. Even I think that a ballcap lowers my perceived IQ by 50 points.
I have a fear of plumber’s butt. I’m always thinking I feel a breeze back there and am always hiking up my pants. I own several pairs of “iffy-rise” pants that I wear only if everything else is dirty–and then only if I can find a shirt with a really long tail to wear with them. No extra-long shirt and I look at my dirty pants to determine which have the least noticeable stains.
No, unfortunately. I forgot about it completely, I admit. Though I still have to say I didn’t see Australian backpackers in Europe in shorts. Maybe because 35 degrees didn’t feel that hot to them?
As a Floridian, you oughtta be ashamed of yourself.
I pretty much wear flip-flops anywhere I can, including with a jacket at my office’s Christmas party last year- a source of some hilarity among my co-workers.
Being male and not Indiana Jones, I can’t wear hats of any kind other than baseball caps. They just look goofy.
Oh, and “baseball caps” does not include trucker hats. Everybody looks goofy in a trucker hat.
Suppose you wish to start a new clothing trend…in this case, wearing a “Sherlock Holmes” deerstalker hat-you know, the goofy style made famous by Basil Rathbone.
How do you do this without appearing eccentric?
No white bottoms - no skirts, pants, or anything. I am shocked that women are brave enough to wear these things. I had a bad experience when I was fifteen and have been burned ever since.
No baseball caps. Really, very few hats, but I refuse baseball caps.
I avoid socks, but I will occasionally wear them.
Flip flops, except at the beach or in a bathroom in India (in India the bathroom is really a “bath” room - you get the whole thing wet.)
I don’t wear more than 2" of heel and usually not even that much.
You can’t. Even if you were the most famous person in the world, renowned for your coolness, wearing a deerstalker (unless you’re actually at a Sherlock Holmes convention, and even then) is just going to look dorky. Hugh Jackman would lose his Sexiest Man Alive status overnight if he went around in a deerstalker. Them’s just the breaks.
I just remembered another one: I can’t stand the whole dress over jeans thing. Either wear a dress or wear some jeans and a top. Why must you wear both? It looks like you put on a dress, decided you’d wear jeans instead and forgot to take off the dress before you left the house.
My rules (I’m a guy):
No pleats
The only acceptable jewelry on a man is his watch, cuff links (and please, only if wearing a french cuff, otherwise you look ridiculous), and wedding ring. Maybe belt buckle can fall into this category, since it’s shiny, but that’s it.
There is no such thing as a short-sleeve dress shirt.
No logos–I generally wear “name brand” clothes, but if you can tell where it came from without being either a fashionista or looking at the inside tag, I’m not buying it.
No bright colors–earth tones mostly
Patterns are good if subtle.
Jeans are acceptable in casual situations. But, a decent pair of slightly-nicer-than-casual pants with a decent pair of shoes makes a ton of difference in your appearance.
I have no problems with hats indoors. If I put on a baseball cap, it’s staying on all day. That said, I usually only wear a hat if I didn’t shower that morning, which means I’m not going for appearance at the moment anyway. But it’s not coming off just because I walked inside.
No suits that are overly trendy–unless you are in the fashion industry or some other field where having an edgy appearance is necessary, your suit should be classic. No ultra-thin lapels, no super-form-fitting legs.
Similar to the above: no skinny ties in a professional setting. If you’re in an indie rock band, fine. If you’re an investment banker, no.
Most of all, the clothes should look good without drawing too much attention themselves; I never want to hear “ooh, an Armani* suit”–I want to hear: “He dresses well” or “You look nice today.”
*just to throw out a brand name. Don’t want to mislead: I don’t wear Armani or anything close to that expensive.
