Just shy of 50
Posted by TFG on April 3rd, 2008
Well, I’ve got two years to think about this, but is it foolish for a man of my age to insist on wearing shorts and Hawaiian shirts when the weather is right? Is this going to be an issue for our kids, having their parents running around like dorks from a Love Boat episode? I don’t know, and I’m not sure I care.
I’d wear that every day, every where, if I could get away with it. I was never impressed by a suit or a sport coat. I know I’m certainly not going to change the dipsticks who find that kind of thing adds some level of authority. That’s a bit of a drag, that the suit is still important. Oh well, I’ve got three or four. Still, I’d kind of like to negotiate a multi-million dollar contract in shorts with other dudes wearing shorts




April 4th, 2008 at 5:37 am
never stopped me… I suggest the shorts and Hawaiian shirt. All day every day.
April 4th, 2008 at 7:18 am
Nothing foolish about it.
Wear more Hawaiian shirts.
Love it.
April 4th, 2008 at 9:34 am
Shit, I wear them now and I’m barely 30. And I only wear them half ironically.
April 4th, 2008 at 9:34 am
Wear them. It’s minor compared to what the kids expect us to do as we age–drooling, farting, etc.
April 4th, 2008 at 1:03 pm
I don’t think it is right to insist on it, but I don’t think that’s what you really meant. You should wear what you want, but you cannot avoid the fact that it may color some people’s impression of you. To give an extreme example, would you feel comfortable doing business in a border town bank if the “suits’ were dressed in hawaiian shirts and shorts?
Dress for Success (a book that is still good to read, but only the editions with the fabulous fifties wardrobes) suggests that you want to dress just a little better than your prospective customers. Use that information however you will.
April 4th, 2008 at 9:24 pm
You inspire me sir. And give me ammo to use against The Wife when she complains about my wardrobe (I turn 40 this year).