At what age do I need to start wearing the jumpsuit and loafers with white socks? (MBDT)

Twenty minutes past never.

Eyuch.

although my answer may be different if you live in Palm Beach, Boca Raton, Fort Lauderdale, Miami Beach, Phoenix, or Rancho Mirage, California

Whatever age you decide that you don’t want to lose your virginity.

When I was young, the well-dressed older gentleman wore an open-collared Hawaiian shirt, plaid Bermuda shorts with a white patent leather belt or galluses, knee high dark silk stockings with leather garters and heavy Wing-Tips—to the beach. Their skin was usually white as snow. They were what we called old Yankees, put out to pasture in Florida. These were guys who were in their prime in the 1920’s and 30’s, some of them WWI vets. Oh yeah, and the obligatory, well-chewed cigar hanging from their teeth.

This was the stage in their life just before they began wearing their boxers outside of their pants.

You start wearing that outfit when the home no longer allows you go outside unaccompanied.

Whenever you god damned please.

Around the time when you’ve finally given up and are just ticking off the days until sweet death takes you in her embrace.

The funny thing is, I expect that all of the hipsters are going to jump onto that bandwagon any day now, even though they are in their 20’s and 30’s. I think I’d enjoy seeing that more than tattooed arm sleeves.

About the time you metamorphose into a geezer, fuddy-duddy or crotchety old fart.

Tomorrow.
Pix, please.

@gondwanalon crotchety old fart

When I turned 50, my sister (10 years my senior) told me that as of that birthday, I was officially an old fart.

I think the age of crotchety is far more subjective.

The age when you enter a minimum-security prison.

“Some people die at 25 and aren’t buried until 75.” – Benjamin Franklin

@Strauss “Some men metamorphose into geezers earlier than others”. – Me

When you get to the intersection of cool & comfort, keep choosing cool.

The thing is this – what you are wearing now that you think is perfectly acceptable and height of fashion, that’s what young people think of in the same way. As deeply unfashionable wouldn’t be seen dead in. It’s just the way it is.

So to answer your question you probably already are.

I don’t like to be too hot, and I hate restricting clothes or clothes that snag easily or otherwise are “hassle inducing”. I also hate to shop, so I look for clothes that aren’t going to go to out of fashion too quickly.

That eliminates a lot of what people call “fashion” for me! Screw ‘em!

@Lightlyseared I hate to admit it but you are probably right.

Green pocket tee, khaki cargo shorts, black New Balance and white athletic socks pushed down and I am wearing underwear today (I checked) and it is of the dark blue variety..

Oh, and a belt. You know, to keep my pants up off my ass cheeks.

@rojo, :-)