Mrs. Dappered: “You’re gonna walk the dog in a suit?”
Me: I mean, I guess? That’s what I’m wearing today. Should I change?
“All the ladies are gonna ogle you.”
What?
“The older cougars are going to be saying ‘MY! Who’s THAT handsome man in a SUIT?'”
Why do they have to be “older cougars”? Can’t they be young?
“Because if they were young, I’d have to kick their ass.”
I’ll be careful.
Shown at top of post: Suit is a Made in the USA, Regent Fit BrooksCloud unstructured suit. No lining except for the sleeves. No structure whatsoever. It is VERY lightweight and airy. So, perfect for summer. But not the best if you want something sharper/less rumply/smoother draping/closer fitting. Pants/Legs on the Regent are pretty generous/flowy. But it’s nice to not have my trousers get caught on my calves when I sit… for once. Chukkas are Sanders. Dog is 100% humane society and she won’t tell us her breed mix. She’s also easily one of the best “acquisitions” of my life (even though she really acquired/picked us, instead of the other way around.) You can have all my shoes and suits and watches. I’ll take Matilda.
Old-school Hollywood cool for under $150. UPDATE: Annnnd they're sold out again.
J. Crew Factory's stacking extra 30% off $150 deal expires soon.
It's a smaller select items event, but it's a good selection. True wheelhouse/bestsellers. Shoes, suits,…
On sale outerwear in moleskin, corduroy, and UNIQLO's Pufftech.
Orient's toothy diver just got a GMT addition.
Updated for Fall/Winter 2026. Cost-conscious building blocks of a well dressed wardrobe.