We ended up in a conversation about college basketball and how black men really can jump higher, and shortly thereafter we were in DSW buying Al a pair of black high tops.
I asked him later how he was going to style his new kicks and he looked at me with a blank expression and said, "Style them?"
"Yes. What are you going to wear them with?"
"I was thinking about pants. And, you know, a shirt?"
Oh dear. Sigh.
I quickly Googled "how to style men's Chuck Taylors."
And got exactly nothing.
People? When I see a dire need like this, I'ma fill it.
I styled Al's high-tops with a warm, preppy vibe, as if he's headed off to a college football game this weekend (Side lament: Oh, how I wish we were. Sigh.) Converse can certainly also be styled a bit more funky (or is "funkily" the adverbial form of funky?), maybe with a skinny jean and a leather bomber. But this, to me, is the perfect look for my particular sexy, brainy, funny man. In the spring or summer, I'd probably put him in jeans, a medium-checked purple gingham button-up, untucked, and a natural canvas belt with these shoes. He would totally rock that look, too.
One key, I think, to actually styling a men's casual trainer like Chuck Taylors is to make the shoe a fun and unexpected part of the outfit by keeping the rest of the look slightly more dressed and neat.