for the most part i avoid clothing with giant text on it
I do this as well, actually. It ruins the aesthetic for me for some reason.
Just give me a plain black t-shirt.
Point is to avoid t-shirts entirely. Flannel in the winter and Hawaiian in the summer.
Include an oxford shirt for the fall and I'm in.
Dichotomy is cold/hot. Oxford has no place in this.
But fall is in the middle anyway. You're "from Maryland". You know our weather.Detroit.
$5 sunglasses, Hawaiian shirt (or other short-sleeve button-down), beige shorts. Light jacket as needed.