Lucky you for owning THREE Equipment shirts. I have one from 1994 but I wore it so much it started to fall apart. For some reason I've struggled with throwing it away, I am a pack rat. I wore it all the time with low rise black ponte slim fit straight leg pants and a wide 60s inspired belt. This was the Tom Ford Gucci look back then, a fitted silk shirt with what were then considered low rise pants (but probably would go as mid rise now). I feel like Equipment disappeared for a while and now is back? Or did it never go away?
But I digress, back to the originally planned programming ...
I like the shirt together with that wash of skinnies. This silhouette is very flattering on you, and it has an easy casual cool vibe that suits you. However there is a detail at the bottom that I am wondering about. This is the matter of the pants and shoe break. I'm thinking socks with this length of pants. However, if you were to roll the pants, then a sockless look is better, with a loafer for example. Or, if you are wearing sandals, of course sockless is better. (Unless you are going for an East German tourist look.) Does that make sense? I know it's nit-picky.