The fitted t shirt had its moment and it left a lot of men looking like they were being assessed for a wetsuit. Oversized is the move now and has been for a while, but the gap between oversized and just wearing something too big for you is wider than most people realise. Fabric is where it starts. A proper boxy tee needs weight behind it, enough that it drapes with intention rather than hanging like a bin bag. Then there is the shoulder seam, which should sit just off the natural shoulder to look considered rather than accidental. Neck opening matters too. Too wide and it slides around. Too tight and you lose the whole relaxed quality that makes the fit worth wearing in the first place. We have been through a lot of these to find the ones that nail all of it. Wear them with tailored trousers or wide leg jeans and they repay the effort immediately.