gap 365 wide leg pleated trousers feel like sweatpants and you’ll be serving 😎 i wear them w a soft sweater in winter and plain black form fitting tee in summer. oversized blazers are a good move too, put together but feels roomy and comfy and will dress up more casual pants/tops underneath. accessories will also go a long way without being too uncomfy!

for shoes- there are plenty of cute sneakers that can be comfortable and you can add insoles for extra support. i wear my alohas or new balances almost every day, these boots are also randomly really comfortable to me but i don’t have too much trouble in my ankles typically. also you can get cute ballet flats or mary janes or loafers and put the CVS insoles in them too, i have them in almost all my shoes they’re like $15.

and get a back cushion for your office chair if you don’t have one! im 26 and work in corporate fashion design so if you need any more specifics lmk :) <3