1. dress for the job you want, not for the job you have.
2. no one really cares how you're dressed. (i used to worry "omg!! i wore that skirt last week!! everyone will NOTICE.) they don't notice.
3. if they DO notice, and they do judge. they're jealous dicks. you look super cute, sharp, and professional in your garb. as the kids say "haters gon' hate". there are worse things in the world than everyone thinking you look polished and classy.