Personal style

Does anyone feel like their outside style doesn't reflect who they really are? I worked hard and made it to my goal weight prepregnancy. Best shape of my life but I still feel gross. I feel like it's my style...or lack there of. Everything I own I've had for a minimum of 5 years. Out of date. When I get dressed even if I put In effort i don't feel put together. I'm struggling to break out of this trainwreck of a style but i dont have any idea what I'm doing. I'm using this pregnancy as an excuse to update my wardrobe. I'm also hoping after I'll continue with a new style and start feeling more myself.

Any recommendations on how to change my style to honour myself without slipping back into old habits?