How long did it take you to feel comfortable with your personal style?

[goterps]

lol, I got the somewhat accusing "Did you have an interview today? (promotion)" and the "I like your suit" from some female coworkers. I still don't know how to compliment them back beyond a very-PC "I like yours too". Some guys got mad too which is a bit disturbing.

zerostyle- I got a bunch of DB's thanks to dappered/styleforum: the oxblood, grey suede, white nubuck for casual days, and the desert trooper for actual boot use. I suppose compared to anything in AE they look cheap. I only have the brown neumoks so far, but yes there is a huge difference. Definitely feel conscious wearing the neumoks.

[alan]

I still don't know how to compliment them back beyond a very-PC "I like yours too". Some guys got mad too which is a bit disturbing.

A simple, "Thanks for noticing! I've been trying," would suffice. Responding to compliments can be awkward, though. I agree. The upside is that if you're awkward about it, they can probably tell that you're sincere rather than stuck up.

[MarkB]

@Matt- It took me a couple of months I'd say. I'm 33, but I'm a full time student (started school at 29). So I know what you mean about wanting to wear a blazer, but never having the opportunity. When it gets cold (more like if it gets cold here in Florida), I'm gonna wear some of my blazers (I have 3). I typically wear a trim fitting polo or a sport shirt with the sleeves rolled up with dark straight jeans (514). For shoes I usually wear my Clark's db in beeswax or a pair of grey pro keds (69er lo in ripstop). I feel like I definitely look pretty well put together without being way over dressed. I wear a lot of patterned shirts (gingham, tartan plaid) or just a simple white or blue OCBD. I have gotten compliments from professors, girls and even some of the guys, so I feel like I'm doing something right. I think the trick is to start small, maybe a gingham shirt with your normal chinos/jeans and see how you feel.