But, once again, if the shoes appeal to you stylistically, and fit you well, go ahead and wear them. I wear various items which would receive little love here on SF (Brooks Madison fit suits, an Old Navy pea coat, corrected leather Bass Leavitt penny loafers, etc.), and I'm sure I'm not the only one.
I found myself with a bit of a shoe thing earlier and bought a few pairs of shoes that I had no business buying. I bought a pair of corrected grain JM shoes. They fit decently enough and look okay, but I never wear them because I have many shoes that are just better. Those and a couple of other pairs of shoes are just things I kick myself for wasting money on, because it was really a waste... I wear them maybe 1-2x a month and paid 40 bucks for them. I'd sell them for 20 now if I could. Sigh.
Regarding the rest of your post (i.e. the above), I have a gap peacoat that I get a lot of use out of as well as other odd jackets and chinos and pants and khakis that get no love on here. However, they are in character for my place of work and fit well. I might start moving those items into more casual rotations (i.e. for going out etc) as I build up my wardrobe.
That said, I'm really drooling over some duffle jackets because I want a khaki colored jacket. They look amazing but I'd need to thrift for one.
This is the main point. I wear lots of things I wouldn't dare post here. I'm a poor academic and I get by with what I can afford, with an occasional splurge. Why let other people's opinion spoil your enjoyment of something for which you felt you got a good deal and which you like? Enjoy them and ignore the rest (and if you have a significant other who likes them, even better).
We should probably move on...
That brings me to this post. I graduated from college 3 years ago and don't work in banking (i do medical research for a hospital). We get paid... eh
This is why I try to thrift for stuff for me. I've had good luck finding items that fit me well (j.crew and banana republic clothes and BB ties) and often find something much more awesome. It's not a productive use of time if you don't enjoy it, but I like the feeling of turning my brain off a little and doing that.