$100 shoe

Light brown is tough with a cheaper shoe since it shows age more. I've always found J&M to be very comfortable (you can probably get them nwob on eBay for a little more than $100); they won't fall apart on you, but the leather ages terribly.

 

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A hundred bucks isn't much to work with. You can check ebay or call Allen Edmonds to see if they have any seconds, they sometimes get down to that price.

Honestly you're better off saving for another month to buy yourself a decent pair of at least AE.

If you're okay with a loafer, you can get a few different decently built leather soled penny loafers in that range- Bass Weejuns, Sebago, LL Bean. Don't know of any quality laced shoes in that range, apart from used.

Nordstrom Rack has some nice AE's and others in the $150 range....

I'm kind of ashamed to say that I can't even name a leather shoe for $100, NIB.

I've seen some Cole Haan's around that price range that would be a superior shoes to the common retail store brands (CK, Kenneth Cole, etc.)

Sadly, spending that little on shoes means you're gonna get something that you'll likely have to replace relatively quickly. Buying a quality, Goodyear welted shoe like Allen Edmonds will give you something that can easily be resoled, and can easily last your decades with a little care. I really think your best bet is emailing shoebank@allenedmonds.com asking for which factory seconds they have in your size(s), and then picking one that you like the look and price of. If the defect is too egregious, you can always exchange or return them.

 

However, if you really insist on getting something cheaper, you might want to look into some of the picks reviewed at dappered.com:

 

1. http://dappered.com/2012/05/the-best-looking-dress-shoes-under-200-2/
2. http://dappered.com/2012/11/shoe-news-the-new-115-mercanti-dress-oxford/
3. http://dappered.com/2012/10/in-person-the-70-dsw-double-monk-strap/

My dad recently bought these Original Penguin oxfords, and he says they're very comfortable:

 

http://www.6pm.com/original-penguin-op-cap-brown

 

They actually look nice, but durability is the only question.

Definitely buy some used AE's on ebay. In the last year I've gotten a few pairs that were basically in new condition.... Strands for $100, Delrays for $70, Dentons for $60, and Cliftons for $70. I think that's the way to go.

This

Stop bumping this thread. OP is long gone.