What type of Dress shoe should I look at...

[mwrenchd]

I would suggest a dark brown pair of plain-toe bluchers, 2 or 3 eyelets. The Paul Smiths above would work well and would be even better w/o the wingtip.

Another example, more classic (Gravati):

p.s. those KC Hedge Funds are hilarious.

[peteyross]

English Benchmade is the way to go. Look for lace-ups with a chisel toe (not to be confused with a pointed toe). Chelsea boots can be good too.

Many high end brands use the two following companies to make their shoes (and I don't mean poorly made, but expensive luxury brands like Prada, Gucci , etc).

Alfred Sargent

Crockett & Jones

Other super expensive but worth it brands include:

John Lobb

JM Weston

Edward Green

Kiton

Head over to http://www.askandyaboutclothes.com/forum/index.php and search around. You'll be opened up to a whole new world of sartorial clothing and real shoes.

[Guest bigsink2]

ah ok thanks. whats chiseled toe?

[mwrenchd]

Chelseas would be great, as would monkstraps - dressy but more casual than most lace-ups.

[peteyross]

ah ok thanks. whats chiseled toe?

This is a chiseled toe:

http://img149.imageshack.us/img149/1383/jl_chelmer.md.jpg

[Guest mattes]

I like Ralph Lauren shoes. They are classic shoes.

[triniboy27]

Chelsea boots are definitely a good look as are brogue boots a la the Henry offered by Trickers.