Why aim low if you can aim high? There is something so very sexy about men in high top shoes.
Let's think about the benefits:
1. You do not have to worry as much about your pair of socks, even though your socks should always match you pants' color (there are few exceptions).
2. They give you that flush sophisticated look.
3. Really who wants to see your lacings or your buckles??? j/k
4. They always catch the attention of women when you sit and your pants' rise, revealing your beautiful shoes. You are usually unique with your choice of a high top dress shoes/boots.
All in all, the guy who can wear the high top shoes or boots is a man who is confident in his style, and one who has swagger!! As usual I put a lil' something for everybody ;)
Steve Madden FRANCOO $89.95 http://www.stevemadden.com/ Wear these shoes to dress up an ordinarily casual outfit or dress down an ordinarily preppy outfit.
ASOS Grenson Oscar Chukka Boots $254.96 http://www.asos.com/ Outside of business professional or a black tie event, the color of this shoe really makes it a must have in your colleciton.
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ASOS B Store Bert 5 Chukka Boots $271.96 http://www.asos.com/ Is this color just not unique? The reddish brown really provides a nice complement for some of your pastel and earth tone colors.
ASOS Opening Ceremony Desert Boots $246.46 http://www.asos.com/ This is definitely your functional boots.
Overstock Steve Madden Men's 'Stikup' Boots $52.99 http://www.overstock.com/ These boots can be worn multiple ways. Really, they are best served when you want to add a sartorial edginess to your outfit.
Overstock Todd Welsh Jared Black $51.76 http://www.overstock.com/ Some practical boots with a touch of suede for those who prefer to keep it simple, but need a touch of class.
Overstock J. Shoes Superior Black $90.58 http://www.asos.com/ 
Zappos Clarks Wallabee $120 http://www.zappos.com/For the classic guy.
Zappos Giorgio Brutini boots $64 http://www.zappos.com/ 
Allen-Edmonds Revere Rust $135.88 
