Even though it 'tis the season to give others, there's no reason to neglect yourself, especially when it comes to a great pair of shoes that won't empty your pockets. The Trail Boot by Amongst Friends is definitely one of the best looking boots out there, combining a chukka style with a red brick sole. Both the navy, $115, and the brown, which is on sale for $110 are available at Karmaloop.com.