Continuing to focus on the perfect ’smart/doesn’t have to be worn smart’ boot. These Chukkas from Alden fit the bill perfectly. If you’re going to be paying big cash-money for a pair of shoes you may as well purchase something that’ll work in lots of situations. Leather Soul point out that the extra eyelets on this particular boot make it perfect for anyone who finds the Chukkas limited lace-up a bit challenging. This one is available in black and burgundy Shell Cordovan, we won’t bang on about the quality, this is Alden after all. More info here.