We understand guys have questions about what to wear (and how to wear) their favorite pieces.  Stick with us all this week to get advice on how to look good, stay fresh, and even score a date. This is Complex Style's "How To" Week.

While the Chelsea boot is a style that's over 150 years old, it's become a contemporary favorite for guys today. The boot's inherent simplicity lends itself well to a variety of looks, and if the several celebrity co-signs weren't enough, we can safely say that it's a very easy boot to assimilate into your closet. 

But considering that this silhouette hasn't seen this much play since the Beatles and The Rolling Stones were on the radio, guys have been wondering how to add this '60s staple into their modern-day wardrobes. Fear not, you don't have to dress like they did 50 years ago in order to pull this off (unless you're Hedi Slimane). Sure, it was one of the biggest trends of 2014, but we've broken down what you need to know and look for when you're wearing your Chelseas. This is How to Wear Chelsea Boots