Chukka boots are ankle-length boots with tow or three pairs of eyelets for lacing. They are usually suede or calfskin. These boots were very popular in the late 1940’s and 50’s as causal wear. The name chukka comes from the game of polo. A form of the boot was worn by British forces in WWII as a desert boot and is positively associated with the Beatles. Beware of wearing chukkas with chunky soles that make them unbearable with suits!
Motorcycle boots are often associated with motorcycle riders however they have become more popular as just a fashion statement. They often range from above ankle to below knee boots. For motorcycle safety they were generally made from thick, heavy leather with padding incase of an accident. These boots can often be associated with Hells Angels and to avoid looking one wear anything but jeans!
A third type of men’s boot fashion is the Chelsea boot. Also know as dealer boots, riding boots, jodhpur boots or paddock boots, they are tight-fitting, ankle-high boots that originated in the Victorian era. The most distinct feature of this boot is the elastic siding running from the top to the middle of the shoe. Chelsea boots were considered an element of the 1960’s mod scene and are very popular in Australia. These boots are positively associated with The Beatles but beware of wearing them with baggy clothing!
The final style of men’s boot is the cowboy boot. The cowboy boot is a specific style of riding boot that have a Cuban heel, rounded to pointed toe, high shaft, and traditionally no lacing. They are normally made of leather but sometimes made from exotic skins like alligator or snake. The two basic styles are western and roper and have been around since the 1500’s. Cowboy boots are positively associated with Johnny Cash and all those wild west films but whatever you do, do not tuck your cowboy boots into jeans!