Fashion Footwear Trends for Teenage Boys


Teenage boys are notoriously difficult to please. They have fewer role models and fashion icons to emulate, so many teenagers stick to wearing trusty Vans or an old pair of trainers. For hanging out with friends or a weekend trip to the local skate park, this isn’t so bad, but if you want to attract the attention of a cool girl or impress your mates, you need to up your game. Here is a selection of the top fashion footwear trends for teenage boys.

Canvas Shoes

Canvas shoes remain as popular as ever. They are casual, comfortable to wear, and perfect for an impromptu kickabout in the local park. Converse and Vans are the two most popular brands with teenage boys (and girls). Plain colours are easy to style, but there are also plenty of cool patterns for teenagers who want to experiment with their look.  


You can’t go wrong with a pair of trainers. Today’s styles are a thousand miles away from traditional sportswear, so although plenty of teenage boys are happy rocking a pair of Nike trainers, they are also just as happy to be seen out in a pair Adidas knit trainers, too.

Fabric trainers are a fashionable alternative to leather and PVC sports shoes. Kids can wear fabric trainers with skinny jeans or shorts and still look cool. This style of footwear is versatile and suitable for most occasions: even lunch with the grandparents!


Heelys from have been around for a while now, but they haven’t lost any of their allure. Younger teenage boys love Heelys skate shoes. They come in a range of different colours and styles and kids can choose between one wheel or two. Heelys are the perfect combination of fashion footwear and skate. What’s not to like?

Chelsea Boots

Chelsea boots are a slip-on ankle boot. They look good with loose fitting trousers or jeans and are a good choice for a fashion conscious teenager who loves to wear smarter gear when out and about. Leather Chelsea boots are ideal for school, dates, or smart meals out when a pair of Converse or Vans would cause raised eyebrows all round.

Doc Martens

Doc Martens have been around for decades, but they never seem to go out of fashion. Older teenagers love to wear Doc Martens. A pair of Doc Martens will last forever if looked after well, but they can also be customised and painted, which is appealing to teenagers who prefer not to follow the crowd when it comes to fashion trends.


Plimsolls are casual, inexpensive, and no longer just for P.E. lessons at school. Lots of teenage boys live in black or white plimsolls during the summer. You can wear plimsolls without socks and they are the ideal footwear for shorts and a t-shirt.


Loafers are smart yet casual and available in a variety of finishes, including suede and plain leather. Most teenage boys are happy to team a cool pair of loafers with jeans and a shirt.

What’s your go-to pair of shoes? Let us know in the comments!

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