So what exactly is a boy bag (and no, I don’t mean Chanel’s VERY pricey version)? To me, there are traditionally 2 types of bags that fit into the “boy” bag category – satchels and saddlebags.
A satchel (also called a messenger bag) generally has both a flap and a long strap. Some also have top handles so you can wear it on the crook of your arm. Most are somewhat structured. A saddlebag is essentially a structured satchel that’s gone equestrian. It’s rounded at the bottom giving it a saddle shape, has a long strap and a large flap.
Now, just in case satchels and saddlebags aren’t your thing, this season’s flap bags are much edgier and more masculine than in years past making it easier than ever to achieve a perfectly on-point tomboy chic look.
When selecting a “boy” bag – I would choose one with large chunky metallic details like buckles or chain straps, fierce finishes like faux-croc or faux-snakeskin and strong colours like navy, grey, green, yellow and of course black.
Anne Klein Serena Top Handle Bag
This petite satchel with top handle checks all the boxes, making it the quintessential "boy bag". Exotic crocodile embossing, chunky gold hardware, flap closure, top handle and removable crossbody strap.
Available at Hudson's Bay $110*
Rumson Messenger Bag
Wear this designer-inspired two-toned beauty over your shoulder or on the crook of your arm with the shoulder strap hanging down.
Available at Call it Spring $42.99*
Karl Lagerfeld Paris - Marie Messenger Bag
Karl does it again. This satchel-messenger-saddlebag hybrid with gold hardware is reminiscent of a schoolboy's book bag yet stylish enough even for the most discerning fashionista.
Available at Hudson's Bay $278*
Co-Lab by Christopher Kon Flap Bag
With it's bold patchwork flap and chunky shoulder strap, this is definitely not your-run-of-the-mill shoulder bag. Pair with skinnies, oxfords, a collared shirt and a menswear-inspired coat for an on-point "borrowed from the boys" look.
Available at Town Shoes $75*
Add this structured saffiano-textured crossbody with flap closure and messenger bag-influenced strap to any menswear-inspired outfit and voila - tomboy chic!
Available at GUESS $100*
*Prices quoted are regular prices, before taxes. Price and availability are subject to change. Please see stores for details.