You don’t have to actually be a tomboy to dress like one. The key to making this look work is to throw in just a touch of femininity, whether it’s via a slightly pointed shoe, a few undone buttons on your shirt, or some golden hardware on your satchel. Scroll down to take a cue from these on-point street style examples, and see some of the best items to take you to tomboy territory.
If you want to dress like a tomboy, you’ll at least need to check out the source. Head to the boys section of your favorite stores and peruse the racks. Look for graphic tees and distressed shirts. More likely than not, the clothes will be a bit baggy on you but that’s not a bad thing. Pick out things you like and try them on. If they are absolutely humongous,
Loose, comfortable t-shirts are one of the most basic aspects of tomboy style. Cotton shirts in boyish colors (forest green, navy, grey, black, brown, maroon, etc.) are always great to have on hand--and go with pretty much every outfit.
While you don’t have to ditch skirts entirely, tomboys are pretty much defined by not wearing skirts or dresses. Instead, wear cool, comfortable pants that have a boyish look. Stores like Gap sell ‘Boyfriend’ pants that are cut like boys’ pants but are fitted for a girl’s body. Skinny skater pants, distressed or boot-cut jeans, and athletic pants are all good options for a girl wanting to dress like a tomboy. Black, opaque leggings are also great tomboy apparel.
Instead of tiny Daisy Duke shorts, try rocking some loose distressed jean shorts or longer shorts that go to just above your knees. Shorts that are made of a stretchier or more athletic material (like board shorts) are great for running around.
Plaid is a unisex fabric that is a great addition to most outfits. It is an awesome material because it can be worn as a shirt or as a light-weight jacket. Throw on a pair of jeans, a plain cotton shirt, your favorite plaid long-sleeve button-up and you’re good to go.