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The Tomboy's Guide to What to Wear to Weddings

  With spring over and summer ramping up into full swing, it’s now officially Wedding Season. For some people, a wedding invitation is a delightful excuse for a trip to the mall – for others, it can be a source of clothing consternation. There are mysterious rules about what you are and aren’t allowed to wear to weddings, and a lot of people who are tomboys or masculine of center in their day to day fashion sense can come under a lot of pressure to pick something more feminine for this special occasion. Dear tomboys, we’re here to help you say no to wedding outfits that you will spend six uncomfortable hours in and then never wear again. With an...

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The Tomboy’s Guide to Dressing Better

  At the tender age of four, you stole your father’s enormous ballcaps and wore them backwards, sulking when the adults around you called it cute. At ten you disdained shirts with butterflies and dolphins and drifted towards shirts with dogs and orcas. When highschool hit, you coveted loose cargo shorts and oversized sweatshirts, or did your best to pull off denim vests. Boys’ jeans were a staple of your wardrobe, and girly was a dirty word. These days, maybe you’re a hoodies and graphic tees kind of person. You’ve learned that when the occasion calls for it, you’d rather rock a suit than a dress, and maybe you’ve got some key items like a pair of oxfords and some...

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The Tomboy’s Guide to Wearing Masculine Shoes with Skirts and Dresses

Anybody who says you can’t be femme and wear masculine dress shoes is clearly just lacking in imagination! The combination of a skirt or dress with some handsome chunky brogues or sleek dapper derbies is ideal for pulling off everything from the rough and tumble heartbreaker look to the always-approachable geek chic. Darker men’s dress shoes like black and dark brown are ideal for the transition from your summer wardrobe to your fall wardrobe, when maybe you don’t want your toes exposed to the cold but you still want to feel like you’re made of magic when you twirl. Don’t let conventional wisdom tell you that these dashing shoes aren’t for you – you are the master of your own...

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The Tomboy’s Guide to Wearing Socks with Dress Shoes

So you’ve got yourself a dapper pair of oxfords, derbies, or other swanky masculine dress shoes. Whether you’re a formal shoe newbie with your first pair or an old pro with a closet full of fancy footwear, the myriad rules about what socks you’re not supposed to wear with dress shoes can be a bit mystifying and overwhelming. We’re here to clear some things up and lay out the laws of socks and dress shoes for you, so that you go into the fashion races armed with knowledge. Even if you’re the sort of person who flaunts convention, charging into life with one neon green ankle sock on your left and a greyscale houndstooth business sock on your right, it’s...

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The Tomboy’s Guide to What to Wear with Blue Shoes

 Blue shoes are, without a doubt, a winner in any wardrobe. It’s been said that blue is basically black’s punchier cousin – a dependable way to add color to an outfit while still keeping it subtle. Blue goes well with sedate pastels and earthy tones, but pops perfectly next to vibrant color too. That doesn’t mean, however, that it’s a total free for all when it comes to what to rock your new blue shoes with. There are some basic guidelines that we think will help you assemble an outfit that you can add blue shoes to with confidence.   Accessorizing for Blue Shoes Whether you’re going formal or casual, earth tones or flashy bright colors, you always want to...

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