Nov 10, 2017 31 Cute Tomboy Outfits to Try This Month by Hilary George-Parkin Photo: Sandra Semburg Just the right amount of slouch. Photo: Collage Vintage A spiffy suit is always a good idea. Photo: Sandra Semburg Throw a puffer vest under your bomber for chilly days ahead. Photo: Sandra Semburg Top off your look with a cool-again baker boy hat. Photo: Sandra Semburg Embrace the corduroy comeback. Photo: Sandra Semburg When your skateboard's your best accessory. Photo: The Style Stalker Cropped jeans and chunky Chelsea boots are a match made in heaven. Photo: Style Du Monde Swap out your standard black jeans for a faded gray pair. Photo: Sandra Semburg Tomboys can rock florals, too. Photo: Sandra Semburg A classic look for the office (or just about anywhere else). Photo: Style du Monde Make a statement. Photo: Sandra Semburg Cool and comfy. Photo: Sandra Semburg Put your own spin on the oversize blazer trend. Photo: Collage Vintage You'll get so much wear out of these Gucci loafers. Photo: Collage Vintage There's something very '90s teen heartthrob about this ensemble. Photo: Collage Vintage When it comes to puffers, the bigger the better. Photo: Sandra Semburg Waxed denim elevates any outfit. Photo: Style Du Monde Pile on the prints. Photo: Collage Vintage Break up an all-black outfit with a bit of bright red. Photo: Sandra Semburg Pair a tailored suit with your favorite sneakers. Photo: Collage Vintage Who knew track pants and a tee could look this chic? Photo: Collage Vintage Patchwork jeans stand out from the pack. Photo: Collage Vintage Okay, now we're officially excited about overcoat season. Photo: Collage Vintage Here's how to wear a shirtdress, even if you aren't a "dress person." Photo: Style du Monde Suddenly we're seeing our old ski jacket in a whole new light. Photo: Collage Vintage A breezy warm-weather look. Photo: Collage Vintage A utility jumpsuit gets a personalized spin with plenty of patches. Photo: The Style Stalker A trim vest and a floral robe are an unexpectedly fresh combo. Photo: Getty Images Double up on surplus-style khaki. Photo: Collage Vintage Tube socks, sneakers, and a baggy tee give a boyish vibe to a floral mini. Photo: Collage Vintage Make your own crop top. Explore More: Outfit Ideas