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Honest question: does anyone use the word tomboy anymore? I don’t know about you, but growing up in the late 90s and early 2000s, the tomboy aesthetic was everywhere. Whether you loved playing a more rugged sport, like flag football or soccer, or preferred to dress in baggy cargo pants and an oversized t-shirt, being a tomboy allowed you to embrace your sporty, “boyish” side. And there was something completely chic about it all, too.
Today, women are leaning into the tomboy style as adults — creating casual outfits that blend feminine flair and tomboy staples. It all starts with nailing down basic pieces and adding in layers to create a chic, styled look that appears effortless. Think boyfriend jeans, layered oversized tops, leather jackets, soft silk tops, and subtle gold jewelry.
Below, I’m breaking down exactly how to recreate the trending style aesthetic with six different outfit ideas that’ll give you inspiration you for the fall season.
What is the tomboy femme style aesthetic?
The tomboy femme style is a fusion of “boyish”, casual style mixed with delicate feminine touches. Pairing baggy cargo pants with a lace silk cami, sneakers, and dainty gold necklaces creates a casual, effortless outfit that blends two styles. It’s all about merging opposing styles in a creative way through loose fitting items, differing textile textures, tailored pieces and feminine accessories.
Some tomboy femme essentials include:
- Boyfriend Jeans
- Wide Leg Pants
- Cargo pants
- Straight Leg Jeans
- Jorts (Long Jean Shorts)
- Oversized Basic Tee
- Chunky Knit Sweaters
- Leather Jackers
- Oversized Blazers
- Lace Cami Tops
- Button Up Poplin Shirts
- Silk Scarfs
- Baseball Caps
- Subtle Gold Jewelry
- Loafers
- Sneakers
- Moto Boots
1. Oversized Blazer + Baggy Distressed Jeans + Ballet Flats + Silk Bandana
If you’re looking for a grungy look that blurs the lines between feminine and masculine, this look is the perfect one to recreate. The distressed-wash baggy jeans add a rugged feel. The cropped tank top and silk bandana create a girly touch, and the look is finished off with an oversized blazer. Simply effortless and chic for a weekend walk around the city.
Vintage Washed Jean
Generation Blazer
Calico Flat
Paisley Silk Bandana
2. Sport Jersey + A-Line Skirt + Loafers + Baseball Hat
Sporty and femme combine to create this iconic, styled look. To make this outfit idea your own, pair any A-line skirt with your favorite sport jersey, baseball hat, and a chunky loafer. Pro tip: a sheer or lace sock worn with a loafer adds another stayed dimension that leans into the feminine feel.
Vintage Inspired Tee
Drop Waist A-Line Skirt
Chino Sport Hat
Winona Loafers
3. Barrel Cargo Pants + Cinched Bomber Jacket + Sneakers
This tomboy femme outfit idea is the perfect casual look for a fall day. The barrel shape of the cargo pants creates visual interest in the outfit, and the cinched bomber jacket adds dimension while maintaining a casual feel. A suede loafer or moccasin is a great option to pair with the fit.
Aero Wide Leg Cargo Pants
Cruz Jacket
Rosalind Mesh Flats
Sullivan Portfolio Brief Bag
4. Boyfriend Jeans + Button Up + Oversized Tee + Chunky Gold Hoops
I am obsessed with this fall outfit idea! It merges a casual feel (the baggy boyfriend jeans) with a more refined look (the fitted button up layered under the oversized tee). To complete the look, wear your hair in a slick back bun and some chunky gold hoops.
Cotton Poplin Big Shirt
Low Rise Ultra Loose Jean
David Bowie 1974 Tee
Lou Statement Small Hoops
5. Jorts + White Tee + Oversized Knit Sweater + Suede Moto Boots
On the warmer early fall days, I love pairing a pair of jorts with a sweater — similar to the look above. It’s such a simple way to create an effortless styled look for the season. Start with your basics, like a jort (jean short) and white tee. Then layer an oversized knit sweater and some suede moto boots.
Indra Short
1988 Rollneck™ Sweater
Suede Moto Boots
Heather Suede Tote
6. Cream Baggy Jeans + Plaid Button Down + Sweater Vest + Ballet Flats
The final fall tomboy femme outfit is one of my favorites for the season. It’s chic, comfortable, and plays into the autumnal color palette. The baggy jeans create a relaxed style while the plaid button-down and sweater vest create a cozy, sophisticated feel. Complete the look with cream ballet flats and an oversized bag.
Miami Vice Pant
Mabry Plaid Blouse
Samuel Jumper
