The Classic Weekend Look
Pair the Classic Black Bomber with vintage-wash high-waist denim, a tucked-in white tee, and retro sneakers. Let the ribbed hem sit right at the waistband.
Wear it: Street style
Leather bomber jacket outfit ideas
A bomber ends at the hip with a ribbed hem that pulls in. Whatever you wear underneath should stop above that hem or run well past it. Get that right and every look below works.
Silk and Leather Contrast
Throw the Vintage Brown Bomber over a midnight silk slip dress with pointed-toe block heels. The rough surface against the sheen does the work.
Wear it: Evening
The Modern Tailored Fit
Swap your blazer for the Rebel Moto. Pleated charcoal trousers, a fine-gauge knit, and chunky loafers keep it polished.
Wear it: Work
Ten outfits, tagged by occasion
Classic Black Bomber
Weekend
- High-waist straight jeans
- White tee, tucked
- Retro sneakers
Vintage Brown Bomber
Weekend
- Cream wide-leg cords
- Striped long-sleeve
- Loafers
Oversized 90s Bomber
Weekend
- Bike shorts
- Chunky trainers
- Nothing else loud
Rebel Moto Jacket
Work
- Merino turtleneck
- Pleated charcoal trousers
- Pointed flats
Classic Black Bomber
Work
- Silk shirt, buttoned up
- Tailored black trousers
- Small structured bag
Vintage Brown Bomber
Evening
- Midnight silk slip dress
- Block heels
Oversized 90s Bomber
Evening
- Sequin mini
- Sheer tights
- Ankle boots
Rebel Moto in Oxblood
Evening
- Black jeans
- Black cami
- Red lip
Classic Black Bomber
Travel
- Hoodie, hood out
- Joggers
- Slip-on sneakers
Vintage Brown Bomber
Travel
- Long knit dress
- Tall boots
- Crossbody bag
Three things to avoid
- A belt on the outside of a bomber. The ribbed hem already defines the waist.
- A skirt or trouser waistband that sits exactly at the hem line.
- Two heavy textures at once. Leather plus tweed plus shearling reads as costume; pick one partner.
Bring the three things you wear most to a free fit call and we will build the outfits around them.
Book a Free FittingRead the full styling guide