TRUCKER JACKET, $199, SHOP SIMILAR, BOLD STRIPE TEE, $70, SHOP SIMILAR, LOGO BEANIE, $60, SHOP NOW, TOMMY JEANS

TOMMY CLASSICS STRIPE TEE, $60, SHOP SIMILAR, HEATHER BRANDED COLLAR TEE (WORN UNDEREATH), $70, SHOP SIMILAR, MODERN TAPERED JEANS, $229, SHOP SIMILAR, ESSENTIAL TOMMY JEANS SNEAKER, $189, SHOP SIMILAR, DENIM FLAG CAP, $50, SHOP NOW, URBAN TECH REPORTER CORPORATE CROSSBODY BAG, $80, SHOP NOW, TOMMY JEANS

TOMMY CLASSICS STRIPE TEE, $60, SHOP SIMILAR, DENIM FLAG CAP, $50, SHOP NOW, TOMMY JEANS

TOMMY CLASSICS STRIPE TEE, $60, SHOP SIMILAR, MODERN TAPERED JEANS, $229, SHOP SIMILAR, URBAN TECH REPORTER CORPORATE CROSSBODY BAG, $80, SHOP NOW, TOMMY JEANS

MODERN TAPERED JEANS, $229, SHOP SIMILAR, ESSENTIAL TOMMY JEANS SNEAKER, $189, SHOP SIMILAR, TOMMY JEANS

HARRINGTON BOMBER, $349, SHOP SIMILAR, MIXED CHECK SHIRT, $169, SHOP SIMILAR, ELEVATED BASEBALL CAP, $60, SHOP NOW,LOGO PATCH CROSSOVER BAG, $80, SHOP NOW, TOMMY HILFIGER

HARRINGTON BOMBER, $349, SHOP SIMILAR, SLIM GARMENT DYED SHIRT, $149, SHOP SIMILAR, MIXED CHECK SHIRT, $169, SHOP SIMILAR, LOGO PATCH CROSSOVER BAG, $80, SHOP NOW, TOMMY HILFIGER

STRIPED SHIRT, $139, SHOP SIMILAR, STRIPE SLIM POLO, $119, SHOP SIMILAR, IVY CHINO, $189, SHOP SIMILAR, CORPORTATE LEATHER SNEAKER, $189, SHOP NOW, TOMMY HILFIGER

STRIPE SLIM POLO, $119, SHOP SIMILAR, COTTON FLAG EMBROIDERY BASEBALL CAP, $60, SHOP NOW, TOMMY HILFIGER

GRAPHIC TEE, $60, SHOP SIMILAR, SHORTS, $129, SHOP SIMILAR, LOGO TAPE BI-COLOUR BUMBAG, $100, SHOP NOW, FLAG POOL SLIDE, $70, SHOP SIMILAR, TOMMY JEANS

GRAPHIC TEE, $60, SHOP SIMILAR, LOGO TAPE BI-COLOUR BUMBAG, $100, SHOP NOW, TOMMY JEANS

RAINBOW BOX TEE, $70, SHOP SIMILAR, FLOCK CAP, $60, SHOP NOW, TOMMY JEANS

MIKEY: STRIPE SLIM POLO, $119, SHOP SIMILAR, IVY CHINO, $189, SHOP SIMILAR, CORPORTATE LEATHER SNEAKER, $189, SHOP NOW, TOMMY HILFIGER. JESS: TYARA TEE, $70, SHOP SIMILAR, ALEEZA ICON CHINO, $199, SHOP SIMILAR, ESSENTIAL SNEAKER, $169, SHOP NOW, TOMMY HILFIGER

MIKEY: PALM PRINT SHIRT, $149, SHOP SIMILAR, DENTON STRAIGHT JEANS, $159, SHOP SIMILAR, ESSENTIAL LEATHER SNEAKER, $169, SHOP NOW, TOMMY HILFIGER. JESS: SHIRT, $139, SHOP SIMILAR, CREW-NECK SWEATER, $179, SHOP SIMILAR, SWEATER SKIRT, $199, SHOP SIMILAR, PLEATED MIDI SKIRT (WORN UNDERNEATH), $199, SHOP NOW, ICONIC KESHA SNEAKER, $70, SHOP SIMILAR

DENTON STRAIGHT JEANS, $159, SHOP SIMILAR, ESSENTIAL LEATHER SNEAKER, $169, TOMMY HILFIGER, SHOP NOW