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

DRESS, $299, SHOP SIMILAR, DENIM JACKET, $199, SHOP SIMILAR, SIGNATURE TAPE MONOGRAM TOTE BAG, $129, SHOP NOW, ICONIC KESHA SNEAKER, $70, SHOP SIMILAR, TOMMY HILFIGER

DRESS, $299, SHOP SIMILAR, DENIM JACKET, $199, SHOP SIMILAR, SIGNATURE TAPE MONOGRAM TOTE BAG, $129, SHOP NOW, TOMMY HILFIGER

DAISY MIDI DRESS, $299, SHOP SIMILAR, COMO JEANS, $169, SHOP NOW, TOMMY HILFIGER

MIKEY: SLIM GARMENT DYED SHIRT, $149, SHOP SIMILAR, MIXED CHECK SHIRT, $169, SHOP SIMILAR, DENTON STRAIGHT JEANS, $159, SHOP SIMILAR, ELEVATED BASEBALL CAP, $60, SHOP NOW, LOGO PATCH CROSSOVER BAG, $80, SHOP NOW, TOMMY HILFIGER. JESS: DAISY MIDI DRESS, $299, SHOP SIMILAR, COMO JEANS, $169, SHOP NOW, TOMMY HILFIGER

TRUCKER JACKET, $199, SHOP SIMILAR, TRACKSUIT JACKET, $189, SHOP NOW, HIGH RISE TAPERED JEANS, $249, SHOP SIMILAR, FLAG POOL SLIDE, $70, SHOP SIMILAR, KEYRING POUCH, $80, SHOP SIMILAR, TOMMY JEANS

MONOGRAM CROSSOVER BAG, $199, SHOP NOW

POPPY CROSSOVER BAG, $119, TOMMY HILFIGER SHOP NOW

PATCHWORK SHIRT, $179, SHOP NOW, POPPY CROSSOVER BAG, $119, SHOP NOW, TOMMY HILFIGER

SIDE SEAM DETAIL CREW SWEATER, $129, SHOP SIMILAR, SKIRT, $149, SHOP SIMILAR, SIGNATURE BANDANA, $40, SHOP NOW, TOMMY JEANS

ICONIC KESHA SNEAKER, $70, TOMMY HILFIGER, SHOP SIMILAR

JESS: ALLOVER EMBROIDERED CREW SWEATER, $159, SHOP SIMILAR, SIGNATURE CAP, $60, SHOP NOW, TOMMY JEANS. MIKEY: RAINBOW BOX TEE, $70, SHOP SIMILAR, FLOCK CAP, $60, SHOP NOW, TOMMY JEANS

SIDE SEAM DETAIL CREW SWEATER, $129, SHOP SIMILAR, BOXY MULTI SHIRT (WORN UNDERNEATH), $129, SHOP SIMILAR, SKIRT, $149, SHOP SIMILAR, COOL TOMMY JEANS SNEAKER, $169, SHOP SIMILAR, SIGNATURE CAP, $60, SHOP NOW, TOMMY JEANS

STRIPED SHIRT, $139, SHOP SIMILAR, POLO, $199, SHOP SIMILAR, BERMUDA SHORTS, $159, SHOP SIMILAR, MONOGRAM SIGNATURE TAPE CROSSOVER BAG, $129, SHOP NOW, TOMMY HILFIGER

MONOGRAM SIGNATURE TAPE CROSSOVER BAG, $129, TOMMY HILFIGER, SHOP NOW

MIKEY: PALM PRINT SHIRT, $149, SHOP SIMILAR, DENTON STRAIGHT JEANS, $159, SHOP SIMILAR, 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, TOMMY HILFIGER

COOL TOMMY JEANS SNEAKER, $169, TOMMY JEANS, SHOP SIMILAR