Olivia Palermo wore a blue varsity jacket over a striped orange jumpsuit while meeting up with a friend over lunch on the Upper East Side. She finished the look with tasseled loafers, a wrap choker necklace, and a summery straw clutch. It's the sort of intentionally mismatched ensemble that only a seasoned fashion veteran like Palermo can pull off, but we're willing to entertain the notion that we could do it, too. Jumpsuits are ever-so-popular this season, and we're loving the exaggerated proportions on Olivia, plus that bold vertical stripe print, also majorly on-trend. The flats add a serious menswear note while the satin bomber jacket takes things into streetwear/athleisure territory. Is this a case of a mixed-up fashion chameleon...or your next brunch date outfit? We've got the look for less finds, you be the judge...

Rosie Huntington-Whiteley checks off all the trends in this casual look with a frayed edge denim tee, ripped skinny jeans and suede bag. The raw edge on the denim top doubles as fringe detailing, while the Western-style boots and tan bag are perfect summer neutrals to ground any look. I'm loving Rosie's jewelry, too...the stone pendant has an earth-goddess appeal while her simple metallic earrings add a modern touch. Here's how to recreate her model-off-duty style on a dime with pieces starting under $20...