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Olivia Rodrigo and Iris Apatow, who are good friends in case you haven't checked Instagram, were spotted out in LA attending Jennifer Klein's annual Day of Indulgence party. The duo channelled the early 2000s properly, selecting matching miniskirts and knee-high boots. But while Olivia tapped into her edgier side, walking tall in Marc Jacobs's Margaret Platforms (which are sadly sold out) and rocking a mesh, psychedelic printed long-sleeve from O'Mighty, Iris was her schoolgirl counterpart in a khaki pleated skirt, sugar-pink blouse, chainstrap bag, and fuzzy bucket hat — an off-season accessory Rihanna certainly popularised this summer.
Olivia's accessories were standard for what we've seen from the rising star. She clutched her phone with a beaded strap and toted a snow leopard tote, the furry texture perfectly coordinated with her BFF's hat. Finally, she wore retro sunglasses from Crap Eyewear, and both Rodrigo and Apatow held onto their giveaway bags from the event. If their street style moment doesn't make you want to turn on a throwback film from the early aughts — Not Another Teen Movie, The Hot Chick, Coyote Ugly, Bring It On, just to name a few — honestly, what will? Read on for a few more angles of Olivia and Iris, then shop their essentials, including many of their exact pieces, after the jump.