My favorite pair of distressed denim. These run a little large, so size down if between sizes. Boots are old Steve Madden—similar pair I own and love linked (TTS). Sweater runs TTS and comes in more colors. Tote is very slouchy.

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90's Mid Rise Loose Fit Cotton Ripped Wide Leg Jeans in Fallout, Bloomingdales | Bloomingdale's (US)
Ridley Funnel Neck Wool & Cashmere Sweater | Nordstrom
Leather shopper bag | MANGO (US)
Women's Alva High Block Heel Booties | Bloomingdale's (US)