Cut-offs are just too easy to wear (ahem, wear every single day of the week). I think they look best when worn with slightly more modest choices (ie a chunky sweater, a collared shirt, nothing too tight or revealing), because there is definitely something haphazard, gritty, and potentially raunchy about a pair of denim cut-offs. I really like how they work with a pair of opaque tights underneath, flats, and something heavier on the top. It's almost my uniform when the days get hectic.
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Pixie Market jacket, vintage sweater, H&M shirt, Salvatore Ferragamo shoes, cut-offs, DIY brooch, Zara bag