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Well I would look in my closet probably but for something with a widish flared shape closest to Angie's Mother jeans above but in pants form with some texture maybe.
I'd do for wide legs, probably in a pinstripe of some kind, but not necessarily dark navy. Or I might go for these Everlanes -- the barrel or the wide leg.
I would get cropped pants. I thrifted a pair of striped loose cropped pants from the Loft that I loved. I finally wore them out. I would want them again. I also have striped cropped Eileen Fisher pants that are nice.
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I would get a pinstripe, I can't see a bolder stripe working so well for me. Or a sidestripe? It has been a while since I have had any though - I have worn stripes in tops or shirts.