Hi all! This is great advice. I'm not convinced yet that boyfriends are the way to go if I'm only going to have one pair of jeans. In terms of evaluating this particular pair, I think you may be on to something in terms of needing a length that will work across seasons-- these are ankle jeans. Here's a photo showing them uncuffed. These just may not be versatile enough for a one pair of jeans wardrobe.
It's interesting though-- I tried on jeans at two stores (Levis and Lucky Brand) and sales people/other customers didn't like the oversize on me but raved when I wore the ones that fit like this pair. Could be their own style preferences.
I am struggling with my skinny calves not being in proportion to my wide hips. The jeans actually labeled boyfriends at Lucky looked enormous cuffed on my skinny calves. I'm somewhere between 30-31 in terms of size to fit my hips, but my calve size is probably from a much smaller size. The boyfriends at Levis were called Skinny boyfriends and they fit a lot like this pair but maybe they were longer.
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