i've had this same problem and the only solution i've found (granted there's not a crazy amount of options i've seen where i live) is looking at plato's closet or the thrift for stuff. old j.crew corduroys were all high waisted, bunch of older rustler/wrangler denim, etc. as far as new options go i'm in the same boat as you because i'm tired of gambling on whatever length they are 😭
Nov 4, 2024

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i have never found a pair of shorts i like, that fit me well, and are comfortable, so i’ve resorted to thrifting jeans i wear for. a few days to make sure i like them and then cutting them into The Perfect Shorts (i like old wranglers best)
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Thrifted a pair of Wrangler denim that fit just right for me. Baggy but not too much. I haven’t been able to find a pair quite like it, I have some Levi’s 569s I really like but they’re a bit too loose.
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i got this one pair of wranglers at a thrift store a while back and i wear them almost everyday. i wear jeans everyday so i need to trust my jeans not to rip or anything stupid like that. my rule is that if i can’t wear my jeans to a ranch and be comfortable the entire time, then they’re not worth it
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