My favorite shoes are my Adidas Adistar weightlifting shoes - they were expensive but I've been wearing them for over 10 years and I expect to be able to wear them for another decade. They will need to be re-soled, but that is a pretty small expense really.
I bought a pair just like these a couple of months ago - still ugly, but more shoe-like in appearance and feel
I like squatting moderate (but not heavy) weights in Vibrams. I've had a pair for about five years now and I hated them at first, but grew to appreciate them. Recently, I found a nice pair made of leather with laces for something like $60 on clearance. Some advice with the Vibrams: Get toed socks and wear them every time you put on the Vibrams unless you want everyone to smell you coming 10 feet away. Also, when purchasing them, make absolutely sure the sizing is right and take your time acclimating to them.
For what it's worth, I've never been a big fan of Chuck Taylors or squatting barefoot though I tried to like them. Chucks just never felt comfortable and I always felt like my feet would slip inside the shoe slightly - not something you want when squatting heavy. With bare feet, I always felt "naked" and worried that sweat and/or a lack of a grippy sole would not be the best means for grounding a solid base. I realize that both have their fans and that's fine - it's just an opinion.
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