Billie Joe Armstrong from Green Day wears his guitar strap super low based off what I’ve seen from his music videos. In the Basket Case music video he wears it so low that it’s just dangling below his waist and he sort of has to slouch over just to strum properly. It sounds sort of silly but actually looks insanely cool. 
So I’ve been fiddling around with my guitar strap to try to get it as low as possible. When I was first figuring it out the guys online said I should set the guitar strap tight enough so that the guitar rests at the same height as it would when I’m sitting down and playing. And this made sense because I’d be already used to playing at that height. I had to set up the strap so that it was pretty much fully tightened and I had to wiggle my way into it.
Unfortunately, what I was not told is that setting up the strap this way makes you look like a total nerd. It looks really goofy, like a person wearing his pants way too high. I’d never noticed before, but all the guitarists wear their guitar straps pretty low. After observing myself in a mirror and wondering why I looked so uncool despite having a guitar strapped around me, I concluded that I should lower the strap and get the Billie Joe Armstrong strap level, because it looks really cool.
The problem with this is that it’s really hard to play. With my strap at its loosest my right hand can’t even reach the strings, which sucks because I look really cool when the guitar is that low. Adjusting it to the point where my right hand can sort of reach the strings if I hunch over, it still looks really cool and I can somewhat play. However, it hurts my left hand to play like that. If you want to know how it feels, stand with your arm limp and face your palms forward. Then mess around with your fingers and move your arm like you’re going up a fretboard and you’ll start feeling some carpal tunnel pain. I’m thinking either Billie Joe has practiced playing in this ungodly position just so he can look cool. Either that or he has freakishly long arms.
What I’m currently trying to do is find the right balance between looking cool and playing comfortably.