I started skating again about 1.5 years ago and have been skating 8.5s the whole time (going up to 9” at one point). I just set up an 8.25” with some Ventures and god damn is it fun. Something about it just feels right, like the good old days. I’m glad I started back on the wider boards in order to get comfortable again, but I could definitely see myself skating more 8.25s. I’m more in control of my body and more confident in my 30s than I was in my teens, so I could see myself going even smaller.
I’m 6’5” with 11.5 feet so to all the other tall/big footed people, don’t be scared of those smaller boards!
edit: 8.5 has a 14.5 WB with Aces and 8.25 has a 14.25 WB with Ventures so axle to axles WB is very similar on both set ups.