Yeah, I always try on my boots. But I think there are plenty of people who can answer my question. There are boots that are more or less supportive, more or less cusion-y, etc. That's kind of the advice I was looking for. I'm well aware of boot/foot mechanics.
Boots in general are just uncomfortable for me, and I've had them professionally fitted. It takes almost nothing to cut my circulation off.
Boots are in general uncomfortable to you because I suspect that your feet are an atypical shape/size.
I have narrow ankles (with a medium wide toebox, flat feet, medium instep and skinny calves) giving me heel-lift, which would cause my arch pain. So I used to tighten my boots to keep the heel down. Over-tightening the fore-foot laces by the toebox will cause pinching on either side of the toes (big toe or the bony edge your foot behind you little toe). Over-tightening the middle-foot laces will crush the boot tongue down ontop of your instep and cause a pressure point there (it can also crease the boot outer, causing a pressure point). Over-tightening the upper-laces can cause shin pain as the boot outer digs into your shin.
Over-tightening is a vain attempt to decrease the volume of the boot (i.e. shrink it)... your laces really should not be much tighter than taking out the obvious loose slack... if you are tightening much more than that...your boot is too big for your foot.
Heat molding helps push out the liner in certain area (sides of the toebox and around the ankle bones) a little to relieve pressure if the liner is slightly narrower than the foot in some areas. It doesn't help if your foot is too narrow and you are over-tightening the boot (causing the boot/liner to deform and crease in an unintended way.
After all of that... I return to my suggestions of Nitro Team or Nitro Select. I've tried Burton (Moto, Shaun White, Driver, Driver X), 32 (Prion, Lashed, Tm-Two), Ride (forgot name), K2 Maysis, Vans (forgot name... flat and wide), DCShoes Judge (way too wide), Salomon (Dialogue, F22, Malamute), and (Nitro Meiji, Team, Darkseid, Select) and Nitro are the only ones that give me good support and have no pressure points. The Salomon were good support, but the liner broke down quickly and that lead to heel-lift and instep pain. The 32s were mushy.. the Tm-Two was like 9 out of 10 in stiffness... but only medium stiff in my opinion. They fit and worked well for a season, but quickly wore out after 15 days ...