When the compressor is off (no flow) you should not have a pressure differential and 90 PSI might be acceptable SYSTEM pressure. Depends on charge volume and temperature.
90 PSI low side pressure is not normal with the compressor engaged. And probably higher than the can you're trying to charge with.
The sight glass is a good charge indicator with R12. It doesn't work well for R134A. I don't even look at mine.
I don't "THINK" I put two cans in my system. I just got my A/C hose made today and pulled a vacuum so I'll be charging it shortly (In the pool with grand kids right now) and I'll let you know how much I use.
I typically charge the system with the blower on low. It lets the evap get cooler and lowers the low side pressure. Easier to push refrigerant in. As it gets more in the system it will slow down so I fill a container with hot water and put the can in to raise the pressure in the can. Sometimes I just put it in front of the hot air coming off the radiator. If I'm still having trouble getting it to take enough refrigerant, I squirt the condenser with the hose to drop the low side pressure. This ALWAYS works for me.