zerolight
Inspired
I have been through this too, and never quite got a complete solution. My theory is that with headphones, even my semi open Beyer DT880 pros, most of the natural acoustic sound of the guitar is drowned out by the headphones, but with the Studio monitors, played at normal listening levels, you can here that natural acoustic sound from the guitar. To my ears, the clean acoustic stringy sound over the top of a dirty amp sound just doesn't sound right, especially if there's some reverb in play.
I did find that listening through the monitors in mono (I do mean just one speaker) was fairly comfortable for me to listen to whilst playing, not being a million miles away from having a quiet combo in the same room. My brain struggled less with that sound. A decent pair of studio stands with the monitors lower than ear level but angled up also seemed to help, vs having the tweeters at ear level. I'm using iso-acoustic stands.
I still mostly play with headphones and listen back with monitors though.
I did find that listening through the monitors in mono (I do mean just one speaker) was fairly comfortable for me to listen to whilst playing, not being a million miles away from having a quiet combo in the same room. My brain struggled less with that sound. A decent pair of studio stands with the monitors lower than ear level but angled up also seemed to help, vs having the tweeters at ear level. I'm using iso-acoustic stands.
I still mostly play with headphones and listen back with monitors though.