Art Connoisseur Achievement Guide
To make this easier turn on both the lights in the office upstrairs in Chapter 1, and just stand a few feet back from the Furboy Painting making sure the border of the hole painting is in view without standing too far back, this is the painting you already have to stare at for 5 minutes for a different achievement.
This painting for sure adds to the percentage, while other paintings do not count towards the completion of this. I learned this the hard way by staring at the painting with the two dogs by the piano for 2 hours to no avail.
Achievement will pop after an additional 55 minutes of staring at the Furboy Painting.
Happy Hunting.