Most forgiving high end speaker 10k-20k?

Music lies in the midrange and achieving purity there goes a long way to making a speaker listenable and forgiving. When a speaker becomes less forgiving, it is usually due to problems in the treble, which can cause that grating, hard sound that annoys after a short time. For me, a speaker that is tubby in the bass, with one note flatulence is also fatiguing. I also prefer warmth over a clinical presentation. I want to feel the music, not disect it. So, the speakers I think do that best in your price range are:
Sonus Faber Cremona M or Elipsa
Aerial 7

I use the words warm and/or musical in place of more forgiving, but I think the Verity Audio Parsifal Ovations would fit the bill here. They certainly aren't the last word in transparency, but as you have noted, sometimes that can be a blessing. Combine the Verity's with a nice tube amp and I don't think any recording could sound bad.

I'm surprised Zu Definition Mk 4 ($12500) hasn't been noted yet. I have the Mk2, and have not yet heard the Mk4, but this was the speaker that got me off the audio merry-go-round several years ago.

With other systems/speakers I TRIED to listen to ALL the music I love, but mostly would gravitate to only the music that sounded good (best recordings). With the Zu's that tendency has been dramatically lessened. Good recordings sound great. Bad recordings are clearly not as good, but I don't end up focusing on the recording, just tapping my foot. This is a HUGE difference, IMO.

For reference, previous speakers: Ridgestreet Audio Sason's, Magnepan MG3.6R, Avalon Eclipse, Kharma Ceramique 1.0, Martin Logan ReQuest, Mirage M3Si. Variety of amps and sources used with above, both SS, tube and OTL, where appropriate for the speaker load.

Look into speakers by Sonus Faber (Cremona M), Vandersteen 5 or 5A or Quatro Wood, Silverline (as Newbee offered),many of the British made speakers are "kinder and gentler". Also, you can get some of what youre after by careful component choice-my TW AKustic Raven One turntable tends to soften the music very slightly to the forgiving side and thats what I like. Stay away from cables and interconnects like Nordost which tend to make things a little hard or steely (less forgiving). A forgiving cartridge like the Clearaudio Virtuoso Wood can get you there too. I realize some prefer to have their system speak only the unvarnished truth and thats just fine.

Tannoy.