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This issue is also happening to me for a while now.

GPMDP Version:
4.6.1

OS:
Windows 10.0.17134.165 (Windows 10)

Issues and Step are the same as the OP

I've never successfully been able to use this feature also. Each time I try it (and I try in each new updated version) it does not work as intended. This actually results in having to click the pause button twice manually for me, as the first click seems to flicker the icon from paused to playing, then I have to click again to actually pause it. I hope that makes sense.

See image for illustration below. This is after a track ended, and the next one started. The notification bubble about pausing after the song remains there, but the music does not pause, and the play/pause icon remains playing.

GPMDP Version:
4.6.1

OS:
Windows 6.1 Build 7601: Service Pack 1 (Windows 7 Professional 64-Bit)

Issue and Steps are also the same as the OP.

Thank you.

+1. I was initially the one who asked for this feature but I've noticed it's been broken for at least half a year, haven't bothered reporting until now. At least MacOS Mojave. Issue/steps same as OP.

Still broken, any reason why the linked PR wasn't merged?