Popsugar Entertainment The Masked Singer Who Won The Masked Singer 2019? The Masked Singer's Winner Reveals Why He "Felt So Bad" About Taking the Top Prize 28 February 2019 by Quinn Keaney View On One Page Photo 5 of 11 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 5 Previous Next Start Slideshow The Masked SingerT-PainReality TVTV