Fading music in and out on stop or forward

Hi all,
I have an interesting situation. I’m about to start a Dungeons & Dragons game at my local library. I have tons of music selections from Tabletop Audio and other sources and I’ve created a playlist for my first session.

For those unfamiliar with D&D, I want to play mood and setting music but I need to fade it out manually. Of course, I could always hit the volume key and fade it out, but this is a bit less convenient than I’m hoping for.

I know about “sweet fades,” but that’s not what I’m after. I am hoping there’s a way to set up either the webplayer or plexamp so that I can automatically fade out a playlist selection by either hitting stop or forward.

Does anyone know of any mechanism by which this might be achieved?

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