Wittiest song about transgender romance in the contemporary folk vein is Mark Graham's Rufus & Beverly True love prevails!

I am surprised that no one has mentioned Ronnie Gilbert of the Weavers who came out many years ago, and toured with Holly Near, one of the first out lesbians in the contemporary folk scene.

Jamie Anderson is a fine performer I met in the early days of Folk Alliance, in a workshop about how difficult to get women folkies booked, when she testified how even MORE difficult it was for a lesbian to get booked anywhere that wasn't a strictly gay event.

A tiny bit of googling will get you a list of "LGBTQ Folk Music Singers" on queerbio.com. Then there are the loads of folks who don't have a big name nationally, but fill out the folk scene nicely in their home places. Quite a few gay/trans people in folk dancing circles and as musicians for the same. So much so that there is a whole movement in dance calling to be as gender-neutral as possible. It's a very difficult thing for many people to cope with, more for positional orientation than sexual orientation.

Joanne in Cleveland