We used a Sundowner seat from HD for two up riding, good for a couple of hours riding. Put on a medium height sissy bar and the curved back pad to go with the sissy bar, again from HD. No fitment issues and a happy wife. This is on the 02 SuperGlide, now two upping on a '13 Road Glide Ultra.
Detachable sissy bar would be great, found one on eBay but have to get the mounting hardware as well
That's what I did for my wife. Works perfect. Put it on for 2-up, take it off for solo. I went one step further and got passenger floorboards also. She's hooked up.
Take a look at the "Butt Buddy". Detachable, and much more support for a woman. My gf, used it on a five hour trip, and it worked great.before that, we were hour at a time.
I have found that Mustang makes a great seat and have used them for several years. Buy from them direct and you get 10 days to send it back on another seat, all your out is the shipping. Awesome folks to deal with!