real quick, just b/c you have never been to see a live comedian or Broadway show or a play, is NO reason not to go. In fact, I'd argue it is a reason TO do it.
I'd do something NEW if you can, if it's possibly something she'd like. Or give her the option between two activities.
IF you do go to see a comedian, choose a clean one like Brian Regan or Maria Bamford or Megan Mooney, etc...
I'm familiar with live comedy and it's usually an EXCELLENT date b/c laughing hard together is a bonding experience and later on you have "inside" jokes that are funny.
But if cussing offends you, you have to call ahead & ask. just don't feel confined to the past...
good luck
M: 57 H: 60 M: 35 yrs S30,D28,D19 H off to Alaska 2006 Recon 7/07- 8/08 *2016* X = "ALASKA 2.0" GROUND HOG DAY I File D 10/16 OW DIV 2/26/2018 X marries OW 5/2016