re: My Grandpaw got locked up overnight in a Women’s Prison.

"This has the makings of a great country song."

Seriously, me and a friend already wrote that song years ago. It's called " Women's Prison Blues".
Done to the tune of Cash's Folsom Prison Blues, but Junior Browned up a bit.
It's about a guy who dresses up in drag and robs a liquor store, so he can get sent to women's prison.
His plan works and now every time he hears that train, he's afraid they've figured him out and are coming to get him.
We used to play it at some gigs sometimes and would get some laughs. We didn't know we were predicting the real future.