My new favorite subreddit is r/boomershumor
by Mark Frauenfelder from on (#4VHG2)
My 16-year-old introduced me to r/boomershumor, a subreddit dedicated the the kinds of cartoons boomers enjoy sending as attachments in emails (usually address to dozens of people because they don't know about the bcc: field). The jokes are usually about fear of technology, getting drunk on wine, decrepitude, creepy sex humor, "I hate my wife" jokes, and tiresome misogyny/homophobia/transphobia (the last two categories were identified by DonatellaNobody).