ElderlyJokes A 65-Year-Old Shows Up At The Country Club. This Is Funny. Bob, a 65-year-old, extremely wealthy widower, shows up at the Country Club with a breathtakingly beautiful 25 year-old lady: She proceeds to knock everyone’s socks off with her youthful appeal and charm. She also hangs on Bob’s arm and listens intently to his every word. His buddies at the club are all aghast. They corner him and ask. “Bob, how’d you get the trophy girlfriend?” Bob replies. “Girlfriend? She’s my wife!” They’re knocked over, but continue to ask. “So, how’d you persuade her to marry you?” Bob says. “I lied about my age.” His friends respond. “What, did you tell her you were only 50?” Bob smiles and says. “No, I told her I was 90.” See more Previous joke An Old Johnny Goes Into The Car Showroom. Next joke Farmer Gossman Goes To The Vet.