Jack the Sad
Jack the Sad is when a guy who used to charm the pants off girls now can't even get a date. He's like a used phone, still works, but not as good as it used to be.
"I tried to flirt with my barista. She said I looked like my brother.", Dave, 26
"I tried to impress my ex. She asked if I was still single.", Ben, 27
"I tried to get a girl to go out with me. She said she was already going out with my dad.", James, 28