Not every opener is meant to charm. These are the ones that start out like a normal chat-up line and then take a sharp turn somewhere bleak — deliberately, and for the laugh. This is our full set of depressing pick up lines, ranked by reader votes, and the funniest are the ones that commit hardest to the misery. They suit people whose sense of humour runs dry and dark, group chats where sincerity is not welcome, and anyone who finds a genuinely sweet line unbearable. Best used on someone who will laugh rather than worry. Read the room first.
