Fixing a Flirt (1912)

Instead of paying his landlady, a man invites a seamstress out for dinner. To tease him her colleagues appear uninvited at the restaurant. When the bill comes it is huge and costs the man all of his money, his watch and other belongings, while the seamstress doesn't even want him to walk her home. He goes home penniless and his landlady does not let him in: he has to sleep outside.