It's funny because I think it also goes very well with the show. It has this reputation as being this love city where everyone goes to get married, but when you get there, it's very corny and tacky.
'Weary Willie' is very real to me. He is a man who has given up. The boat has gone and left him. The cards are stacked against him. He's content to make out with what he's got. He knows he'll go no further.