I was thinking about the Old Western movie, classic saloon scene between the bartender and the rugged cowboy. I always thought how dignified and wise or sarcastic the bartenders always seemed to be portrayed in Hollywood (even after their saloons were destroyed by the antagonist or protagonist), therefore I decided to come up with this! :D
And if you don't like Westerns than hopefully you find mustaches, monocles, or staying classy cool.
As for the inspiration of my stylization, Bryan Lee O'Malley's Scott Pilgrim and Alex Hirch's Gravity Falls style were heavy influences for my classy floating saloon's head.