My Kind of Guy

1956: For a bet whilst drunk, former Marine Thomas Fitzpatrick stole a small plane from New Jersey and then landed it perfectly on a narrow Manhattan street in front of the bar he had been drinking at. He had made a bet with a fellow drinker that he could leave the bar, go to New Jersey, and then get back in 15 minutes.

He did nearly the exact same thing two years later, after a bar patron refused to believe he had done the first one.