Someone has tired of IFR rule dissections, and sent me an e-mail request for funny things pilots say on the radio. You have to realize that funny things pilots say on the radio are about as funny as funny things people yell in bars. That is, generally not that funny except that they were unexpected. So if you're reading this expecting it to be funny, you're going to be disappointed.
I had just departed an airport on a nice day and was still on the departure/arrival frequency. Another aircraft, male voice, called up for a clearance into another airport in the area. We'll call his flight "Wolverine 53" as I have no recollection what it was, and wolverines are probably as amusing as the story. Unless they attack.
ATC: Wolverine 53 cleared left visual runway 33 Lake Airport.
Male Pilot: Left visual 33, thank you, that gets me a bowl of clam chowder.
Female Pilot: Are you sure you didn't want to give us the right visual?
Apparently the crew had a clam chowder-based bet on which downwind they'd be assigned. Another:
ATC: Panda 12 keep the speed up, faster traffic in trail.
Pilot: [fake Scottish accent] We're givin' it all she's got.
ATC: Aye aye Scotty.
ATC: Panda 12 you can reduce the warp speed now.
Star Trek references are pretty common in aviation.