Not a full funny moment, but still...happened just yesterday...
XYZ123 (female pilot with a verrrry sexy voice) - TWR, good day, we are ready for clearance
TWR - XYZ, good day, cleared via YZX departure, squawk 1234.
XYZ123 - Cleared via YZX etc.
TWR - XYZ clearance correct, report when fully ready for startup and pushback
XYZ123 (with the same soft & silky voice) - TWR, we are ready for EVERYTHING
Looooooooong pause on frequency...
TWR (with chuckles on the backround, and sounds like hesitating either to respond wittily and smart, or totally professional) - XYZ123, well, for starters startup and pushback are approved...