Best tale I can recall happened years ago late one night whilst motoring across the Bight in a three-holer.
The crew concerned were, as you might expect, bored out of their tiny little minds and tried some CB chatter on the HF to relieve the tedium. After a lengthy exchange with a truckie ... he asked where they were ... and got very shirty ... don't think he believed them.... when they told him the facts of the matter ...
As to ATC exchanges, the following tales always stay with me ..
(a) Caribou returning to Richmond one evening while an Iroquois cast of thousands was doing circuits ..... apparently, if one opens the DV and positions near the rear corner of the cockpit, there is an audio oscillation which sounds just like the "wock-wock-wock" of the Iroquois ... needless to say the Caribou guys made an inappropriate transmission which caused the aforementioned cast of thousands to be invited to tea and bikkies the following day ...
(b) an endearing tale of a crew motoring into Cairns years ago ... when ATC intended to position them visually, the request was along the lines of "are you familiar with Yorkey's Knob ?" (a local geographic feature). This was followed by an answer which was both pertinent and poignant ....