Riding the cannon is a sexual inuendo refering to when a woman recieves a good boning from a well endowed man preferably in width. The cannon is an obvious reference to a knob for it's phallic shape and it's tendancy to shoot its load and sink ships much like loose lips, which is another inuendo for a bucket muff.
The verb 'to ride the cannon' is taken from the song 'In Awe Of The Awful' by The Ordinary boys.
'Alright love, lets say you pull down those little knickers of yours and ride the cannon?'
Accompany that line with a cheeky look of seduction and that woman will surely be riding your cannon like a dirty little pirate whore in no time.
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