Could have used a preloader.
Not a bad piece, but it lacked interpretation in places, I'm afraid. I think that the switch from the "Tortuga Tavern" to the "Choke & Puke" was poor, but could be vastly improved - try something like having the face of the pirate talking and then the cutaway scenes that show the things like "the shameful end at the end of the plank". Perhaps that one could have been interpreted as a guy walking the plank, instead.
I'd have made the guy look like a Pirate for that and when it came to the shop scene, I'd have cut from the pirate face (the guy talking for most of the voice over) to the normal guy, who now doesn't have pirate peripherals. When you cut from the pirate to him, he should just be an average Joe and then the joke really hits home.
Like all good comedy, the secret is great timing.
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