Yarr there be bootey

This is goofy, good fun.

i imagine the last panel could reveal that the skele-lady is actually a skele-man. of course im not gonna draw that cause im lazy

I was gonna add a typical pun... but i rather leave it to the more creative xd

Maybe creative and punny. Are there any more pirate words that could act as a double entendre in this situation? Walking me plank? Krakken? Poop Deck? Down in the deep? Davy Jones locker? Thar she blows, maybe if he spies a big boned lass, coupled with That be a whale?

If I were a skeleton....

I would be trying to get her bone number, then perhaps see if she wants to find out what it's like on top of my mast(since that's where our hero appears to be, of course).

i had figured that he wouldn't have the "guts" to meet her "Aye to aye" to approach the skeleton lady, And that was the most corny and punny you can get hahaha
If it goes unclaimed and so, for long... well...

Turn the expectation and have the skeleton pirate musing in a sober manner, "I would really enjoy getting to know her better and possibly engage her in some coitus".

Of course she could be a trap. He might look down and see her "bone"er

or she could be a Anatomical Skeleton Model. And the pirate skeleton is actually peeking inside a school science lab