I...am just as confused as you are...
Alexander is a generally happy guy. Though this is somewhat ironic for him being... a skeleton but when you're already dead but still walking, it's hard NOT to be happy. His voice tends to betray the scary appearence of a talking skull carrying a somewhat cheerfull and singing tune. Which is what he actually does. Really. Sing until your ears bleed. He's really energetic and at times eccentric. He's also very intelligent in human anatomy and would have probably made a great docter in town...
From the guy who likes to have tea in the middle of the night because he can't sleep, is the same person who wants to live some sort of RISK, in his life however long it may be. This is why a man like Alexander, one like no other, wants to be a pirate.
"It is a life of danger, wealth, and adventure. Frankly, I could use all three.
-Isaac
Small Top Hat,
A purple metal cane, which is actually a sword and sheath together.
Awesome gentleman's suit.
Alexander has never been a skeleton before because he was human once. A bright young man with a future that expanded beyond things average people cannot even begin to comprehend. He was going to be a docter the next year, but that is when he read the cursed book, while trying to find out what was the difference between the stomach of a cow, to that of a human. When Alexander actually found out that the book was a manifestation of sorcery, curiosity got the better of him. This was when he wass 25 years old when he had looked upon the spell of immortality. Gathering the unusual ingrediants quite easily as a docter-in-training he had drawn the pentagram and surrounded it with the rest of the ingrediants. He stood in the middle of the pentagram and chanted out loud the words that had made him a skeleton.
Obviously, Alexander didn't notice the difference until he went out of his home where a man and a couple of women pointed at him and screamed to the top of their lungs. That was when he was chased from his hometown and forced to make a new life for himself. Four years later and he's sleeping outside of houses in alleyways, singing to his heart's content with a mask on.
Being a pirate, it would be new.