1

Suffers from strange mutations giving him odd tentacles and other growths – gains an additional attack each round dealing 1d8 damage (potentially more in the case of the Hill Giant, for instance).

2

Cursed to the life of a pirate and can never come ashore without dying.

3

Has a quasit perched upon his shoulder advising him in a classic pirate voice.

4

Religious fanatic – will allow captives to go free if they convert to his faith. 1/4 of his crew are acolytes (level 1 clerics).

5

Good hand has been removed and replaced not with a hook but with a magic cutlass (roll for magic sword as normal, and counts against the treasure of the fleet).

6

Wears a seemingly empty cage on his belt (actually a captured Pixie).

7

Is accompanied by 1d4 pet rats that live in his coat.

8

Has become separated from his shadow, which now acts as a shadow (the monster) ally.

9

Albino

10

Believes he is the child of the local god of the sea.

11

Compulsive Gambler – offers safety, escape or treasure based on the results of a game of chance, and will never turn down a similar offer.

12

Was once a great noble, much to the embarrassment of his family.

13

Schizophrenic – hears voices, and tends to obey them.

14

Gluttonous – is quite fat (if suitable) and treasures food over any other loot. Will not be found in negotiations or other social situations without food at hand.

15

Has a taboo against cutting his hair or facial hair

16

Carries two bandoleers of throwing daggers (or axes), and has many others prominently displayed.

17

Eyepatch conceals a magical gem that allows him to cast one spell per day (chosen by the DM – something like fireball, charm monster, or whatever you don’t mind letting your players get their hands on also, as long as they are willing to sacrifice an eyeball).

18

Has special crew members – up to 25% of his crew is made up of unusual crew either suited to his race (elven corsairs, dwarven gunners, halfling assassins, lemures, zombies, skeletons, etc), or that are otherwise too cool to not add to his ships (a few ogres, a team of merfolk outriders, kobold cabin boys, etc).