Held - Necklace and Treasure Chest. Alternative objects in the hand could be a goblet, a sack of gold/silver, a key, a spyglass, a compass, a sextant or a map. A companion Held could be a monkey like Barbossa's from PotC, but I'm not gonna even try to draw that, lol.
Outfit - Plain, puffy white shirt underneath, visible at collar/cuffs. Embroidered waistcoat. Greatcoat should have embroidered edges and lots more detail around buttons. Pinstriped trousers. Should also be some necklaces/scarf stuff but it's too much detail for me to draw and my wrist's already sore. Boots have silver buckles and
a pattern engraved at the top.
Reference pictures. x x x x
Head - Tricorn hat with gold brocade and feathers, patterned/embroidered bandana, braided hair and eyepatch. Hair should have small braids and jewellery, coins, feathers and beads woven in.
Reference pictures. x
Accessory - the gun/swordbelt and/or embroidered sash could be part of the outfit or they could be Accessory items. Maybe more swords on the back? Though I don't think pirates generally carried them there. There could be more items on the belt too, like a compass/spyglass/coin purse/lucky trinkets etc.
Cloak or Aspect - doesn't show up well because of the black, but it's supposed to be a Jolly Roger flag flying behind the character. I intended it to be a skull and crossbones, not just crossbones, but since most of the skull would be hidden anyway, oh well.
Aspect - Island and palm trees, with birds, more treasure chests and X marks the spot. Could have different colours of birds and treasure chests. Like seagulls with silver, pearls and diamonds, parrots with gold, rubies, sapphires and emeralds etc
Way beyond my skill level to draw but maybe a Wing item could be something like nets covered with barnacles, starfish and seaweed? Or Kraken tentacles? Parrot wings? Or just treasure-inspired - lots of gold doubloons/silver pieces linked together? Or just no wings lol.