Charming Scoundrel

• WWizards of the Coast2023-09-01
  Official Ruling
  Cards in the Wilds of Eldraine main set create six different Role tokens: Cursed, Monster, Royal, Sorcerer, Wicked, and Young Hero. A seventh Role token, Virtuous, is created by Ellivere of the Wild Court, the commander of the "Virtue and Valor" Commander Deck.
• WWizards of the Coast2023-09-01
  Official Ruling
  Hexproof and shroud won't prevent a Role from becoming attached to a permanent if the ability creating that Role attached to that permanent doesn't target it.
• WWizards of the Coast2023-09-01
  Official Ruling
  Some spells and abilities that create Role tokens require targets. If each target chosen is an illegal target as that spell or ability tries to resolve, it won't resolve. The Role token won't be created.
• WWizards of the Coast2023-09-01
  Official Ruling
  A permanent can have multiple Roles attached to it if each one is controlled by a different player.
• WWizards of the Coast2023-09-01
  Official Ruling
  In rare cases, a spell or ability might attempt to create a Role token enchanting a permanent that it can't legally enchant (because of an ability like protection from enchantments). In such cases, the Role token isn't created.
• WWizards of the Coast2023-09-01
  Official Ruling
  Roles are colorless enchantment tokens. Each one has the Aura and Role subtypes and the enchant creature ability.
• WWizards of the Coast2023-09-01
  Official Ruling
  If two or more Roles controlled by the same player become attached to a permanent at the same time (perhaps due to an effect such as that of Doubling Season), that player chooses which one to keep and which are put into their owners' graveyards.
• WWizards of the Coast2023-09-01
  Official Ruling
  If a permanent has more than one Role attached to it controlled by the same player, each of those Roles except the one with the most recent timestamp is put into its owner's graveyard. This is a state-based action.

Rulings via Scryfall