Simple categories matching boastful:

• person,
• entertainer,
• hunter,
• politician,
• hero,
• businessman,
• sportsman,
• narcissist,
• motorcyclist,
• playboy,
• duck,
• comedian,
• publisher,
• sculptor,
• father,
• composer,
• god,
• king,
• writer,
• adventurer,
• actor,
• bully,
• showman,
• artist,
• novelist,
• athlete,
• boxer,
• emperor,
• ceo,
• clown,
• painter,
• outdoorsman,
• child,
• aristocrat,
• billionaire,
• warrior,

Members with property boastful:

• aristocrat,
• Muhammad_Ali,
• Davy_Crockett,
• novelist,
• Spider-Man,
• Deadpool,
• Thor_Odinson,
• boxer,
• hero,
• politician,
• Napoleon_Solo,
• hunter,
• composer,
• Pablo_Picasso,
• Ernest_Hemingway,
• Peter_Pan,
• Antonio_Vivaldi,
• god,
• lothario,
• athlete,
• Dalton_Trumbo,
• Wolverine,
• Evel_Knievel,
• Wilson_"Kingpin"_Fisk,
• Ryan_Reynolds,
• painter,
• motorcyclist,
• Richard_Branson,
• ceo,
• actor,
• sportsman,
• Charles_Foster_Kane,
• Superman,
• artist,
• Catwoman,
• writer,
• Donald_Duck,
• norse_god,
• adventurer,
• daredevil,
• outdoorsman,
• billionaire,
• The_Scarlet_Pimpernel,
• sculptor,
• Green_Lantern,
• media_tycoon,
• performer,
• frontiersman,
• P._T._Barnum,
• publisher,
• stuntman,
• duck,
• Matt_"Daredevil"_Murdock,
• Matt_Groening,
• child,
• Frank_Underwood,
• Ilya_Kuryakin,
• businessman,
• showman,
• Errol_Flynn,