For me:
Millionaire - yes
Mansion dwelling - I have nice places, but none I would call a "mansion". I will buy one though but for now I prefer apartments.
Island hopping - yes, regularly.
Private plane travelling - occasionally.
Fortune 500 owning - I have shares in many Fortune 500 companies - does that count?
Pornstar dating - slept with a few, not that I would call that "dating". Had a chance with Carmen Electra once, but nothing happened in the end.
Cage fighting - no way! I am not crazy. Would love to watch a live fight some time though...