It would be easy to set up, all you would need is - Leather Armour and either a Combat Shotgun or Chinese Assault Rifle, depending on the character (also, a combat knife for Charon). Tag the relevant skills, adjust your SPECIAL accordingly, and rush to Tenpenny Tower to get the ghoul mask. All perfectly possible before you hit level 3 or 4.
I think playing Roy would probably be the better of the two - not only is the Chinese Assault Rifle more multi-purpose, but being Roy would be a licence to be completely self-serving and evil towards humans. He has an agenda, whereas Charon does not. Also, you could even recruit Charon as a companion at the same time, forming a two-ghoul party to take over the Wasteland. You can then kill the real Roy and take his place, living in the fancy Tenpenny Tower suite.
If I wasn't in the middle of New Vegas at the moment, I would definitely do this.