1. Where would it be and what venue?
NY - Madison Square Garden
2. What brand of trunks would you use and what would they look like?
Something from
Hayabusa 
3. What would be your Entrance music?
D.A.D (Disneyland After Dark) - Marlboro Man
4. What company would you fight under and what channel do you want it on?
UFC - On PPV baby - It's MSG for Christ's sake!
5. What division would it be in and who would you fight?
Welterweight - Against Jake Shields
6. What fighting style would you use?
No idea - Muay Thai and wrestling (Better than Shields' of course, wouldn't want to lose)
That's it, if I would make a dream scenario where I would lose my match I would feel pretty dumb :P