25. SEAN CONNERY
in Never Say Never Again (1983)
After 1971's Diamonds Are Forever, Connery said ''never again'' and traded his Walther PPK for more lucrative non-Bond paydays. It rarely worked (see: Zardoz). Twelve years later, we saw a man publicly eating crow. And it wasn't pretty. The then-53-year-old Scot's physique was saggy, his thinning hair resembled the last sad wisps of cotton candy, and his macking on a young Kim Basinger was just plain creepy. And then, freakin' Octopussy made more money.
Image Credit: Everett Collection
What the hell is he/she doing in THAT?! From Sean Connery in ''Never Say Never Again'' to Bill Murray in ''Garfield'' to Judi Dench in ''Riddick,'' the roles that make us think the attraction just had to be the paycheck