17. Nick Swardson and Shirley Jones in Grandma's Boy (2006)
When you're profession is "video game tester" and you still live at home with mom, chances are that girls aren't exactly lining up outside your bedroom door. So who can blame Jeff (Nick Swardson) for stretching the logical rules of dating? The fact that the much older Grace (Shirley Jones) shows even a modicum of interest in him is something dude can't pass up?
But that doesn't mean viewers looking for some cheap Happy Madison laughs in the underrated moron comedy Grandma's Boy need to stomach such geriatric smut, let alone imagine it. The sight of Shirley getting hot and frisky with Jeff is, frankly, one small step for a (probably virginal) nerd and one giant leap toward the sick tank for the rest of mankind. It's funny, yes, but nowhere near sexy.