Jack Nicholson

Jessica Simpson at JFK airport (5/4)

Jack Nicholson's trying to pull the old "my place for dinner and blowjobs?" trick on Jessica Simpson. And she may be just dumb enough to fall for it. From the San Francisco Chronicle:

Actor Jack Nicholson has proved he's still a ladies' man - by asking pop star Jessica Simpson on a date.

"The Shining" star has been linked to a number of actresses and models over the years, including Lara Flynn Boyle, Anjelica Huston and Michelle Phillips, and has fathered six children with different women. But the Hollywood Lothario hasn't slowed down since turning 73 last month - he's reportedly invited 29-year-old singer Simpson to join him for an evening together.

Simpson, who declined the offer, tells Britain's The Sun, "I have no idea how Jack got my number as we've never met. He asked if I wanted to go to his Beverly Hills house for dinner."

If Jack Nicholson wants to go out with a blonde bimbo with a huge rack, he'll have to make sure of one thing first: that she is closer to his age knows who he is is poor enough to actually be turned on by his bank account. No, if Jack is going to go after the Jessica Simpson-type, he'll need to become someone that will make women forget all about the old-man smell emanating from him when they lean in for a kiss -- also known as the owner of Playboy Enterprises, Inc.

*10 pics total in the gallery:

Jack Nicholson in Monte Carlo (8/11)

Just a quick thought: I think the fact that Jack Nicholson has man boobs and still pulls more hot ass in a week than most men could ever hope to pull in a lifetime makes him infinitely more cool to me.