Ashton this seems like bad form, but maybe Demi changed his ways.  Get the full story -

Ashton Kutcher is already married to a famous cougar, but before he moved to Los Angeles, he had his sights set on another older celebrity -- Jennifer Aniston.

"I bet a high school buddy $1,000 that one day I would go on a date with Jennifer Aniston,” Kutcher told The Graham Norton Show. “I was 17 years old and she was on my screensaver.”

Ashton says he actually came close once -- after meeting the famous Friend, the No Strings Attached star says he got permission from Jen's then-husband Brad Pitt to ask her out.

“Five years later I actually met her and I asked Brad Pitt’s permission to ask his wife out on a date," Kutcher said. "He was so cool and said ‘You go for it’ so I asked her and she turned me down,”

Even though Ashton is happily married to Demi Moore, who's 15 years his senior, he still hasn't given up on the dream of winning a date with the famous Friend.

“Now we’re friends so it might still happen, but now I have to ask Demi’s permission and I just don’t know how to broach that with the wife… but I do want to win the bet,” he said.

Ashton also reveals that it was hard to make the adjustment from the life of a bachelor when he finally did meet his cougar. “I was living with a buddy who refused to leave when Demi moved in,” he said of their first few months together.

“But it was kind of a good thing,” Kutcher revealed. “It would be the middle of the night and there would be visitors and he would do a lot of intercepting for me! I wanted to keep the relationship private so [I] didn’t put the word out and its pretty hard to slow that train down.”