Deirdre still can't believe SheKnows pays her to do what she loves. She began telling stories before she could even write. Once someone gave her a pen, there was no prying it away; so a degree in journalism was the only thing that made s...
Oh, Jake! We can't quit him. But, maybe we should? While no one skips between relationships as fast as his ex, T-Swift, Gyllenhaal sure has been around the block a few times before. If you're considering him for your Valentine, consider long and hard.
This was doomed from the start, which is probably why they only lasted about three months. Jake's not old, but Taylor is young... and not even mature for her age. She wasn't his princess. Thank God.
This may have just been a fling. While visiting Chateau Marmont in June of 2011, Jake was seen getting grabby with Wilde, who has also dated fellow serial dater, Ryan Gosling.
Reese and Jake met on the set of Rendition. Jake saw Reese through her divorce and the couple were together for about two years before parting ways.
Jake dated the Black Swan beauty for a while in 2006. It couldn't have ended too badly: Jake was incredibly kind about her when he helped award her with the Desert Palm Achievement Award.
This should have worked out. After all, Kirsten was sister-approved by Maggie Gyllenhaal, who introduced the two. Sadly, they split up after living together and dating for two years.
Jake originally dated the Rilo Kiley singer back in 2001. However, after his split from Taylor Swift, Jenny became his plus-one once again. She even attended the 2011 Golden Globes with him.
On the upside, Jake certainly doesn't have a type. He's shared women with both our other serial dating boys, John Mayer (Taylor Swift) and Ryan Gosling (Olivia Wilde). But, what do you think? Would you still date him? Yeah... us, too.