Jessica Simpson’s break-up with Tony Romo cost her a lot. Her pop-star image is now smeared by relentless media ridicule, she had no Ken for her Barbie birthday party and now everybody thinks she’s bad luck. And now the singer’s out $100K. No, Tony didn’t take it, but he may as well have. Jessica broke the bank for her beau back in April, gifting her football stud with a $100,000 boat. Unfortunately, Jessica and Tony didn't get to sail on their love boat. But Jessica asking for the boat back. She recently revealed that she’s not “an Indian giver.” [Celebitchy]

Jessica, here’s some advice—get the boat back, cash it in, and go on a tropical vacay to get over that douche. Better yet, sail the boat to your luxury destination. When normal couples break up, it's hard enough to swap back CDs and t-shirts. For celebrities, I guess the stakes are a lot higher. Whatever Jessica decides to do, here are some more celebs whose exes got away with the goods.