Jennifer Aniston, 41, is fondly referred to as America’s Sweetheart and has been unlucky in love. After losing her husband, Brad Pitt, to Angelina Jolie, the romantic comedy actress dated Vince Vaughn, British model Paul Sculfor and singer John Mayer.
Rachel Bilson, 29, became engaged to Hayden Christensen in 2008, but recently broke up. Prior to that, the actress dated her The O.C. co-star Adam Brody for three years.
One of the youngest most eligible bachelorettes in Hollywood, 18-year-old Selena Gomez was recently linked to Twilight hottie Taylor Lautner and previously dated Nick Jonas.
Known best for her role as Rosalie Hale in the Twilight series, 22-year-old Nikki Reed has been linked to Paris Latsis (Paris Hilton’s ex) and was also rumored to be dating actor DJ Qualls.
Keeping Up with the Kardashians starlet, Kim Kardashian, 29, dated NFL star Reggie Bush for more than three years, before she briefly dated soccer player, Cristiano Ronaldo. Most recently, the reality beauty dated Dallas Cowboys player, Miles Austin.
Kate Bosworth has had excellent luck in dating hot guys, but hasn’t kept them! The 27-year-old actress was with actor Matt Czuchry for two years before dating Orlando Bloom for four years. Recently, the Calvin Klein jeans model was linked to True Blood actor Alexander Skarsgard.
Gossip Girl’s Leighton Meester was dating her co-star Sebastian Stan, but they split in April 2010. Now the 24-year-old actress and singer is single and ready to mingle!
Kelly Osbourne, daughter of Ozzy and Sharon Osbourne, was recently engaged to model Luke Worrall but split from him in July 2010 after it was alleged he cheated on her. Previously, the 25-year-old Brit had a fake wedding to her boyfriend Matty Derham in 2006, but the service was not legally binding!
Kate Gosselin, 35, divorced her husband Jon Gosselin in 2009 after having eight children with him. Since then, the reality star has been linked to both Jake Pavelka and her bodyguard Steve Neild.
42-year-old Real Housewives of New York City star, Kelly Bensimon, was the third wife of French fashion photographer Gilles Bensimon. The couple divorced in 2007 and have two children together.
Another young single lady, Demi Lovato, 18, dated her BFF and Camp Rock co-star Joe Jonas in the spring of 2010. He broke up with her in May, making Demi one of the most eligible bachelorettes in Hollywood!
Sandra Bullock, another one of America’s Sweethearts, divorced her husband, Jesse James, in 2010 after he cheated on her with multiple women. Previously, the actress had been engaged to actor Tate Donovan and had also dated football player Troy Aikman, musician Bob Schneider, Matthew McConaughey and Ryan Gosling.
Michelle Williams, 30, was engaged to actor Heath Ledger — with whom she had a girl, Matilda Rose — before he died tragically. She also dated Spike Jonze for a year.
30-year-old Elin Nordegren was part of the biggest marriage/sex scandal of the year. Her former husband, golfer Tiger Woods, cheated on her with more than 15 mistresses, ranging from strippers to waitresses.