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Isaac Cohen

In January 2007, Spears started spending time with model Isaac Cohen. They were inseparable for a month – memorably dropping $40,000-a-night to stay in the Hugh Hefner Sky Villa at The Palms during a weekend in Vegas – but they soon tired of each other. In an interview with gossip site ICYDK after they split, Cohen – also a big Ed Hardy fan – said, “By the time I met Britney she was burnt out. She knew she had been drinking and partying as a way to try to banish the bad stuff from her life.” However, he called her “a very shy, sweet girl, who was just desperately sad about what had happened with her marriage.”

Britney Spears’ Former Flames

Oops … she did it again! The pop star is suddenly single after calling off her engagement to Jason Trawick. Here’s a look back at her past loves…