She tried dating outside of 'The Business' and apparently he cheated regardless, so it's only natural that Britney (and Paw Jamie) should gravitate more towards industry sorts. They're tend to be more covert in their dalliances.
Britney Spears is now reportedly dating one Charlie Ebersol. You probably won't recognise the name, but he's a producer/director. He doesn't always dress like this; he was hosting some charity event of other.
The Perfume singer, who split from legal researcher David Lucado in August after 18 months of dating, amid rumours he cheated on her, is "having a lot of fun".
A source told E! News: "They met through friends and although they're not yet super serious, they're having a lot of fun together."
Charlie, 31, was previously linked to Russian tennis player Maria Sharapova in 2008 and dated One Tree Hill'' actress Sophia Bush in 2012.
Back in September, Britney insisted that she was enjoying the single life, saying: "I am pretty damn happy right now. It's all about setting yourself a goal and going for that and just being motivated and staying true to yourself." Not that she's one for platitudes, or anything.
The 32-year-old - who has sons, Sean, nine, and son, Jayden, eight, with ex-husband Kevin Federline, whom she split from in 2007 after three years of marriage - has admitted she hopes to get married again and have a baby girl in the future.
Asked about her future goals, she said: "I would like to be busy the first couple of years, but then I would really like to have another baby, a girl. I think she would be like a mini-me. I think it's going to be crazy."
Enjoy the "fun" while it lasts, Charlie.