Jon Gosselin’s Lady Trouble

It’s admittedly hard to keep track of all the women Jon has been linked to over the past six months, but they include Deanna Hummel, who was photographed with Jon just before his split with Kate, and nanny Stephanie Santoro, who back in September claimed that she and Jon had a passionate month-long affair. But the insider says there are a number of other girls who Jon has had brief encounters with when out partying in bars and clubs.

                

As TLC builds its case against Jon for breach of contract, it is searching for anyone who might have been involved with lucrative side deals that Jon made without the network’s consent. With reports that Jon has been paid for TV and magazine interviews, club appearances and photo shoots, the lawyers potentially have a very long witness list. Currently in their sights? The paparazzi that Jon has befriended.

“Jon has dug himself a major hole,” the insider says. “He tools around Reading [Pennsylvania] with paparazzi in the front seat of his car and all those guys are on his speed dial, so that he can keep them updated on where he’s going to be. He has befriended most of them and they drive around town together shooting the breeze. He moans about Kate and his messy life and is pretty willing to commiserate with anyone who will listen.”

Magazine and newspaper reporter Kelly Will has written celebrity columns for the New York Times, the New York Daily News and the New York Post. Follow her on Twitter at twitter.com/misswill.

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