Yesterday we heard a story out of British rag The Sun claiming to have insider information from a former bodyguard of Britney’s named “Fernando Flores.” Britney allegedly often walked around naked in full view of Flores and would regularly proposition him for sex. The Sun claims that Flores was fired for letting Britney leave the house without panties and that he planns to file a sexual harassment lawsuit. Normally I wouldn’t put much faith in The Sun as they’re not above making up stories, but this isn’t something new. We’ve seen plenty of pictures of Britney’s hooha, and another former bodyguard came forward in 2007 with tales of Britney’s drug use and very erratic behavior.

Adding more tabloid fodder to Britney’s woes, Star is reporting that Britney’s boyfriend/minder Jason Trawick has been cheating on her with another woman throughout their entire on/off relationship. They’ve been together since around March of last year. Like The Sun, Star isn’t the most reliable source. They’ve had a few scoops lately though and their track record is picking up. In this case, Star has the woman’s name and photo and even the supposed text messages that Trawick sent her. They claim that Trawick tried to convince the other woman, his former assistant at the William Morris agency, that his relationship with Britney was just business.

In the June 21 issue of Star, on sale now, we exclusively report that womanizer Jason has been carrying on a long-term affair with a stunning brunette behind the singer’s back! The other woman is actress and author Jessica Steindorff who met Jason in 2007, just before she briefly took a job as his personal assistant at top Los Angeles talent agency William Morris.

“Jason has been cheating on Britney with Jessica from the beginning of their relationship,” a close friend of Jessica’s reveals to Star. “He has deceived Britney with his lies for too long, and somebody needs to tell her the truth, even if it hurts.”

Although Jason’s three-year affair with Jessica — who declined to comment when we contacted her — cooled off when he started seeing Britney in May 2009, that didn’t last long. Soon they began rendezvousing for sex dates at his Bel Air home or her Hollywood apartment.

Even as Jason and Britney became a very public pair, he tried to convince Jessica it was all a sham. “He was always telling Jessica that he had broken up with Britney so it was OK that they were sleeping together,” the friend tells Star.

In our story, we also have secret emails exchanged between Jason and Jessica, including one from December in which Jason wrote: “Miss you. Best u left. Just wanted a kiss.”

Pick up the new Star today for the full story, including Jason and Jessica’s recent STD scare that “really freaked Jessica out” and how he warned her that a suspicious Britney may try to contact her.

[From Star]

Jezebel has details from the print edition of Star on the “STD scare” they mention. Here’s their recap: “Jason told Jessica that his relationship with Britney was a ‘public sham.’ Jason sent Jessica an email telling her to get tested for STDs but then wrote that ‘it was ingrown hairs.‘” That’s gross, but I’ve heard of guys freaking out like that over razor bumps, especially if they’ve never shaved down there before. You need to treat the area with antibiotic ointment afterwards.

So did Jason cheat on Britney or is the relationship just a business agreement arranged by Britney’s dad? Maybe in his mind it’s more of a business deal, but he’s probably sleeping with Britney. She thinks of Jason as her boyfriend and he reasons that he’s hanging around to make sure she’s ok, with benefits. Or they could have started out hot and heavy, but once things went sour he stayed on Papa Spears’ orders. It’s hard to know what goes on in their relationship, but I can believe that he has a girlfriend on the side. It’s not the first time we’ve heard that he was cheating. (Although those rumors were convincingly denied.)

This news will probably send Britney into a rage. She surely already feels trapped and betrayed by her loved ones and this will just make it worse. With all the stories about how Britney abuses Jason and is going off the rails, I’m surprised he’s even still around. Last month, Britney fired Jason as her agent, but put out a statement that they “decided to end their professional relationship and focus on their personal relationship.” To me, that looks like Jason is trying to cut ties with her. These two were spotted out on June first, though, and they’re still together for what it’s worth.

Britney and Jason are shown out with her boys on 6/1/10. Credit: Fame Pictures