Jessica Simpson was caught having lunch with John Mayer recently. When I say “caught,” it’s because the report also said the two were “careful not to be noticed or seen.” I can’t imagine why they would have lunch, but I suppose they’ve stayed friends and wanted to catch up.

It’s also speculated that Jessica was giving John a “shoulder to cry on” since his breakup with Jennifer Aniston.

Image: Bauer-Griffin

The more I hear about John Mayer’s former romance with Jessica Simpson, the more I think she’s probably glad to be out of that relationship. Get this latest gossip:

Apparently John Mayer used to tell Jess that he was attracted to her “spiritual side” so that she would basically shut up and sit pretty. One source says, “He’d tell her that every time she opened her mouth to speak. It was a nice way of basically saying, ‘Just sit there and be pretty, and don’t ruin it with talk.”

Jessica apparently believed this and told people she was trying to work on her spiritual side. Groan….

Image: Bauer-Griffin

I’ve hesitated writing about the whole John Mayer/Jennifer Aniston thing until now, but my gosh what a breakup/makeup mess!

Jessica has to be glad that she’s done with that weird “I love you,” “No wait, I can’t do a relationship” saga. Her and Tony might have broken up a few times in the beginning, but it’s been nothing like this mess.

In case you haven’t heard, Jennifer has now broken up with John because he apparently “went cold” after the Oscars. You remember the Oscars, where they were all lovey dovey and announcing their relationship to the world (finally)?

Anywho, every time I see these two I think of Jessica. She’s gotta be loving her life right now since she’s moved on from John. What do you think?

Image: splashnewsonline.com

Jessica Simpson’s ex-honey (John Mayer) is reportedly getting a new variety show with CBS. The show will have skits and music.

Wonder if it will be anything like the Nick and Jessica Variety Hour?

I think John is a very charming and funny guy, so I can definitely see him pulling off the hosting duties of a variety show. You think he’ll have Jess on as a guest?

Yeah, me neither. Although that would make for some excellent ratings.

Image: Bauer-Griffin

We know that Jessica Simpson is insanely happy with Tony Romo now but before Tony she had to date some Mr. Wrongs. Jessica told the folks that came out to see her at the Texas State Fair concert, “Sometimes, to find a love as big as that, you have to go through some heartbreak, some ugly ones and some butthead ones.”

Speaking of Buttheads, Did you hear that John Mayer has supposedly gotten Jennifer Aniston pregnant?~source Not sure if it’s true, of course, but doesn’t it seem a little desperate on both their parts if it is?

Maybe all this talk of Jessica Simpson being happy has inspired John Mayer to get back together with his former LUV Jennifer Aniston. You think?

I still can’t see John with Jennifer any more than I could with Jessica… but hey, who knows. Remember that song Jess wrote about having to take somebody back a bunch of times? Think it could be about John?

Yeah, me too.

Anywho, the folks at TV Guide think Jen and John might be hooking back up. Maybe John wants to beat Jess to the altar?

Apparently John Mayer is very generous with gifts when it comes to the girls he dates. He supposedly gave both Jennifer Aniston and Jessica Simpson several gifts, including a rolex for each.

So what I’m wondering is if he just gives the same gifts to whatever girl he’s with? If so… TACKY.

Hey John, a girl likes to think she’s special and that includes the gifts you might give!

John Mayer is denying claims that he cheated on Jen Aniston. He said the two just weren’t right for each other. Says John:

“Jennifer Aniston is the smartest, most sophisticated person I think I have ever met.”

Very gracious. He said the same type of thing about Jessica Simpson. I like the fact the he just broke up with her because she was the wrong person. Too many times people stay together simply because they are afraid to be alone. Of course, it sounds like Jen already has someone new and John will probably have another girl in about five minutes, so how much time alone do these folks really have?

I suppose you’ve heard by now, Jennifer Aniston and John Mayer have broken up. USA reports that since the two of them were together, the “heat index” (which tracks how interested people are in celebrities) has risen quite a bit. It seems everyone wants Jennifer to be happy and find her Mr. Right.

Looks like Mr. Mayer is not said Mr. Right.

The reasons for the break up are all over the map. Some say they agreed to a “trial seperation” (which to me is a fancy way of saying breakup), other says she dumped him, while still another group he dumped her.

A few people speculate that it might be the talk of marriage and babies (Jen is, after all 39) and that John couldn’t commit while others say he had a few flings and cheated on Jen.

Oh, who to believe in this crazy Hollywood land!

And remember when Jen supposedly found those love letters from Jessica Simpson that John had kept? Maybe that had something to do with it as well.

Image used with permission from splashnewsonline.com.

Image used with permission from splashnewsonline.com.

Does anyone else besides me think it’s weird for Pete Wentz and John Mayer to hang out and talk about babies and fatherhood? First Ashlee Simpson and her hubby Pete Wentz want to have John Mayer as godfather to their baby, and now rumors say Pete is prodding John to have some kids with new girlfriend Jennifer Aniston.

I can’t help but wonder how Jessica Simpson feels about the situation. Even if you’re totally over your ex, if a friend or family member was buddying up to them, wouldn’t it feel like they weren’t on your side? It’s not that I think Jessica doesn’t want John to be happy, it’s that I think it’s kind of heartless of Pete Wentz to be so buddy-buddy with John.

What do you think?