by Free Britney at

Eight months into his relationship with Jessica Simpson, John Mayer has passed an important, severely annoying, untalented hurdle:

He's won the approval of Ashlee Simpson. Whoop dee do.

Eric Johnson and Jessica Simpson

"Ashlee loves John Mayer," a Simpson pal tells People in its new issue. "She thinks he is great for her. More importantly, Jess is happy."

Ashlee Simpson isn't the only one in a positive mood.

"John seems very smitten," says another Simpson pal.

Just back from a romantic trip to Rome, Mayer and Simpson have been making the amore last back in L.A., with kisses over lunch, nuzzles at a James Morrison concert and hand-in-hand strolls.

On March 20, Simpson, 26, and Mayer, 29, happily snapped pictures with fans at a gig of Mayer's bandmate David Ryan Harris at the Hotel Cafe.

And catching Morrison's show at the Roxy, "They were smooching throughout," says a fellow concertgoer. Afterwards, over plastic surgery cocktails at Parc restaurant with Ashlee, 22.

"They were holding hands and laughing constantly," says an onlooker. "Jessica looks really comfortable with him."

Friends say Simpson is relishing this romance, which is low-key compared to her time with ex-husband Nick Lachey (or her sex romp with Bam Margera).

"When she was with Nick, she was really under her family's thumb," says a friend. "This is a relationship that is all hers."

Kind of how Ashlee feels about her new nose, chin and boobs. Oh, snap. Observes another pal, Christina Milian, who was in Simpson's "Public Affair" video:

"Clearly this is a relationship that's not for the cameras. It's not about celebrity. It seems like they truly have an attraction to each other, and they're both clearly very talented as well."

No word on whether Pete Wentz approves of John Mayer. Or whether he tells his friends that he's not dating Ashlee Simpson.

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by Free Britney at

Jessica Simpson gets pumped by John Mayer, if you know what we're saying. We're saying they probably have the sex (no one dates her for her personality).

Well, before a trip to Jessica Simpson's love nest, Mayer practiced a different kind of pumping - dispensing petroleum byproducts into his phat ryde.

Holdin' Hands

The price of gas there in Santa Monica ($3.09/gallon) might give most of us a heart attack, but Mayer needs to get oiled up, if you know what we're saying. Forget it.

It's nice to see that he can handle the task himself, though. Mischa Barton would be so proud... and Oprah would no doubt be envious.

One wonders what the expression on his face suggests, however. Are the jugs of motor oil he's holding conjuring up images of Jessica Simpson's jugs?

Probably not. But that is some rack. Damn. Come on, those things are big. They're the current frontrunner in our celebrity boobs poll, in fact!

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by Mischalova at

Time changes everything, readers. Like seasons and months, for example.

Not to mention relationships. Nick Lachey spent time in Italy less than two years ago, for example. He was there to celebrate his third wedding anniversary with his wife. Now that wife is spending time in that same country with another man.

Skort

Her name? Jessica Simpson.

The new man's name? John Mayer.

His music? Lame.

But "she's really happy," says longtime Simpson friend and New York City colorist Rita Hazan, who touched up the singer's brunette locks before her departure.

While in Rome, Mayer and Simpson booked a top floor suite at the Hotel de Russie â€" the same hotel where some of Tom Cruise and Katie Holmes's guests stayed during the couple's November nuptials.

On March 8, the lovebirds lunched at Dal Bolognese restaurant. "He was smiling very much and she was giggling a lot," says a source at the eatery.

"They held hands for much of the time and had eyes only for themselves."

The next stop was Via Condotti, Rome's most exclusive shopping street. The couple stopped to shop at Fendi, Gucci, Valentino and even La Perla's luxury underwear shop. You know, in case Jessica wanted to do her best Sophie Anderton impression later that night.

The pair left Rome Tuesday, according to a source who says, "They're back in L.A. now. They had a fantastic trip."

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by Mischalova at

What is John Mayer up to in this picture?

His relationship with Jessica Simpson appears to be going very well - so he can probably simply ask her upstairs if he wants to see whether her body is a wonderland.

Jessica Simpson Hand Tattoo

Plus, we know Jess likes to get wasted on her own. You ain't gotta be sneaky about it.

Mayer and Simpson entered the club Stereo together recently after a concert by the lame, floppy-haired artist. They settled in to the VIP area, arm in arm, where it appears as though John is up to something sneaky.

At one point, while standing on top of the banquette, Mayer danced to David Bowie's "Let's Dance." And when Beyonce's "Crazy In Love" came on, Simpson got up to shake her booty, as well.

The couple, of course has been spotted out together for months, including stops in Miami, New York and Los Angeles, but as of yet have remained relatively mum about their relationship.

At his Madison Square Garden concert, Mayer thanked his parents and the audience for their support over the years. "It's all because of you," he said of his success, adding later, "For everything that sucks [such as Antonella Barba] in life, there's something that helps recover it."

At the party, when Justin Timberlake's "SexyBack" came on, Simpson danced in front of Mayer with her back to him When it came time to go, the twosome huddled close together and he kissed as they made their way out of the club.

Awwww ....

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by Mischalova at

We're sure that her body is a wonderland. Now, according to the boyfriend of Jessica Simpson, a relationship with the beauty is like a trip to Disneyland. It's a lot of fun.

After being pressed numerous times about his fling with the new brunette, John Mayer is done holding back his feelings.

Totally Covered Up

When asked by Time Out New York, "So, what about Jessica? According to Extra, you can't deny you're a couple anymore," Mayer shot back: "I don't think I've ever denied it. When did I deny it?"

Adds Mayer, whose fans might think the crooner and the pop star are an odd match: "I'm having the best time of my life, so if the names don't make sense to people, that's so small to me."

Wow, a zinger from Mayer to his fans.

Must mean he either doesn't care about them - or does care about the older sister of Ashlee Simpson a whole bunch.

Mayer was most recently quizzed by Ryan Seacrest about Simpson on the red carpet at the Grammy Awards. He answered the American Idol host in Japanese and suggested, "Find a Japanese person and decode it."

The translated answer? "She's a lovely woman and I'm glad to be with her."

But is that still the case, now that Jessica has dyed her famous blonde hair a gross redish brown? We assume so.

After all, Mayer better keep saying the right things - unless he wants Crazy Joe Simpson to beat him down with a tire iron.

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by Mischalova at

It's a very dark time in the life of Jessica Simpson.

First, of course, there's the new hair. It's not really red, it's not fully brown - but it's definitely not her classic blonde.

She Got Legs

We'd categorize it simply as "ugly."

Then, there's the new man in her life: John Mayer. While half of The Hollywood Gossip staff despises this singer, one bright side for Jessica is that his giant noggin and hairstyle can at least distract from her colored mess.

The couple is pictured here at a post-Grammy Awards party. They do look happy.

But it's hard to see Jessica - after all, Mayer's head makes Brooke Hogan look tiny.

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by Free Britney at

John Mayer sucks.

Polls show him trailing Nick Lachey nearly 3-to-1 in popularity regarding Jessica Simpson's choice in men. That's got to make Mayer, who's begging for credibility as a real musician after rising to fame via annoying soft rock albums, enraged.

Baby Got Back

Or not. After all, the guy's gotten with Jennifer Love Hewitt and Jessica Simpson, so he probably couldn't care less what people think. The tattoo on his right arm (below) says it all. Life. That's what John Mayer is all about. So profound. He's a free spirit who aspires to live every day like it's his last. And hopefully get in the pants of Joe Simpson's daughter.

Plus, there is always his porn collection.

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by Free Britney at

Jessica Simpson and her new loser man continued to share quality time together Friday at his concert at the University of Miami.

Simpson was dancing to John Mayer's entire set and 20-minute encore, sources tell People, apparently enjoying his music for unknown reasons.

Jessica Simpson, Huge Cleavage

"She was rocking out the whole time," says one fellow concert goer. "She only seemed to know the words to his older songs though, because she sang along to 'Your Body is a Wonderland' and his older hits."

Mayer probably dedicated that one to Jessica. After all, it's the only thing she has going for her, if you know what we're saying. We're saying she's a moron with no acting or singing talent - which apparently runs in the family.

With a camera in hand, Simpson â€" who took in the show from the sound and lighting area alongside stylist Ken Paves, Billy Joel and his wife, Katie Lee Joel â€" snapped photos of herself and Paves, Mayer and the crowd.

"She was dancing like she was a real fan, and a lot of the crowd had their eyes on her the whole time," says the observer, who did not say that Jessica was wasted.

Tara Conner was reportedly there, but seemed distracted trying to flag down a beer vendor. Just kidding. There are no beer vendors at that venue.

Simpson and Mayer are longtime friends who've been linked off and on since the summer, when he started dating her just for the sex sparks started flying between the two.

They spent a lot of time heating up Miami last week, working out and dining together last Monday, then spending Tuesday heading toward his concert in Jacksonville.

This Monday, after an Orlando gig on Saturday, Mayer is due to perform once again in Pensacola. He'll also be doing a concert there. Har har. The Hollywood Gossip will have a full report and vomit in its collective mouth again soon.

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by Free Britney at

Rolling Stone recently held a contest for wannabe journalists where they offered contestants the chance to ask 10 questions to their favorite musician. Somehow, people picked John Mayer to answer said questions.

In responding to inquiries from the latest "I'm from Rolling Stone" contest winner, 22-year-old Andrew Miller, the dude who loves his porn and wears bear costumes and is hanging out with Jessica Simpson for only two reasons (no matter what he tells you) didn't say much of anything interesting.

John, Jen

In fact, we have no idea why we're even writing about it. At The Hollywood Gossip, it's been a slow day (not that you couldn't figure that out strictly from the Maui Fever article). Anyway, here are a few excerpts from the interview:

Q: So, now the squeaky clean guy who once penned the lyric "bubble-gum tongue" is a weed enthusiast?

John Mayer: Not anymore. How can I explain this succinctly? Sometimes you have to experiment with an updated design for yourself before you realize the original design never stopped working for you. Rolling Stone is like your older brother's cool friend, and you'll be surprised what you'll do to get Keith with the Camaro to like you.

Q: Ever purchase a Jessica Simpson album?

John Mayer: I listen to most new music released every week.

Q: You turn 30 in October. What will be the worst part about seeing your 20's go away?

John Mayer: There are lots of very invasive tests that doctors like to administer to men in their thirties. These tests usually result in a ride home with the radio off and very little blinking.

THG NOTE: Is there actually someone out there who cares what John Mayer thinks about aging? Or thinks that John Mayer is the slightest bit funny? Why wouldn't you ask him something interesting, like what Jennifer Love Hewitt's favorite position is? Rolling Stone - all respect gone.

Actually, we do have to give Mayer a little credit for his proposed solution to the ongoing Grey's Anatomy feud. But it pains us to do so.

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by Hilton Hater at

Is it hot in South Beach?

Or is it just Jessica Simpson and John Mayer?

Terrible Singer

On Monday, the pair worked out together at their Miami hotel's Sports Club/LA gym, taking a yoga class and then lifting weights as a pair. Later that nignt, we assume, Mayer lifted Jessica's gigantic boobs.

That evening, the couple arrived hand-in-hand at The Shore Club's Nobu restaurant, where the beautiful twosome sat and talked for more than two hours over sushi and bottled water.

At a few points she leaned forward and he reached across the table to hold both her hands. Hot stuff. Not exactly like Eva Longoria nude, but almost first base nonetheless.

"They looked really cute together," said one witness at Nobu. "They were talking and laughing the whole time. She was constantly fixing herself to make sure she looked her best for him."

That could take a lot of work if Jessica is still following the red lipstick-laden lead of her sister, Ashlee Simpson.

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