Would You Be Surprised If John Mayer Were Dating Kristin Cavallari?

Would You Be Surprised If John Were Dating Kristin?

September 9, 2009

A recent blind item suggests that a well-known male singer is ready to go public about his two-year relationship with a reality show actress, and sources are saying the mysterious personalities are none other than John Mayer and Kristin Cavallari. Despite rumors that John has reconciled with Jessica Simpson, he and Kristin have allegedly been seeing each other on and off for a long time and possibly while he was with other girlfriends like Jennifer Aniston. This seems a bit random, but we wouldn't put it past ladies man John. So, tell us — would you be surprised if John Mayer were dating Kristin Cavallari?

Source: Getty

27 Comments

jubo 3 years 34 weeks

the only reason i'd be surprised would be because kristin had been somebodys bit on the side for 2 years. i cant imagine her taking that.

3 years 36 weeks

I'm not a big fan of Kristin by any means, and think she personifies a "media whore." However, Jon is the male equivilant of her, and would do just about anything to stay in the limelight IMO. He IS a talented musician, but is uglier than a mud fence. I agree with #16. What would any attractive, self-respecting women want with John when there are so many more enticing fish in the sea? Unless they want their fifeteen minutes of fame, I don't see the allure. Yuck!

3 years 36 weeks

omg GAG me. i freaking love the guy's music but COME ON.

fashionplate525 3 years 36 weeks

Hahah, Jaan_black, you are too fuuny :)

saucyfilipina 3 years 36 weeks

NO. He dates everyone. haha. There's something about Kristin that puts me off. She's a cute girl but her attitude seems stuck up as hell. yuck.

saucyfilipina 3 years 36 weeks

NO. He dates everyone. haha. There's something about Kristin that puts me off. She's a cute girl but her attitude seems stuck up as hell. yuck.

Burkina 3 years 36 weeks

I dont get the media whore thing. He dated Jen while he took a music break...sooo...........

Burkina 3 years 36 weeks

I dont get the media whore thing. He dated Jen while he took a music break...sooo...........

sellmecandies 3 years 36 weeks

he has already denied it on twitter.. and pretty hilarious too..

bonchicbongenre 3 years 36 weeks

Ehhh...I wouldn't be surprised if they slept together, but I couldn't see Mayer dating ANYONE for two years, yet alone Kristin. How does he get so many attractive women? I do not find him attractive in the least...

bonchicbongenre 3 years 36 weeks

Ehhh...I wouldn't be surprised if they slept together, but I couldn't see Mayer dating ANYONE for two years, yet alone Kristin.How does he get so many attractive women? I do not find him attractive in the least...

3 years 36 weeks

Women with Mayer have low self esteem.

3 years 36 weeks

Totally :D

3 years 36 weeks

John Mayer is a media a wh*re. He has to have a women to get attention to sell his music. The thing with Jennifer A was a showmance. Jennifer A need a man to sell her movies. They are all media wh*res trying to get attention. Mayer use pr to sell his music not talent.

caroline 3 years 36 weeks

she is WAY beneath him.. I doubt he even knows who she is.. going from Jennifer Anniston to her is bonkers.

tiabia 3 years 36 weeks

I can't see her keeping a relationship this BIG a secret for 2 years. She's pretty much the definition of a media-whore.

miamixo 3 years 36 weeks

No, he dats everyone and she's kinda ho-ish.

ilanac13 3 years 36 weeks

i'd be kind of surprised if this were true but i guess anything can happen. i feel like he's always trying to find someone that will keep him really relevant and in the spotlight and i don't see KC being able to do that as much as JS or JA. oh well. i'm sure that we'll find out soon enough. just think though - if he WERE dating kristin while he was with Jennifer, that would be such a dig to JA - wow...

ilanac13 3 years 36 weeks

3 years 36 weeks

he is so hot, love him... date me!!!

jaan_black 3 years 36 weeks

I'd be surprised if I suddenly start crapping $100's

cibele 3 years 36 weeks

Third option - I really don't care enough about it.

care0531 3 years 36 weeks

If they came out I still think it's a lie. I think they would do it as a joke for publicity. They are both media whores which is a shame because he is so talented when it comes to music.

Burkina 3 years 36 weeks

Its a lie....... I DOUBT he would have her on the side for 2 years without anyone figuring it out. Especially since he was with Jen out in the open.