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Rob Kardashian

Nailin' the

Nailin' Paylin Chick

11/25/2009 8:00 AM PST BY TMZ STAFF

"Going rogue" takes on a whole new meaning when you're dating a porn star.

Rob Kardashian Nailin Paylin

We're told Rob Kardashian has been dating none other than Lisa Ann -- the adult film star who headlined the XXX classic, "Who's Nailin' Paylin?" Rob picked up Lisa Ann at the gym right around the time of Khloe's wedding.

Lisa Ann tells us, "Rob treats me like his little teacher and we have a fun sexual relationship that is simple and carefree. He brings out the total cougar in me and I just like to teach him things."

Good luck getting that mental image out of your head.

80 COMMENTS

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61.

barry Gordy is genius    

I'd hit it. Lisa Ann is hot. I'm going to take her from little Robbie.

Lisa Ann needs a REAL man. And this Italian-stallion from the streets of Fresno, has just the thing to hook her up.

1761 days ago
62.

Sandeana    

The late Robert Kardashian did NOT have a son. Chris Kardashian NEVER had a biological son. Either she adopted this boy after her husband died, or he was her foster child who took the Kardashian name as his last name. Or he's just some a$$hole who is using the last name to gain fame & power from the Kardashian family. The only children that Chris Jenner has is 4 duaghters by the late Robert Kardashian, & a young daughter by her 2nd husband. But she NEVER had a biological son. So where did this jerk-off kid come from?

1761 days ago
63.

billybrown00    

PolarBear, you are an idiot. They are comparing the 2 not because of polotics but because Lisa Ann made a parody xxx film in which she plays Sarah Palin. Where hell have you been, under a rock?

1761 days ago
64.

barry Gordy is genius    

Rob Kardashian is an idiot. If he is involved with this advanced exhibitionist, he should check her. She's talking all reckless about "teaching" him. She's putting it on front street that he has no future with her. Hell, he's probably paying for it. It ain't for free.

She gets paid to do what she does for a living. It's only business and he is her client. One, of many.

1761 days ago
65.

papa bear27    

#17 - You are clueless... Kris Kardashian had 3 daughters and 1 son with her ex-husband the late Robert Kardashian. She had 2 more daughters with her 2nd husband Bruce Jenner.... please keep up..... geesh!

1761 days ago
66.

PolarBear    

Reponse to Billybrown00: Thanks for the kind advice. Yes, I did notice that the comparison is based on the erotica video which was a parody. But the crowd is now tending to line up the comparison of Lisa Ann vs Sarah Palin based on ethics or opinions of values. I thought I'd point out that all things considered, that Lisa Ann's efforts rank as the admirable effort, the ethically untarnished. This is the nation, remember, that has sensors ban or restrict scenes of loving between consenting adults and promotes scenes of war, killing, hate, rage, ignorance, and general low ethics and Neanderthalish behavior in prime-time television and just about everywhere else in the media 24/7, as part of the general dumbing down of America going on. Empires up, empires down. It was a pretty short stay! Better start learning Mandarin, the language of your next boss.

1761 days ago
67.

LMAO    

No suprises here he's just acting like his ho sisters

1761 days ago
68.

romil4    

Just how low can the Kardashian family go?

1761 days ago
69.

Mary    

Gross!! I liked Rob. I have no respect for him now! He was all over his ex at Khloe's wedding... and to hear he picked up a ho before or after that. Nasty Rob. I hope you strapped up twice.

1761 days ago
70.

Jane    

1761 days ago
71.

M    

ROB CAN'T GET ANY BLACK WOMEN SO I GUESS HE IS PRETTY DESPERATE. HIS FATHER WILL BE ROLLING IN HIS GRAVE IF HE KNEW WHAT WH0RES HIS CHILDREN HAVE BECOME AND SHAME ON ROB FOR TWEETING HIS FOUL MOUTHED RANT LAST NIGHT..SAVE THE C-WORD FOR YOUR SISTERS ROB BECAUSE THAT WHAT THEY ARE. ITS A SHAME YOU CAN'T GET HIRED AS A BALL BOY OR A JANITOR FOR THE LAKERS SINCE YOU CAN'T SEEM TO GET A JOB ANYWHERE ELSE..YOU ARE AS USELESS AS BRODY JENNER..VAPID. EMPTY SOULS WHO HAVE NO PURPOSE IN LIFE AND ARE SURROUNDED BY DISGUSTING WH0RES..I GUESS YOU LEARNED FROM THE BEST WH0RE. YOUR HAGGARD LOOKING PIMPTRESS MOTHER KRIS. PLEASE CANCEL YOUE TWITTER AGAIN ROB..YOU WERE BOOED OFF THE LAST TIME BECAUSE YOU DID NOT HAVE THE B@LLS TO DEAL WITH THE PEOPLE WHO CALLED YOU OUT AS BEING A COMPLETE LOSER SO YOU HAD A TANTRUM AND CANCELLED YOUR TWITTER. WHAT KIND OF GOOF POST WHINY POETRY AND BEGS TO GET LAID? YOU ARE SO PATHETIC IT IS EMBARRASSING..KIM HAS BROUGHT THE MOST SHAME TO YOUR FAMILY BUT YOU ARE A CLOSE SECOND..NOT TO MENTION THE FACT THAT YOUR FATHER HELPED A MURDERER WALK FREE..SHAME ON YOU LOSERS..YOU MIGHT AS WELL PAINT YOURSELF BLACK BECAUSE THERE IS NOTHING MORE YOU WISH FOR IN LIFE THAN TO BE BLACK. GTFOH L-O-S-E-R

1761 days ago
72.

M    

He is SO gross..I saw him at the Grove and he is so flabby and balding. Its pretty lame that the only thing he has to tweet about is food and spouting off embarrassing 'love' ideology. Hope the little boy grows up one of these days. Lay off the food and get a hair transplant kiddo

1761 days ago
73.

molotov69    

LUCKY BASTARD!!!!!!!!!!!!!!!!!!!!!!!! but if i was in his shoes, i wouldnt mess with this bitch, I would go straight to the sister Kim K... she is hella hot!!!!!! even if she was my sis, I would still bone her 9 ways till sunday!!!!

1761 days ago
74.

mystery girl    

hmm...wow this kind of makes me sad...he was definitely my celebrity crush and now this?? He is so good looking and perfect...why the old lady for?? come on ROB! You are way too good for that.

1760 days ago
75.

Steve    

Is every Kardashian a media whore? Look out Paris. You are only one little whore. The Kardashians are an entire family.

1760 days ago
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