Recent Event Highlights: Penthouse Pet Bree Olsen Gets Spanked, Penthouse Pet Shawna Lenee stops by the Stern Show, 3rd Annual Penthouse Pets Pageant, Mexican Delivery Game with Cassia Riley, Penthouse Pets Justine Joli & Alexis Love, Prinzzess, Erica Ellyson, and Nicole Ride the Sybian, and 21 more...
Created by HowardTV on Jul 16, 2009
Last updated: 04/26/11 at 11:17 AM
Bree Olsen stops by The Howard Stern Show and gets spanked on the Sybian.
Shawn Lenee was Pet of the Year runner up 2008. She dances topless for Howard before she rides the Sybian.
Penthouse Pets Cali, Shawna, Tori, and Daisy participate in the 3rd annual Penthouse Pet Pageant.
Former Penthouse Pet Cassia Riley stops into The Howard Stern Show to play the Mexican Delivery Guy Game. The Delivery Guy is given a choice: a tip or Cassia.
Justine Joli and Alexis Love stop by the stren Show and get naked, kiss, and feel each other up. Also, they take a Harry Potter quiz.
Penthouse Pets Prinzzess Erica Ellyson and Sarah aka Prinzzess, talk about what they would do to Artie after his Letterman taping later that night. Prinzess's girlfriend Nikol comes into the studio and the two ride the sybian together.
Stern show favorite & Penthouse Pet, Victoria Zdrok (also known as Dr. Z) returns to the show to promote her book and ride her own custom made sybian. She also shared some tips on how to please a woman with the Stern show staff.
Sunny Leone was the Penthouse Pet of the Year in 2003 and comes back to the Stern Show with porn star Joanna Angel to ride the sybian.
Sunny Leone was the Penthouse Pet of the Year in 2003 and comes back to the Stern Show with porn star Joanna Angel to ride the sybian.
Jana Jordan, Andie Valentino, and Kimberly Williams
After discussing how a recent attempt at a real estate job didn't work out, the stunning Valentina Vaughn, 2005 Penthouse Pet of the Year, got on the robospanker. Howard asked a series of real estate related questions which she answered wrong, got topless and got spanked.
Three Penthouse Pets compete in the "World's Strongest Naked Woman" Contest. Charlie Laine completed 2 pull ups and 14 push ups. Renee Diaz completed 4 pull ups and 14 push ups. Finally Andie Valentino won the competition completing 6 pull ups and 25 push ups. All three rode the sybian after the competition.
Penthouse Pet Justine Joli & Heather Vandeven rode on the sybian together, it was a scene straight out of a porno. Both got on and both got off.
Nevaeh (that's heaven spelled backwards) almost wasn't allowed in the studio due to the flu, but Howard finally let her and Michelle come in to ride the Sybian. Stern staff members wore face masks so they wouldn't catch her sickness.
Jamie Lynn came in to promote her Penthouse Pet of the Year DVD and then both Cassia and Jamie were strapped into the tickle chair. Both girls hadn't gone to the bathroom in over two hours, so Howard and Artie were trying to get the girls to pee while being tickled. Neither of them did. They both later got on the sybian.
Heather Vandeven, Shay Laren, Melissa Jacobs, and Jennifer Emerson
Penthouse Pet, Justine Joli Rides the Sybian. Justine was later named Pet of the Month in September 2007
Charlie Laine comes by the Stern Show and rides the Sybian for the first time
Penthouse Pet, Valentina Vaughn rides the sybian
Jamie Lynn and Cassia Riley came by to discuss how they enjoy playing with each other. Howard then asked them to ride the sybian. Jamie wouldn't do it. Cassia was shy, tried it, but couldn't finish.
Howard talks to both P Diddy and Jenna after she becomes the first to christen the Howard Stern sybian. P-Diddy watches from the green room and is amazed.
Jamie Lynn, Ashley Roberts, Cassia Riley and Ginger Jolie compete for $10,000 in the Penthouse Pet Fantastic Four talent contest. Everyone's talents were horrible, so based on Stern Staff votes, they narrowed it down to Cassia and Jamie. They had a "play off" - in which both got naked and there was another round of voting. Gary's vote was the tie breaker, crowning Cassia the winner.
Richard Christy puts Benjy's toes in his mouth so he can feel Penthouse Pet Valentina Vaughn's boobs. Richard then get's spit on by Sal so he can hug Valentina.
Penthouse Pet Crystal Klein played her piano in the studio, completely naked. While attempting to perform some classical music, Howard began to tickle her. She then stood up so that Howard could spank her while she played - his spanking acted as her metronome.
Howard put Penthouse Pet of the Year, Victoria Zdrok onto the Robospanker for being a bad girl. Howard proceeded to give her a few whacks on the ass with the machine. Victoria said she'd prefer a hand over the machine because it's more erotic. Later Victoria and Ginger ended up making out.
Sexy Penthouse Pet Sandra Taylor and friend Alana were dressed in skimpy white tank tops while Howard asked a series of simple questions. If they answered wrong, Artie hosed them down.
The girls stop by to play some trivia games, to get naked and kiss. Courtney defends Victoria's over sized lady parts after Howard said he might run away if he saw it.
2004 Penthouse Pet of the year, Victoria Zdrok, plays Win Fred's Money behind a shower curtain. After she lost, Howard dropped the curtain to reveal her fully naked body.
To celebrate the new Woody Allen movie, Howard had ''Wood Yee'' (Steve the engineer) and Penthouse Pet/Asian Model, Linn Thomas, in to play the Gossip Game on the Stern Show. By the end of her appearance, Howard had her topless.
Random guy named Tom calls into the show to say he was surprised to find his sister Devinn is in a recent issue of Penthouse Magazine. They both stopped into the studio so that Howard could evaluate her breasts.
Howard hosts "Freaky Feud" starring Melissa Ann, Amy Lynn and Nikie St. Gilles on team Penthouse Pets. Crack Head Bob, Elephant Boy and Slow Adam compete on team Wack Pack.
Paige Summers, Penthouse Pet of the Year and cover model for January 1998 issue stops by to talk to Howard.
Penthouse Pet, Kimberly Taylor is asked a series of simple questions and Stern staffers bet on if she will get them right.
Stern favorite and Penthouse Pet, Amy Lynn, stops by the studio to plug Al's Diamond Cabaret and flirt with Howard.
Penthouse Pet Amy Lynn's 1st TV Appearance on the Stern show. Howard always tells her she'd be the first woman he'd go to if his wife died. In this appearance he discusses how he would vacation with her as his wife.
Penthouse Pet Lori Wagner and friends stop by the studio to give Howard and the Stern staff a massage. Gary gets topless and shows off his guns.
Kimberly Taylor is the first Penthouse Pet to appear on the Howard Stern TV show. Kimberly with friend Malika Kinison (Sam Kinison's widow) talk in depth about her dislike for Chinese people.
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