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All About Who's Nailin' Paylin?

Behind the Scenes of Who’s Nailin’ Paylin

Who’s Nailin’ Paylin was by far one of the most popular porn parodies ever. Directed by Jerome Tanner and produced by HUSTLER®, it cemented HUSTLER® firmly on the side of parody pornography, and it was received generally positively by both longtime and brand new fans.

If you still find yourself plagued by thoughts about the ultra-sexy Serra Paylin, have no fear. HUSTLER® still has a lot to love with Who’s Nailin’ Paylin. Here’s everything you need to know about the stunning, tantalizing porn parody that took the world by storm in 2008.

Lisa Ann as Serra Paylin

The titular star of this film is a big-busted parody of Sarah Palin, one of the forerunners of the 2008 presidential race. Lisa Ann’s incredible depiction of Serra Paylin turned her into the poster child for political parody porn, and she worked hard to achieve it.

In fact, Lisa Ann didn’t have a lot of time to prepare for the role, but she certainly threw herself into it. “I can’t believe how far this has gone in the press already!” she remarked to HUSTLER®. “I’ve been studying the real Sarah Palin at least an hour a day, all the way down to her ’84 Miss Alaska pageant.”

That studying clearly paid off. TMZ and the NY Daily News both covered Who’s Nailin’ Paylin, and Lisa Ann has become a well-known cornerstone of the adult film industry, with her own Fleshlight® and plenty of mainstream porn films available for you to enjoy.

Who’s Really Nailin’ Paylin?

Who’s Nailin’ Paylin is nothing if not a well-produced film. Throughout the film, Paylin ends up nailin’ some interesting individuals.

  • Russian Soldiers

The first subjects of Paylin’s love are a few unnamed Russian soldiers. This takes place in the film’s opening scene, where two Russian soldiers seek assistance with their tank, which has conveniently broken down outside of Paylin’s home. As you might expect, a threesome eventually ensues.

  • Paylin’s Professor

Next, Who’s Nailin’ Paylin takes you back to Serra’s college days, where she was a proud student at the aptly-titled “International University of I-DA-Ho”. Sindee Jennings joins the crew to play a young Paylin. After denouncing fossils as a ruse by Satan, Paylin asks her professor if he knows how she can stay safe from witchcraft. He lets her know that only oral sex will give her the required protection, and enthusiastically demonstrates on her.

  • Hilly and Candilezza 

Sarah Palin isn’t the only high-profile politician being parodied in this film. Hillary Clinton and Condoleezza Rice get their time in the spotlight as well. After a loaded news conference, Hilly, played by Nina Hartley, and Candilezza, played by Jada Fire, join Paylin for a rousing lesbian threesome to top the film off.

Awards and Nominations

Once the movie was released, it attracted plenty of attention from all sorts of people. That included those who stood proudly on the side of porn parody and those who dismissed it. Of course, even those who dismissed the film couldn’t stop themselves from talking about it, making Who’s Nailin’ Paylin one of the most well-known porn parodies on the internet. Here are a few of the nominations Who’s Nailin’ Paylin’ ended up snagging:

  • XRCO: Best Comedy – Non-Parody
  • AVN: Best Actress
  • AVN: Best Overall Marketing Campaign
  • AVN: Best Sex Comedy
  • XBIZ: Feature Movie of the Year
  • XBIZ: Acting Performance of the Year – Female

Who’s Nailin’ Paylin even won a few awards from top names in the adult film industry:

  • XBIZ: Marketing Campaign of the Year
  • AVN: Clever Title of the Year 

Obama Is Nailin’ Paylin and Other Sequels

Who’s Nailin’ Paylin isn’t the only title in this series. In fact, Lisa Ann reprised her role as Serra Paylin a few times. In what’s surely the best news possible for lovers of former President Barack Obama, you can even watch a HUSTLER®-exclusive sequel, Obama Is Nailin’ Paylin, at HUSTLER® today.

In this striking sequel, Obama rescues Paylin from her failed campaign, giving her some much-needed consolation. Of course, she has to thank him, and what better way to do it than by giving him a bit of “stress relief”?

Where to Find Who’s Nailin’ Paylin

Whether you’re interested in the original Who’s Nailin’ Paylin, you want to watch her thank her knight in shining armor in Obama Is Nailin’ Paylin, or you want to indulge in one of HUSTLER®’s other porn parodies, you can find it on the HUSTLER® website. Make sure you stock up on plenty of lubricant first, so you can be ready to go for as long as you want.