Top 10 Celebs Who Have Dated Stars From Adult Entertainment

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Rappers have had a time-honoured obsession with porn stars and Drake is no different. It seems PornHub’s No.1 star Mia Khalifa is his new target.

It’s not exactly a secret that people enjoy the adult entertainment industry. For celebrities who date these “stars”, it’s a secret the media won’t let them hide. 

Here are the Top 10 celebrities who have dated adult entertainment stars.

10.Michael Jordan and Kylie Ireland 


Porn legend Kylie Ireland can recount a detailed affair she had with Michael Jordan before she was “famous” when she was a dancer in Denver.   

The busty redhead claims to have worked the NBA’s greatest player of all-time to such an extent that he put on one of the worst performances of his career on the court the next night versus the Nuggets.   

Ireland also claims to have climbed into bed with Richard Dreyfuss, that’s kinda gross. 

9.Alfonso Ribeiro and Ashlynne Brooke  

Alfonso Ribiero is best known for playing the nerdy Carlton on 90’s sitcom, The Fresh Prince of Bel Air.  

In 2007, he got fresh with adult film actress, Ashlynn Brooke. Brooke has starred in over ninety-four films including Seinfeld: A XXX Parody and Monster Meat 12. Clearly, that relationship was not meant to be because in 2012, Ribeiro married Angela Unkrich.  

Unlike any of the men on this list, Ribeiro is not an adult entertainment star serial dater and Ms. Brooke is his only known adult entertainment star conquest to date. 

8.Marilyn Manson and Stoya  

Stoya was at the peak of her fame when she dated the shock rocker, fresh off winning AVN's Best New Starlet and one of Digital Playground's most popular contract girls. And then... it all went to shit.  

7.Bruce Willis and Alisha Klass 


What a great pair these two must have been, he’s “Unbreakable” and the she’s recognized for her ability to “squirt”.  If you don’t know, don’t ask. 

6.Charlie Sheen and Chloe Jones


Chloe Jones claimed to have had a steamy affair with Charlie Sheen.  That was before she was dead, of course.  Sheen claims to have not have had killed her.  It’s more than plausible that this old devil has had it with more than a few adult film stars, so I kinda have a hard time believing he’d go to so much trouble as murdering one. 

5.Evan Seinfeld and Tera Patrick 

Evan Seinfeld is known for his many talents including being the front man for the band Biohazard, and an actor on the HBO hit show OZ, as well as acting and directing adult entertainment films under the pseudonym Spyder Jonez.  

In 2001, Seinfeld started dating a star of the adult industry Tera Patrick. They were married in Las Vegas in 2004. They divorced in 2009, but remain business partners.  

The same year, adult entertainment star Lupe Fuentes signed a one-year contract with Tera’s company, Teravision. A year later, Seinfeld began to date Little Lupe, as she is called, and they have been together ever since.

4.Jennifer Capriati and Dale DaBone 

While it’s not uncommon for male professional athletes to date adult entertainment stars, it’s rather uncommon for female professional athletes to.  

Capriati and DaBone were a couple between 2003 and 2009. Their relationship became very public in 2010, when according to sources, Capriati had an accidental drug overdose, which some believed to have been a suicide attempt.  

3.Tito Ortiz and Jenna Jameson 

The Huntington Beach Bad Boy has done nicely for himself, bagging the most financially successful adult star in the business, Jenna Jameson.  

Tito Ortiz and Jenna Jameson had a monogamous relationship from 2006 until 2013. They had twins in 2009 and other than a domestic disturbance in 2010, they had a pretty normal relationship until 2013.  

They split up in that year mainly due to constant conflict in the relationship and some alleged drug issues on both sides.  

2.Tiger Woods and Joslyn James

Tiger Woods is not only known for being a champion golfer, but also for being a tiger in the bedroom. Currently dating champion skier, Lindsey Vonn, Tiger Woods has had quite a past, especially with adult entertainment stars.  

In 2006, Woods met Devon James online and then paid $2,000 for her companionship services. Joslyn James, star of many films including Cougar Prowl and Top Heavy 4, also had an affair with Woods. The affair inspired film James starred in, called The Eleventh Hole. 

Woods also dated Holly Sampson, who starred in the films The Foot Files: Hardcore II as well as other movies. 

1.Dave Navarro and Everyone

Dave Navarro is the legendary guitarist for Jane’s Addiction, as well as his work with The Red Hot Chili Peppers, Camp Freddy and The Panic Channel. Currently, he is the host of Spike TV’s Ink Master.  

He is also known for reportedly dating a roster of adult entertainment stars including Charlie Sheen’s former “goddess” Jayme Langford, Jenna Jameson, Brittney Skye, Amie Nicole, Jenna Presley, Kendra Jade, Stormy Daniels, Sasha Grey and Taylor Wane.  

While it appears as if Navarro just dates stars from the adult entertainment industry exclusively, he has also been married twice, once to actress/model Carmen Electra and first to makeup artist Tania Goddard.

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