Pornstars Who Dated (or Slept With) Celebrities

Bruce Willis & Alisha Klass

In 2000-2001, Bruce Willis was linked to adult film star Alisha Klass. Klass later revealed on Howard Stern’s radio show that she possessed a private video of a naked Willis, describing him positively. The fling reportedly ended after Klass went public and drama involving Willis’ ex-wife Demi Moore surfaced. Alisha Klass was known for having the infamous “Seymore Butts” tattoo on her coccyx (lower back/tailbone area), which she got during her relationship with the director/producer Seymore Butts (Adam Glasser). After their acrimonious breakup around 2000, she had it covered up with a dolphin tattoo.

Kendra Lust & John Cena

In 2013, rumors claimed John Cena had a year-long affair with pornstar Kendra Lust while married. The speculation was fueled by Lust’s photos posing with a replica of Cena’s iconic Spinner WWE Championship belt. Lust firmly denied the allegations, stating she had never met Cena and was simply a wrestling fan. No evidence supported the claims.

Savannah (Shannon Wilsey) and Pauly Shore

Dated for about a year in the early 1990s.

Stormy Daniels and Donald Trump

Adult film star Stormy Daniels alleged a one-night sexual encounter with Donald Trump in 2006. In her memoir and interviews, Daniels famously described the encounter as “the worst 90 seconds of my life” and detailed Trump’s penis as “mushroom-shaped.” The story became a national scandal years later when Trump’s then-lawyer Michael Cohen paid Daniels $130,000 in hush money just before the 2016 election. The payment led to a highly publicized criminal lawsuit against Trump in 2024, resulting in him becoming the first former U.S. president convicted of felony charges.

Karen McDougal and Donald Trump

Former Playboy Playmate of the Year Karen McDougal detailed a months-long “love” affair with Donald Trump that began in 2006. According to McDougal, after their first sexual encounter, Trump offered her money. “I was dressed and ready to go, and I saw this stack of cash in his hand. I said, ‘I’m not that kind of girl,’” she revealed. McDougal said she went home crying after the incident. Despite the awkward start, the two continued a relationship, with McDougal describing it as passionate. She eventually left Trump for actor Bruce Willis. The pair reportedly ended things on relatively good terms.

Briana Banks and Kid Rock

Jesse Jane and Kid Rock

In 2004-2005, pornstar Jesse Jane (Cindy Taylor) was romantically linked to rocker Kid Rock. The pair was frequently spotted together in Los Angeles nightlife after being photographed leaving a Beverly Hills nightclub. Their fling was brief and ended in 2005, adding Jesse Jane to the list of high-profile adult performers Kid Rock dated during that era.

Charlie Sheen and Bree Olson

In 2011, during his very public meltdown, Charlie Sheen began dating adult film star Bree Olson. She quickly moved into his mansion and became one of his famous “goddesses” (along with Natalie Kenly), with Sheen publicly declaring that the two women completed the “three parts of his heart.” The relationship was intense but short-lived, ending amid the chaos of Sheen’s media tour and personal struggles.

Capri Anderson and Charlie Sheen

Ginger Lee Allen and Charlie Sheen

War Machine and Various Pornstars

Christy Mack → The most famous and tragic one. They dated for years. In 2014, War Machine brutally assaulted her, destroying her face so badly that she needed multiple facial reconstruction surgeries. Christy asked fans for donations to help with her medical bills (a case that shocked the world). He really “Mack-ed” her good.

• Tara Lynn Foxx → Dated the pornstar for a while.
• Jada Stevens → Had a relationship with the actress.
• Brooklyn Lee → Another reported affair.
• Ashley Fires → Mentioned in some reports.
• Jessica Drake → Brief involvement.

Sasha Grey and Kanye West