Holly Madison's Loves & Hookups

Celebrity loves, exes and lovers. Who is Holly Madison dating? Who Holly Madison dated; list of Holly Madison loves, ex boyfriends; breakup rumors. With all the high profile men Holly Madison has hooked up with, it's amazing to think she's not yet on the list of celebrities with sex tapes. Not that a celebrity sex tape is such a big deal for someone that's been attached to Hugh Hefner, but there just seems to be a weird flurry of activity attached to all the celeb sex tapes that's unlike any other celeb scandals. For now, Madison is celeb sex tape free, but with this roster of men, who knows when that will change? The loves, exes and relationships of Holly Madison, listed by most recent.

This list includes Holly Madison's famous exes like Benji Madden and Criss Angel.

  • Holly Madison and Zak Bagans first crossed paths in May 2019, sparking an undeniable chemistry that quickly turned into a romantic relationship. The duo reportedly met when the former Playboy model visited Zak's Haunted Museum in Las Vegas, a site that quickly turned their common spooky allure into a springboard for their love life. Despite treading privately with their romantic endeavors, the public had been keen on following the couple, who had been indulging in their shared passion for horror ventures. After nearly two years of being together, the couple called it quits.

    Zak Bagans is a renowned paranormal investigator who gained fame through his hit show, Ghost Adventures on the Travel Channel. His fascinating experiments with the supernatural and ghostly phenomena have earned him a considerable fan base and further blossomed his career as a paranormal researcher, establishing him as a figure of high relevance in the world of the eerie unknown.

    • Age: 46
    • Birthplace: Washington, D.C., USA
  • Pasquale Rotella
    Photo: Metaweb / CC-BY

    Pasquale Rotella

    Holly Madison and Pasquale Rotella initiated their love journey in late 2011, after what seemed to be a serendipitous encounter at one of Pasquale's renowned parties. Their fiery romance blossomed over months, leading to the birth of their daughter Rainbow Aurora in March 2013 and culminating in a spectacular Disneyland wedding that September. Unfortunately, the couple announced their separation in September 2018, marking an end to an almost seven-year relationship filled with love, growth, and unforgettable memories.

    Pasquale Rotella is celebrated as a fruitful promoter of electronic dance music and is praised as the founder of the entertainment company Insomniac Events. Owing to large-scale productions like the Electric Daisy Carnival, he has firmly established himself within the music and entertainment industry, thus making a name for himself in its fast-paced world.

  • Jesse Waits

    Holly Madison and Jesse Waits's relationship was relatively short, lasting only from January to April 2011. The two were often regulars at Jesse's Las Vegas club, XS nightclub, where their paths first crossed. The romance was brief and fleeting, alluding to the adage "what happens in Vegas, stays in Vegas".

    Jesse Waits is a prominent nightclub entrepreneur and a well-known figure in the Las Vegas nightlife scene, serving as a co-owner of the nightclub XS and Tryst.

  • Jack Barakat
    Photo: Metaweb / CC-BY

    Jack Barakat

    Holly Madison and Jack Barakat started dating in late 2010 after they reportedly met through Twitter. The online introduction soothed the miles of separation between Jack in Baltimore and Holly in Las Vegas, paving the way for a sweet albeit short-lived romance that lasted just under four months, ending in early 2011.

    Jack Barakat is a member of the popular rock band All Time Low, which charted numerous hits, and is instrumental in honing the band's punk-inflected pop sound. His charm and rockstar persona contributed to his fame within the music industry.

  • Benji Madden
    Photo: Wikimedia Commons / CC-BY

    Holly Madison was briefly linked to Benji Madden in late 2009, following a spontaneous meeting set up by mutual friends. The couple dated for a few months, placing a strong emphasis on enjoying their time together amidst their hectic schedules. By early 2010, the duo had ended their short-lived relationship, parting on amicable terms.

    Benji Madden is a skilled musician, widely recognized as the guitarist and backup vocalist for the rock band Good Charlotte. The band’s massive success worldwide has not only contributed to his fame but confirmed his status as a vital personality in the rock genre.

    • Age: 44
    • Birthplace: USA, Waldorf, Maryland
  • Holly Madison and Rob Dyrdek were rumored to be dating in 2009 but their relationship timeline remains unclear. Rumors started when the duo was spotted in public multiple times, sparking speculation about a possible romantic link-up. Despite frequent outings and public appearances together, neither Madison nor Dyrdek publicly confirmed their relationship status, leaving many questions about their relationship unanswered. It is uncertain how long Madison and Dyrdek were together, but by 2010, their rumored relationship had reportedly fizzled out.

    Rob Dyrdek is a notable figure in the entertainment industry and is renowned for his skateboarding prowess. He gained widespread popularity through his reality TV shows, Rob & Big and Rob Dyrdek's Fantasy Factory which aired on MTV. His creative endeavors and athletic talent helped cement his status in skateboarding and the entertainment world.