Melissa Joan Hart's Loves & Hookups

Who is Melissa Joan Hart dating? You'll recognize the names of the famous men who have dated Melissa Joan Hart, and this list will give you more details about these lucky dudes. The Sabrina, the Teenage Witch star is currently married to rocker Mark Wilkerson. 

This list features Hart's ex-boyfriends, along with additional information about them, such as when they were born and what they do professionally. These men come in all shapes and sizes, but what they all have in common is that they're all men that Melissa Joan Hart has either dated or had a brief fling with.

This list of Hart's ex boyfriends includes Adrian Grenier and Ryan Reynolds.

  • Melissa Joan Hart and Mark Wilkerson met at the Kentucky Derby in 2002. She told her mom she had just met “the boy that she was going to marry.” 

    They tied the knot in Florence, Italy in July 2003, and their nuptials were televised on Tying the Knot

    The couple share three sons, Mason Walter (born in 2006), Braydon Hart (born in 2008), and Tucker McFadden (born in 2012). 

    Mark Wilkerson is a seasoned musician best known as the lead guitarist and vocalist for the alternative rock band Course of Nature. With several hit singles under their belt, the band gained prominence with their album Superkala in 2002. Apart from his musical career, Wilkerson has also appeared alongside his wife in a few TV shows, such as the reality series Melissa & Tye: A New Reality and an episode of Sabrina the Teenage Witch.

  • Melissa Joan Hart and Jerry O'Connell dated briefly in 2002. 

    Speaking with Inquisitor, Hart said that she was actually dating O'Connell when she met her future husband, Mark Wilkerson. 

    “I met Mark and that [same] night I made out with Jerry. But, the next morning at the Derby races, Jerry is hitting on someone else and I said, ‘Oh, I see how this is going to be.’ And then Jerry said to me, ‘When we get back to LA are we going to hang out?’ And I said, ‘I don’t think so, I think I met the man I’m going to marry,’” she said.

    Jerry O'Connell is an established actor well-known for his roles in various TV shows and movies. One of his most memorable performances is as Quinn Mallory in the sci-fi TV series Sliders, which aired from 1995 to 2000. Additionally, O'Connell has starred in films like Stand by Me, Kangaroo Jack, and Jerry Maguire, showcasing his versatility and range as an actor.

  • Adrian Grenier
    Photo: Drive Me Crazy / Twentieth Century Fox

    In the late 90s, Melissa Joan Hart briefly dated another Hollywood heartthrob, Adrian Grenier. The two met on the set of the indie movie Drive Me Crazy in 1999 and had a brief yet passionate affair. However, their chemistry on-screen didn't quite translate into a long-lasting relationship, and the couple parted ways soon after the film's release.

    Adrian Grenier is best known for his role as Vincent Chase in the hit HBO series Entourage, which aired from 2004 to 2011. He has also starred in numerous films, including The Devil Wears Prada and Marauders. In addition to his acting career, Grenier is an environmental activist, filmmaker, and musician, proving to be a true multi-talent in the entertainment industry.

  • James Fields

    Melissa Joan Hart's first serious relationship was with actor James Fields during the early 90s. The pair started dating when they were in their late teens and were together for a few years before deciding to go their separate ways. Despite the end of their romance, both Hart and Fields have fond memories of their time together, which served as a stepping stone in their journey towards lasting love.

    James Fields made his acting debut in the popular TV series Beverly Hills, 90210 and went on to star in several movies and shows throughout the 90s and early 2000s. Some of his notable appearances include The Wonder Years, Party of Five, and Can't Hardly Wait. Following his acting career, Fields retired from the spotlight and now leads a private life away from the limelight.

  • Ryan Reynolds
    Photo: Sabrina the Teenage Witch / Showtime Networks

    Speaking with the Hey Dude … The 90s Called! podcast on February 20, 2023, Melissa Joan Hart admitted that she “kind of had a little thing with Ryan [Reynolds].” 

    The pair met while working on the Sabrina the Teenage Witch movie in 1996. “I worked with Ryan Reynolds on the Sabrina movie. The first movie we did, Ryan was in it,” she said. He played Sabrina's love interest, Seth. 

    She said that he tried to woo her with a gift, a Beluga watch. “You get a piece of jewelry like that, you gotta make out with the guy!” Hart joked while a guest on Chelsea Lately in 2013.

    Ryan Reynolds is an A-list actor renowned for his roles in numerous blockbuster movies such as Deadpool, The Proposal, and Green Lantern. In addition to his acting prowess, Reynolds is also a successful entrepreneur, owning stakes in companies like Aviation Gin and Mint Mobile. With his wit, charm, and versatility, Reynolds continues to be one of the most sought-after leading men in Hollywood today.