Classic sitcom Will & Grace is set to return to our screens on September 29. The reboot series will air on NBC, with a second season coming next year. But ahead of its release, we take a walk down memory lane to see who guest starred in the original seasons.
Scroll down to see our favorite celebrity cameos.
Alec Baldwin starred in one episode of Will & Grace as Malcom, Will’s boss, who revealed to Will (Eric McCormack) that Karen’s (Megan Mullally's) husband, Stan, was still alive. Alec’s performance was even better because this particular episode was filmed live to celebrate the final season of the show back in 2007.
Demi Moore starred as Jack’s (Sean Hayes') childhood babysitter in a 2003 episode of W&G. Despite the years that had passed, Demi’s character, Sissy, was still very much stuck in her babysitting days. Jack decided to hire Sissy to babysit him again, but it ended quickly when he realized how expensive her services were.
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One of the most famous child stars of all time, Macaulay Culkin appeared as Karen’s divorce attorney in Season 5 of W&G. Will was worried when Karen hired baby-faced lawyer Jason, who appeared to be a bumbling kid in a suit. But it turned out that it was all an act, and Jason acted this way in order to trick Will into going easy on him.
British actress Minnie Driver starred as Lorraine Finster, the mistress of Stan Walker (aka Karen’s husband). She appeared in a number of episodes and continually butted heads with Karen. Lorraine was also briefly Karen’s stepdaughter when Karen married Lorraine’s father, Lyle, played by John Cleese.
Worldwide superstar Elton John briefly appeared as himself in a Season 5 episode of W&G. During the episode, Jack tried to convince Will that the gay mafia exists, but Will doesn’t believe him. Elton overheard Will talking about it at a restaurant and promptly introduced himself as THE gay mafia!
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When Will’s laptop is stolen, Michael Douglas is the detective who handles his case. But when Gavin develops an interest in Will, he creates an elaborate ruse which sees the pair go to a gay nightclub in order to stake out the person responsible for stealing the laptop.
Molly Shannon played Will and Grace’s kooky neighbor, Val, who appeared in several episodes and created havoc for Grace. Not only did Val become obsessed with Jack for a time, but she also went so far as to steal Grace’s sketches to pass them off as her own designs!
Blonde bombshell Sharon Stone starred in one episode of W&G in 2005 when she played Will’s therapist, Georgia Keller. But things got messy when Will suggested that Grace go and see her, too. The pair hit it off instantly, and Will is left feeling jealous when Georgia asks Grace to be featured in her upcoming psychology book.
After her divorce from Stan is finalized, Karen decides that she wants to connect with “real people” more, so she decides to answer a "roommate wanted" ad. Madonna stars as Liz, Karen’s new roommate, who turns out to be a totally bizarre office worker who is very particular about her house. Things turn sour between then when they end up fighting over the same guy. Karen then reveals that she, in fact, owns the whole apartment building, and Liz better look for alternative accommodation.
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Crooner Harry Connick Jr. landed a reoccurring role on Will & Grace as Grace’s husband, Leo. The pair met when Grace was on her way to the sperm bank to be implanted with Will’s sperm in order to try for a baby. Meeting the handsome stranger threw Grace off her course, and the two ended up getting married. At the end of the original series, the couple ends up together, married with a baby girl, but where will Leo be in the new reboot?
American actor Taye Diggs, known for his roles in Empire and Private Practice, appeared in four episodes of Will & Grace. He starred as Will’s love interest, James, who was first introduced when the pair ran into each other at a movie theater and felt an instant connection. Will and James ran into each other again during a trip to LA, and Grace offered to marry James — who was in the process of being deported back to Canada — in order for Will to get to know him. After the wedding, Will discovers that James is quite self-centered and asks Grace to get the marriage annulled.
In what is possibly the best cameo of all time, Cher made an appearance in Season 3 of Will & Grace when she approached Jack in a restaurant. Jack was a huge fan of Cher, even carrying around a Cher doll with him, but he was unconvinced that Cher was, in fact, Cher. Jack calls Cher a drag queen and tells her to work on her Cher impersonation.
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Vivacious movie star Debbie Reynolds regularly appeared in the original series as Bobbi Adler, Grace’s outspoken mother. Bobbi and Grace had a somewhat strained relationship at times, as Grace thought she could never live up to her mother’s expectations. Debra Messing has confirmed that a tribute to the late Debbie Reynolds will be featured in the reboot of Will & Grace this year.
Pop star Britney Spears made a cameo on W&G in the final season and starred as Jack’s new co-host on his talk show, Jack Talk. When OutTV, the network that broadcast Jack’s show, was purchased by ultra-conservatives, they introduced a co-host in the form of Amber-Louise, who posed as a conservative Christian, but was anything but.
Singer and actress Jennifer Lopez starred in three episodes of W&G, each time appearing as herself. Jennifer first appeared when Karen asked her to perform at her and Lyle’s wedding reception, but Karen ends up stopping the wedding.
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Following Jack’s brief run as Jennifer Lopez’s backup dancer, Jennifer recommended Jack to Janet Jackson and set up an audition for him. Unfortunately, Jack is forced to have a “dance off” against another dancer called Artemus (Will Arnett) to win a position in Janet’s squad. Ultimately, Jack and Artemus are both fired when things turn personal between them after Karen reveals that her and Artemus were former lovers.
This post was written by Alex McCarthy. For more, check out our sister site Now To Love.
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