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Lifestyle

I Want What They Have, Colleagues-to-Lovers-to-Colleagues Edition: Katie Holmes and Joshua Jackson

Last updated: July 23, 2025 10:20 pm
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Love is a many-splendored thing, especially when you’re gawking at it from the outside. In this new column, we’ll be examining the celebrity couples—or, occasionally, friend pairs—who give us hope for our own romantic futures as we try to learn what we can from their well-documented bonds.

Katie Holmes has always been someone I’ve rooted for ever since I first watched the iconic 2004 rom-com First Daughter. Her latest project, a new film trilogy called Happy Hours, has caught my attention. What makes this project even more intriguing is the fact that her former Dawson’s Creek costar and real-life ex, Joshua Jackson, is also featured in it.

Holmes, a fashion icon and screen legend, is known for her roles and her high-profile relationships, including her past marriage to Tom Cruise. However, what has piqued my interest the most is her reunion with Jackson. The plot of Happy Hours revolves around two people navigating their relationship within the challenges of careers, family responsibilities, and the pursuit of love despite life’s inevitable obstacles. It will be fascinating to see Holmes and Jackson portray these characters.

After news of the project broke, Holmes took to Instagram to express her excitement about working with Jackson again. She described it as a testament to their friendship and teased that viewers are in for a treat.

Holmes and Jackson’s relationship dates back to the late 1990s when they were filming Dawson’s Creek. Although they became best friends after their breakup in 1998, there’s a part of me that still hopes for a rekindling of their romance when I see them together.

As far as we know, both Holmes and Jackson are currently single. Jackson recently split from his wife, Jodie Turner-Smith, while Holmes ended her relationship with Bobby Wooten III. Despite their single status, the fact that they are reuniting as colleagues for Happy Hours is heartwarming. Who better to understand you than your ex-onscreen-boyfriend, who also happens to be your ex-boyfriend and best friend?

In conclusion, I can’t wait to see Holmes and Jackson light up the screen once again in Happy Hours. Their onscreen chemistry and history make this reunion a highly anticipated event for fans like myself. Love may be a many-splendored thing, but in this case, it’s the friendship and professional bond between Holmes and Jackson that truly shine.

TAGGED:ColleaguestoLoverstoColleaguesEditionHolmesJacksonJoshuaKatie
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