AceShowbiz - Katy Perry recently shared a humorous response to the engagement announcement of her former boyfriend, Josh Groban, who is now engaged to Natalie McQueen. This playful moment unfolded in a May 11 TikTok video where Katy’s reaction quickly captured the attention of fans and social media users alike.

The "You Raise Me Up" singer, [strong]Josh Groban[/strong], proposed to Natalie McQueen in April after three years of dating, a fact that Katy subtly referenced in her video. In the TikTok, Katy appeared on screen alongside a screenshot revealing the couple’s engagement. To emphasize her mock drama, she poured herself a generously full glass of what seemed to be an alcoholic drink.

Adding to the comedic effect, Katy downed the entire glass in one go, spilling some of the liquid over her bathrobe while her hit song "The One That Got Away" played in the background. This song, interestingly, has a special connection to [strong]Josh Groban[/strong], as Katy once revealed it was inspired by him. Despite the mock distress, she concluded the post with a congratulatory message and a champagne emoji, signaling her good wishes for the couple.

The TikTok video elicited mixed reactions from fans. Some found Katy’s playful dramatics amusing, with one user commenting, "Katy this is crazy lmaoo," while another expressed concern, asking, "Baby are you ok?" Such comments suggest that viewers were unsure whether Katy’s reaction was genuine or purely for entertainment.

It is notable that Katy and [strong]Josh Groban[/strong] dated briefly back in 2009. Despite their short relationship, the two have maintained a close friendship over the years. Katy’s romantic life post-breakup has included dating former Canadian Prime Minister Justin Trudeau, following her split from Orlando Bloom, indicating that her feelings toward [strong]Josh Groban[/strong] are lighthearted rather than serious.

In 2017, Katy referred to [strong]Josh Groban[/strong] as "the one that got away" during a livestream, confirming that her 2010 song with the same title was indeed about him. This candid admission added an intriguing dimension to their past relationship and the ongoing public fascination with their connection.

For his part, [strong]Josh Groban[/strong] was surprised by Katy’s comment about the song. During a 2018 appearance on "Watch What Happens Live," the Tony nominee admitted, "I was not expecting that. That was a double take and a spit of my coffee. It's very sweet of her to say that." However, he humorously expressed doubt that the lyrics truly described him, joking, "I'm like, 'I've never owned a Mustang, I don't have a tattoo,' Are you sure that's about me?"

Despite his playful skepticism, [strong]Josh Groban[/strong] appreciated the comment and praised Katy, saying, "We've been very good friends to this day, she's the best." When asked why their romantic relationship did not last, he explained that it was simply not meant to be. The couple both valued their privacy and concluded they were better off as friends, a sentiment that has clearly endured.

This lighthearted exchange between Katy Perry and [strong]Josh Groban[/strong] highlights the friendly rapport they maintain. Their story is just one example among many celebrity couples who have transitioned from romance to lasting friendship.

Speaking of celebrity romances that fans might have forgotten, several notable pairs have stories worth remembering. For instance, Brad Pitt and Juliette Lewis shared a genuine relationship despite playing doomed lovers in films like "Too Young to Die?" (1990) and "Kalifornia" (1993). Pitt described their romance as one of the greatest he’s experienced, although he acknowledged the harsh truth that love does not always conquer all.

Another memorable couple was Winona Ryder and Matt Damon, who dated until 2000 after being introduced by Gwyneth Paltrow. Damon later praised Ryder as a "great woman," and Ryder expressed gratitude for maintaining a positive relationship with him.

The chemistry between Cameron Diaz and Justin Timberlake was evident when Diaz presented Timberlake with an award at the 2003 Nickelodeon Kids’ Choice Awards. Their nearly four-year relationship ended amicably in 2007, with both parties expressing mutual respect and continued friendship.

Meanwhile, Alec Baldwin and Kristin Davis had a notable connection during Davis’s time on "Sex and the City." Davis dispelled rumors about a former flame who ended their relationship after she lent him money, making it clear that this was not Baldwin. She noted that Baldwin was already wealthy during their relationship, implying financial support was never an issue.

In the world of celebrity engagements, David Moscow and Kerry Washington were once engaged in 2005 but parted ways two years later. Their relationship remains a lesser-known chapter in their lives.

An unexpected pairing was Madonna and Tupac Shakur. Madonna only confirmed their relationship in 2015, years after the rapper's tragic death in 1996. She explained a 1994 David Letterman interview where her feisty demeanor was linked to her then-dating Tupac, who inspired her zest for life.

Other notable celebrity couples include Jake Gyllenhaal and Reese Witherspoon, who dated during the filming of the 2007 thriller "Rendition." Gyllenhaal admired Witherspoon as one of the smartest and strongest women he’s known.

Reality TV star Scheana Shay detailed her mid-2000s romance with Jesse Metcalfe in her 2025 memoir, recalling intimate moments that felt like a fantasy come true after watching the actor on screen for years.

Before marrying Livia Giuggioli, Colin Firth had a five-year relationship with Meg Tilly. Their son, William Joseph Firth, is also an actor who appeared alongside his father in "Bridget Jones's Baby."

Mandy Moore and tennis star Andy Roddick dated between 2003 and 2004. Moore later reflected on their youthful romance, admitting it ended with a broken heart but fond memories.

Music and TV also have their share of intriguing past romances. One enduring mystery surrounds who inspired Alanis Morissette’s iconic 1995 hit "Ironic." Speculation often points to "Full House" star Dave Coulier, though Morissette denied this in the 2021 documentary "Jagged."

Alanis Morissette also had a four-year relationship with Ryan Reynolds, whom she was engaged to in 2005. Reynolds fondly recalled her music, even when he was dancing to it in private, though the couple parted ways in 2007.

January Jones and Jason Sudeikis briefly dated in 2010 before she moved on to a short romance with Will Forte, showcasing her preference for comedic partners.

Finally, Minnie Driver and Matt Damon had a real-life romance mirroring their on-screen chemistry in "Good Will Hunting." Damon acknowledged their past relationship during a 1998 Oprah Winfrey Show appearance, though he emphasized his current single status at the time.

Each of these relationships, like the story of [strong]Katy Perry[/strong] and [strong]Josh Groban[/strong], highlights the complex and often surprising nature of celebrity romances. Whether lasting or fleeting, these connections continue to fascinate fans and inspire public conversations.

As for [strong]Katy Perry[/strong], her TikTok reaction serves as a reminder that even when relationships end, friendship and humor can endure. Her playful toast to [strong]Josh Groban[/strong] and Natalie McQueen’s engagement encapsulates the lighthearted spirit with which she approaches this chapter of her life, offering fans a glimpse of her personality beyond the headlines.