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<p>Katy Perry has dated her fair share of famous dudes over the years.</p>
<p>But despite <a href="https://www.thehollywoodgossip.com/2025/11/katy-perry-orlando-bloom-breakup-explained-bandaids/">splits from Orlando Bloom</a> and Russell Brand falling far more recently on her timeline of heartbreak, it seems that a more distant ex is weighing on her mind this week.</p>
<p>Even diehard fans may not remember this, but way back in 2009, Katy dated Josh Groban.</p>
<figure class="wp-block-image size-large"><img loading="lazy" decoding="async" width="1024" height="683" src="https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-1024x683.jpg" alt="Katy Perry visits the SiriusXM studios on August 19, 2024 in Los Angeles, California. " class="wp-image-554777" srcset="https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-1024x683.jpg 1024w, https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-300x200.jpg 300w, https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-768x512.jpg 768w, https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-2048x1365.jpg 2048w, https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-960x640.jpg 960w, https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-1080x720.jpg 1080w, https://cdn.thehollywoodgossip.com/uploads/2026/05/GettyImages-2167471056-1200x800.jpg 1200w" sizes="auto, (max-width: 760px) calc(100vw - 20px), 720px" /><figcaption class="wp-element-caption">Katy Perry visits the SiriusXM studios on August 19, 2024 in Los Angeles, California. <span class="image-caption-credit"> (Photo by Emma McIntyre/Getty Images for SiriusXM)</span></figcaption></figure>
<p>The relationship didn’t last, but Katy has spoken quite highly of Josh in the years since.</p>
<p>And her reaction to news that Josh is planning a wedding with Natalie McQueen has gained quite the reaction on social media.</p>
<p>Over her song “The One That Got Away,” Katy appeared in a bathrobe in front of a <em>People</em> magazine article about the engagement.</p>
<p>She proceeded to pour herself a massive cocktail before walking off camera in tears.</p>
<p>Yes, she’s clearly joking. But the post has still prompted a re-examination of Katy and Josh’s relationship.</p>
<figure class="wp-block-embed is-type-video is-provider-tiktok wp-block-embed-tiktok"><div class="wp-block-embed__wrapper">
<blockquote class="tiktok-embed" cite="https://www.tiktok.com/@katyperry/video/7638773209927519502" data-video-id="7638773209927519502" data-embed-from="oembed" style="max-width:605px; min-width:325px;"> <section> <a target="_blank" title="@katyperry" href="https://www.tiktok.com/@katyperry?refer=embed">@katyperry</a> <p>congrats 🥂</p> <a target="_blank" title="♬ The One That Got Away - Katy Perry" href="https://www.tiktok.com/music/The-One-That-Got-Away-7608527302834146056?refer=embed">♬ The One That Got Away – Katy Perry</a> </section> </blockquote> <script async src="https://www.tiktok.com/embed.js"></script>
</div></figure>
<p>In a 2013 interview with <a href="https://www.eonline.com/news/383700/josh-groban-talks-about-kinda-sorta-dating-katy-perry-past-relationship-with-january-jones" target="_blank" rel="noreferrer noopener">E! News</a>, Groban explained that he and Perry dated before she hit it big.</p>
<p>“We met before her first album was even released, and we hit it off because we’re both goofballs,” he told the outlet.</p>
<p>Katy spoke about the relationship more recently, telling James Corden in 2017 that Josh was “the one that got away.”</p>
<p>The following year, Andy Cohen asked Groban about how he felt about being crowned Katy’s favorite ex. Josh laughed that he was “not expecting that.”</p>
<p>“That was a double-take and a spit of my coffee when I saw that,” he said, adding:</p>
<p>“It’s very sweet of her to say that. I’m very flattered by it. But I was very surprised by it, too.”</p>
<p>We can’t help but notice that he didn’t return the compliment. We kid!</p>
<p>These days, <a href="https://www.thehollywoodgossip.com/2026/04/katy-perry-pregnant-justin-trudeau-fans/" target="_blank" rel="noreferrer noopener">Katy is dating former Canadian prime minister Justin Trudeau</a>, and she seems to be very happy in her new relationship.</p>
<p>And again, she was clearly joking in her reaction to Josh’s engagement news. We’re sure she’s very happy for both Josh and his bride-to-be.</p>
<p></p>
<p><a href="https://www.thehollywoodgossip.com/2026/05/katy-perry-cries-in-reaction-to-ex-josh-grobans-engagement-whats-going-on-here/">Katy Perry Cries In Reaction to Ex Josh Groban’s Engagement: What’s Going On …</a> was originally published on <a href="https://www.thehollywoodgossip.com">The Hollywood Gossip</a>.</p>
<br /> via The Hollywood Gossip https://ift.tt/x1tnIpO
