Who Has Katy Perry Dated? 9 Guys Who Kissed the GirlĀ and Liked It

Wedding bells are ringing for Katy Perry! The singer got engaged to longtime boyfriend Orlando Bloom on Valentine's Day, and the engagement got us thinking about the other men who have stolen the sexy singer's heart over the years and inspired a few of her hit songs, too. From her early relationships and marriage to Russell Brand to her on-and-off romance with John Mayer, look back on Katy's dating history here.

01

Justin York

One of Katy's early relationships was with Justin York, a guitarist and the older brother of Paramore's Taylor York. They dated when Katy was 17.

02
Matt Thiessen
Getty | Stephen J. Cohen

Matt Thiessen

Katy dated Matt Thiessen, a guitarist for the Christian rock band Relient K, from 2003 to 2005.

03
Johnny Lewis
Getty | John Sciulli

Johnny Lewis

In 2005, Katy began dating the troubled actor Johnny Lewis. They broke up in 2006 (before her career took off), and he partially inspired the songs "Circle the Drain" and "The One That Got Away." Tragically, the Sons of Anarchy actor was found dead in 2012; Johnny murdered his landlord, Catherine Davis, before falling or jumping to his death from a rooftop. He had a history of drug addiction and arrests, and after his death, a source close to Katy said she was "devastated" by the news, adding, "She could never help him and couldn't [let herself] go in that direction."

04
Travie McCoy
Getty | Chris Polk

Travie McCoy

Katy and Travis "Travie" McCoy began dating in 2006, at the beginning of her career. She and the Gym Class Heroes frontman hooked up after meeting at a recording studio, and she starred as his love interest in the band's video for "Cupid's Chokehold." He reportedly gave Katy a promise ring just before her debut hit, "I Kissed a Girl," was released in 2008, but the couple split a few months later. Travie revealed that Katy ended things with him via email (ouch) but blamed his drug use as the reason for their breakup. "She wasn't stupid. She knew when I was f*cked up," he said during a Behind the Music special in 2012. "I chose drugs over our relationship. As things started taking off for her, the more I started to doubt my role in her life. There were times I felt like a stepping ladder." Travie also partially inspired Katy's 2010 hit "Circle the Drain."

05
Russell Brand
Getty | Jeff Kravitz

Russell Brand

Katy met British comedian and actor Russell Brand in 2008 after filming a cameo for his movie Get Him to the Greek. The scene ended up being cut, but the two struck up a romance after reconnecting at the 2009 MTV VMAs. Their whirlwind relationship led to an engagement, followed by a Hindu wedding ceremony in India in October 2010. But things turned sour, and just 14 months later, Russell reportedly texted Katy to let her know he planned to file for divorce. "Let's just say I haven't heard from him since he texted me saying he was divorcing me December 31, 2011," Katy told Vogue in 2016 when asked if the two kept in contact.

06
Robert Ackroyd
Getty | Stealth/Bauer-Griffin

Robert Ackroyd

After splitting from Russell, Katy began dating Florence + the Machine guitarist Robert Ackroyd. They were seen holding hands at Coachella and hanging out around London together for the first half of 2012.

07
John Mayer
Getty | Kevin Mazur

John Mayer

Katy's most high-profile postdivorce relationship was with singer John Mayer; the two began dating in June 2012 but were rumored to have split later that Summer. They were back on by October, spent the holidays together, and attended the Grammys as a couple before calling things off a second time in March 2013. Three months later they were back on and recorded a duet, "Who You Love," for John's Paradise Valley album. It was smooth sailing for Katy and John until February 2014, when they called it quits again as Katy was preparing to go on her Prismatic world tour. A source close to the couple said at the time, "I can't keep track anymore. But for now, they are done." A few more meet-ups between the two sparked rumors of a reconciliation, but they were never confirmed.

08
Diplo
Getty | Taylor Hill

Diplo

In April 2014, rumors persisted that Katy had moved on from John Mayer with DJ and producer Diplo. They spent time together at Coachella that year and were seen cozying up to each other at the Amazing Spider-Man 2 premiere party and a friend's birthday bash that same month.

09
Orlando Bloom
Getty | Dave M. Benett/VF17

Orlando Bloom

Katy first met Orlando Bloom at a children's benefit event in 2013, but it was their flirty encounter at InStyle's annual Golden Globes afterparty three years later that really got things going. The two were photographed chatting and dancing at the bash, reportedly shared a vape pen outside, and left the party together around 10:45 p.m. In the weeks after their chance meetup, Katy and Orlando went on dates around LA, took a trip to Hawaii, and showed massive PDA during a getaway in Italy.

Orlando and Katy got cozy at the Met Gala and amFAR event in Cannes, dressed up together for Halloween, and visited sick children dressed as Santa and Mrs. Claus during the holidays. Katy also helped throw Orlando a star-studded surprise 40th birthday party in January. At the end of February 2017, just a few days after they attended Vanity Fair's Oscars afterparty together, reps for the couple announced their breakup in a statement: "Before rumors or falsifications get out of hand, we can confirm that Orlando and Katy are taking respectful, loving space at this time."

However, their split didn't last very long, because by March 2018 they were back together, and six months later, Katy and Orlando finally made their red carpet debut as a couple at the Global Ocean Gala in Monaco. Fast forward to present day, and Katy and Orlando are engaged! The actor popped the question to the singer on Valentine's Day. So, let the wedding planning begin!