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Singer-songwriter Josh Groban attends the 70th Annual Tony Awards at The Beacon Theatre on June 12, 2016 in New York City

No wonderJosh Groban’s catalog of love songs is so convincing: He’s been linked to a handful of leading ladies since stepping into the spotlight in the late ’90s, and to hear him tell it, he’s quite the romantic.

“If I’m in a relationship, I’ll go to the ends of the earth,“Groban previously toldElleabout his love life. “If I’m on the road and we have a conversation, and she says, ‘God, I really wish I was there with you right now,’ I’ll hang up the phone, send a car, and have the plane ready.”

Currently, the singer is dating English actressNatalie McQueen, with whom he went Instagram official on Valentine’s Day.

Here’s a look at Groban’s dating history through the years.

January Jones

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Josh Groban and January Jones during Opening Party for the BCBG Max Azria Flagship Store - August 18, 2005 at BCBG Max Azria flagship storeThe Regent Beverly Wilshire H in Beverly Hills, California, United States.

TheMad Menactress and Groban dated from 2003 to 2006, and attended numerous events together during their relationship, including the American Music Awards, Cannes Film Festival, and theVanity FairOscars afterparty.

In June 2006, the singer’s rep, Liz Rosenberg, confirmed to PEOPLE that the couple was “taking a break” from one another, and added, “They remain friends.”

That November, Groban confirmed to PEOPLE that he was dating again following his split from Jones. “I’m a single guy at the moment,” he said at the American Music Awards. “And I’m dating. But it’s hard to date when you’re like, ‘Hi. I’ll see you in three months when I’m back from Europe.’ "

Katy Perry

Katy Perry.Taylor Hill/FilmMagic

Katy Perry

“We’re very good friends. We met before her first album was even released, and we hit it off because we’re both goofballs,” Groban told the magazine.

During an appearance onWatch What Happens Live with Andy Cohenin 2018,Groban reacted to Perry’s song about him, saying, “I was not expecting that. That was a double take and a spit of my coffee when I saw that.”

When asked about their actual relationship, Groban noted that in the end, they realized they were better off as friends.

“We were both very private and we realized we were better as friends and we’ve been very, very good friends to this day. She’s the best,” he said. “I think we’re both very taken at the moment, but it’s very sweet.”

Selma Blair

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Selma Blair

Groban and Selma Blair were briefly linked in July 2010 whenthey were photographed on a movie dateat The Grove in Los Angeles. However, things apparently fizzled out shortly after, as Blair began dating Jason Bleick.

Michelle Trachtenberg

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Michelle Trachtenberg

In August 2011, Groban sparked dating rumors withGossip Girlstar Michelle Trachtenberg asthey were seen leaving dinner together. Though the two never commented on their relationship status, they clearly stayed on good terms.

In January 2014,Trachtenberg tweeted about the singer, writing, “@joshgroban is gone with the wind fabulous @Andy #WWHL,” towhich Groban replied, “@RealMichelleT @Andy takes one to know one! ;)”

Kat Dennings

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Kat Dennings (L) and recording artist Josh Groban attend the 2014 Carousel of Hope Ball presented by Mercedes-Benz at The Beverly Hilton Hotel on October 11, 2014

After Beth Behrs introduced him to her2 Broke Girlscostar Kat Dennings, Groban and Dennings dated from 2014 to 2016. The two went public with their relationship at the Carousel of Hope Ball in Beverly Hills in 2014 and made several red carpet appearances together during their relationship, including the 2015Vanity FairOscar Party and the 2015 Tony Awards.

During a 2015 appearance onTheEllen DeGeneresShow,Groban opened up about his relationship with Dennings, saying that their shared geek status had brought them closer together as a couple.

“Humor is such a huge thing for me, so, you know, the fact that we could talk aboutMonty Pythonand all sorts of weird other things, I was like, ‘Okay yeah, we’re on the same page,’ " he said.

Behrs added that her friends were “nerds at heart” during an interview with PEOPLE in 2015. “They’re in this crazy business, they’re both very calm and mellow and wonderful,” Behrs said. “And he treats her like a princess, and it’s amazing.”

In August 2016, the twosplit after two years of dating. “It was a mutual breakup,” a source told E! News. “They are still friends and care about each other, but it’s not the right time for them now as a couple.”

Schuyler Helford

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Schuyler Helford and Josh Groban attend the 72nd Annual Tony Awards at Radio City Music Hall on June 10, 2018 in New York City.

Although it’s unclear when Groban started dating actress Schuyler Helford — or when they split — they made their public debut as a couple atthe 2018 Tony Awards. The two kept their relationship fairly low-key when they were together, aside from sweet tributes to each other on Instagram.

One of Helford’s last posts about Groban was in March 2021, when she documented the singer’s attempt at recreating the menu from the since-shuttered Souplantation to cheer her up after al ong day. “@joshgroban surprised me with my own Schuyplantation,'“she captioned a video of Groban laughing in the kitchen. “After a deep dive on the internet, he found the original recipes for my favorite dishes and made them from scratch. The chicken soup noodles were extra soggy the way I love them and it all tasted EXACTLY like the original. Best. Gift. Ever. I’m still in shock. ❤️❤️”

Natalie McQueen

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Natalie McQueen and Josh Groban attend The 2023 Met Gala Celebrating “Karl Lagerfeld: A Line Of Beauty” at The Metropolitan Museum of Art on May 01, 2023 in New York City.

In August 2022, McQueen shared a photo of what appeared to beGroban performing on stagewith the caption, “never been so proud ❤️” The following month, McQueen shared aphoto of her and Groban hiking together, referring to the singer as her “boyfriend.”

On Valentine’s Day in 2023,Groban went Instagram official with McQueenas he penned a heartfelt tribute to the West End actress. “Happy Valentines Day to this remarkable woman who makes me so gosh dang stupid happy. ❤️” he captioned a photo of them cuddling in bed.

McQueen also shared the photoon her Instagram account, writing, “Happy Valentine’s Day to the greatest ever. You make me the happiest ❤️”

Craig Barritt/Getty

Natalie McQueen and Josh Groban visit the Zacapa XO x Baccarat Speakeasy at the 76th Annual Tony Awards on June 11, 2023 in New York City.

source: people.com