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Inside the relationship of billionaire venture capitalist Josh Kushner and model Karlie Kloss, the power couple with unconventional ties to Trump

josh kushner karlie kloss
Joshua Kushner and Karlie Kloss are expecting their third child.

Dia Dipasupil/FilmMagic

  • Billionaire entrepreneur Josh Kushner is married to supermodel and coding advocate Karlie Kloss.
  • Kushner's brother is Jared Kushner, Donald Trump's son-in-law and a former White House advisor.
  • Kushner and Kloss have each revealed they didn't vote for Donald Trump in the 2016 election.

Model Karlie Kloss and venture capitalist Josh Kushner may seem like an odd pairing on the surface, but they've been together since 2012 and have become partners in both life and business.

The couple has kept their relationship under the radar since they first started dating. Kloss and Kushner got married in October 2018 and held a second Western-themed wedding eight months later. Kloss announced on Instagram in March that they are expecting their third child.

Kushner also happens to be the younger brother of former White House advisor Jared Kushner, whose father-in-law is former President Donald Trump. Josh and Jared Kushner's father, real estate developer Charles Kushner, was also pardoned by Trump in 2020.

Charles Kushner pleaded guilty to tax evasion, retaliating against a federal witness, and one count of lying to the FEC in 2005 and served two years in prison. As chairman of Kushner Companies, Charles Kushner admitted to filing false tax returns and recruiting a prostitute to seduce the husband of his sister, who cooperated with authorities, and film the encounter.

Although Kushner and Kloss haven't publicly spoken out against Trump, they have said they didn't vote for him in the 2016 election.

Here's a look at the relationship between Josh Kushner and Karlie Kloss, including their real-estate portfolio and ties to Donald Trump.

This story was originally published in March 2018. It was updated in 2025.

Josh Kushner, 39, founded a venture capital firm called Thrive Capital in 2009 that helped make him a billionaire.
Josh Kushner
Josh Kushner.

Getty / Dimitrios Kambouris

Thrive Capital has made some of its biggest investments in tech startups like grocery delivery service Instacart, stock-trading app Robinhood, and insurance company Lemonade, according to PitchBook.

Because of his investments, Kushner sits on the boards for shaving product maker Harry's and wedding planning platform Zola.

The firm has also invested in companies like Instagram, Stripe, and ClassPass.

Kushner's savvy investments have made him a billionaire with an estimated net worth of $3.8 billion, Forbes reported. Thrive Capital was valued at $5.3 billion in January 2023.

Kushner has also helped start two companies.
josh kushner
Josh Kushner.

Alo Ceballos/GC Images

He cofounded health-insurance startup Oscar in 2012 and real-estate investment company Cadre in 2014.

Oscar, which aims to use tech to provide a more consumer-friendly insurance option, secured $375 million from Alphabet, Google's parent company, in 2018. It is now the third-largest for-profit health insurance company in the US, Forbes reported.

Meanwhile, Cadre was valued at $800 million in 2019, according to Forbes. Kushner founded it with his brother, Jared Kushner.

Meanwhile, 32-year-old Karlie Kloss began working as a model in her teenage years and went on to become a coding advocate.
Karlie Kloss
Karlie Kloss.

Pascal Le Segretain/Getty Images

Kloss skyrocketed to prominence as a Victoria's Secret Angel and became one of the highest-paid supermodels in the industry, Forbes reported.

She also runs a free coding camp for girls. In 2015, Kloss started Kode With Klossy, a charity that encourages girls to get involved in coding and tech.

Kloss and Kushner met and began dating in 2012.
josh kushner karlie kloss
Karlie Kloss and Josh Kushner.

Jackson Lee/GC Images

On June 8, 2016, Kloss shared a photo on X, formerly known as Twitter, of her and Kushner revealing that she had met Kushner exactly four years before, placing their first encounter on June 8, 2012, although it's not known exactly how they met.

Their relationship became public when Kushner was spotted on Kloss' arm at a Victoria's Secret Fashion Show after-party in November 2012, Us Weekly reported.

They have tried to keep their relationship relatively private since then.

In 2013, Kloss said she appreciates Kushner is "so not in fashion" in an interview with People.
josh kushner karlie kloss
Karlie Kloss and Josh Kushner at a Met Gala after-party.

Rebecca Smeyne/Getty Images

"It's really refreshing to leave all the fashion shows and shoots and chaos totally behind," Kloss told People magazine.

Kloss deflected questions about her relationship in a 2016 interview with Elle.
Josh Kushner and Karlie Kloss at a Knicks game
Josh Kushner and Karlie Kloss at a New York Knicks game.

James Devaney/GC Images

Elle magazine's Lotte Jeffs asked Kloss if she and Kushner have a "no phones in the bedroom" rule. Kloss answered by shaking her head and saying, "I keep my phone pretty close to me." She added that she tries to digitally detox once a week.

When asked if technology ever causes arguments in their relationship, Kloss "deftly deflects the question," Jeffs wrote.

The couple has largely avoided talking about politics, which is notable given their ties to the Trump family.
jared kushner josh kushner
Jared Kushner (left) and Josh Kushner.

Chance Yeh/Patrick McMullan via Getty Images

Kushner is the younger brother of Jared Kushner, son-in-law to former president Donald Trump and former senior White House advisor.

Josh Kushner told Forbes in April 2017 that he and Jared Kushner spoke every day, but refused to comment for an Esquire article about his brother in 2016 because he "did not want to say anything that might embarrass him."

However, the couple has publicly stated they didn't vote for Trump in 2016.
Josh Kushner and Karlie Kloss
Josh Kushner and Karlie Kloss at the Sandy Hook Promise Benefit.

Dia Dipasupil/Getty Images

Kloss posted a photo of herself on Instagram in November 2016 filling out an absentee ballot. She included the hashtag #ImWithHer in support of Clinton.

Kushner's spokesperson told Esquire he's a lifelong Democrat and that he didn't vote for Trump.

"It is no secret that liberal values have guided my life and that I have supported political leaders that share similar values," Kushner told Forbes in 2017. 

Neither Kushner nor Kloss attended Trump's inauguration in 2017. Instead, Kushner was spotted at the Women's March in Washington, DC, that weekend.
womens march
Protesters at the Women's March on Washington, DC.

Mario Tama/Getty Images

Kushner told other marchers he was there to observe, The Washingtonian reported.

Kloss also posted a photo on Instagram from the same Women's March, along with an Audre Lorde quote: "Women are powerful and dangerous."

In a 2018 interview with Vogue, Kloss distanced herself from the Trump family's political views.
Karlie Kloss takes a selfie with Michelle Obama
Karlie Kloss, Zendaya, Freida Pinto, and Michelle Obama at NBC's International Day Of The Girl event.

Roy Rochlin/Getty Images

"At the end of the day, I've had to make decisions based on my own moral compass — forget what the public says, forget social media," Kloss told Vogue. "I've chosen to be with the man I love despite the complications."

Kloss also pointed out the sexism in the questions she's frequently asked about her relationship with Kushner. 

"It's frustrating, to be honest, that the spotlight is always shifted away from my career toward my relationship," she said. "I don't think the same happens in conversations with men."

Kloss and Kushner have also shown their support on social media for gun control.
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Josh Kushner at the March For Our Lives protest in 2018.

Noam Galai/WireImage

The couple was spotted in March 2018 at the anti-gun-violence March for Our Lives protest in Washington, DC.

Kloss and Kushner didn't hide their presence at the march: They posted photos on Instagram from the March for Our Lives rally. A few weeks earlier, Kushner made a $50,000 donation to the anti-gun-violence group, Axios reported.

While Trump's first presidency was unpopular in Silicon Valley, Kushner's proximity to the White House didn't appear to slow his career as an investor.
Josh Kushner in New York City.
Josh Kushner in New York City.

Gotham/GC Images

"There is a lot of discussion in the Valley about political tests on both who you'll take money from and who you'll work with," the venture capitalist Marc Andreessen told Forbes in 2017. "Having said that, I haven't yet seen an instance of anyone hesitating to take money from Josh because of the affiliation with his brother."

In July 2018, Kloss and Kushner got engaged after six years of dating.
josh kushner karlie kloss
Karlie Kloss and Josh Kushner in New York City.

Alo Ceballos/GC Images

Kushner proposed "during a romantic weekend together in upstate New York," People magazine reported at the time.

"I love you more than I have words to express," Kloss captioned a photo on X announcing their engagement. "Josh, you're my best friend and my soulmate. I can't wait for forever together. Yes a million times over."

Kloss converted to Judaism shortly before getting engaged to Kushner, who is Jewish.
Josh Kushner and Karlie Kloss
Josh Kushner and Karlie Kloss at an NBA event in Chicago.

Kevin Mazur/Getty Images

Kloss confirmed she had converted to Judaism in a March 2019 appearance on Andy Cohen's "Watch What Happened Live."

The couple got married in October 2018 in upstate New York.
Karlie Kloss poses for a photo at the Whitney Gala.
Karlie Kloss and Josh Kushner at the Whitney Gala.

Lexie Moreland/WWD/Penske Media via Getty Images

The wedding was a small Jewish ceremony with fewer than 80 people in attendance, including Jared Kushner and Ivanka Trump.

"So much love for you both as you begin forever together," Ivanka Trump wrote in a post on X. 

Kloss wore a custom Dior wedding gown with lace sleeves and a flowing train.

"The wedding was intimate and moving," a friend at the ceremony told People magazine. "The couple was beaming with happiness."

In June 2019, the couple held a second wedding celebration at a ranch in Wyoming.
Karlie Kloss and Princess Beatrice
Karlie Kloss with Princess Beatrice, who attended Kloss' second wedding ceremony.

Ilya S. Savenok/Getty Images for Berggruen Institute

Kushner and Kloss' second wedding celebration was held at Brush Creek Ranch, an all-inclusive ranch resort near the Wyoming-Colorado border. The weekend included activities such as horseback riding, paintball, and off-road ATVing.

Photos shared from the wedding show that guests wore Western-themed outfits instead of traditional gowns and tuxedos. Attendees included Diane Von Furstenberg, Orlando Bloom, Katy Perry, Ellie Goulding, Princess Beatrice, and Ashton Kutcher.

Kloss and Kushner's relationship was publicly flamed on a 2020 episode of "Project Runway," which Kloss hosted for two seasons.
Karlie Kloss on "Project Runway."
Karlie Kloss on "Project Runway."

Karolina Wojtasik/Bravo/NBCU Photo Bank/NBCUniversal via Getty Images

Brandon Maxwell, a judge on the fashion design reality competition show, criticized contestant Tyler Neasloney's creation. The assignment had been to design a look for Kloss to wear to a fashion event in Paris, but Maxwell told Neasloney that he couldn't see Kloss wearing the outfit "anywhere."

"Not even to dinner with the Kushners?" Neasloney replied, eliciting gasps from other contestants.

"Keep it to the challenge," Kloss responded. "You really missed the mark here, on all accounts."

When asked about the viral moment on "Watch What Happens Live" with Andy Cohen, Kloss said, "the real tragedy of this whole thing is that no one is talking about how terrible that dress was."

She added: "Andy, I'm sure I'm not the only person in this country who does not necessarily agree with their family on politics. I voted as a Democrat in 2016 and I plan to do the same in 2020."

The couple has two sons, Levi and Elijah, and is expecting their third child.
Josh Kushner and Karlie Kloss on their way to the Met Gala.
Josh Kushner and Karlie Kloss depart for the Met Gala.

Ilya S. Savenok/Getty Images for The Mark

Kloss and Kushner welcomed their first child, Levi, in March 2021.

Kloss revealed her second pregnancy on the red carpet of the 2023 Met Gala while wearing a black Loewe dress designed by Jonathan Anderson. Their son Elijah was born a few months later in July 2023.

In March, Kloss announced her pregnancy with maternity photos on Instagram captioned "Three's a party." In a statement to Vogue confirming her pregnancy, Kloss said that "Josh and I are incredibly grateful for this blessing."

Kloss occasionally shares photos of Kushner on Instagram, where she has 12.6 million followers, but she doesn't show her children's faces.
Karlie Kloss takes a selfie with Joshua Kushner
Joshua Kushner and Karlie Kloss snap a selfie.

James Devaney/Getty Images

Kloss has posted photos of the couple traveling the world and celebrating Kushner's birthday, but she doesn't share much else about their relationship. She also keeps the faces of her young sons hidden in photos.

"I know in my life what really matters to me," Kloss said in an interview with Harper's Bazaar in 2018. "I'm not trying to hide that from the world. I just really like having a more private life."

In 2024, Kushner and Kloss bought Life magazine and announced their plans to revive the iconic photography publication.
Josh Kushner and Karlie Kloss in Paris
Josh Kushner and Karlie Kloss in Paris.

Edward Berthelot/Getty Images

Kushner and Kloss bought the publication rights to Life magazine through Bedford Media, their media startup that also acquired i-D Magazine. They plan to revive the brand as both a print and digital publication.

"We see Life as an uplifting and unifying voice in a chaotic media landscape," Kloss, who serves as CEO of Bedford Media, said in a statement. "While Bedford is a new media company, we are deeply inspired by Life's iconic legacy and ability to connect diverse audiences with universal narratives of humanity."

During the 2024 election cycle, Kushner and Kloss each contributed to Democratic causes.
Karlie Kloss and Joshua Kushner at the Fortune Global Forum.
Karlie Kloss and Joshua Kushner at the Fortune Global Forum.

Jemal Countess/Getty Images for Fortune Media

According to Federal Election Commission data, Kushner contributed $150,000 in February 2024 and an additional $100,000 in April 2024 to Growth Democrats, a political action committee.

Kloss also donated a total of $13,200 to Democratic congressional campaigns in 2024. She gave $3,300 each to Lucas Kunce and Debbie Mucarsel-Powell's Senate races and Whitney Fox and Rep. Darren Soto's House races, FEC data shows.

They also purchased a $29.5 million beachfront house in Malibu.
Josh Kushner and Karlie Kloss hold hands while exiting a car.
Josh Kushner and Karlie Kloss expanded their real-estate portfolio.

Kevork Djansezian/Getty Images

The six-bedroom home is known as Wave House because its architect, Harry Gesner, designed the exterior to look like cresting waves. It was previously owned by Rod Stewart and Mo Ostin, a record executive who signed artists including Jimi Hendrix, Prince, and Madonna.

Read the original article on Business Insider

All of Taylor Swift's celebrity friendships

7 February 2025 at 08:03
Taylor Swift walks the red carpet at the 2025 Grammys.
Taylor Swift has fostered friendships across the entertainment industry.

Matt Winkelmeyer/Getty Images for The Recording Academy

  • Taylor Swift has gotten close with some big names across the entertainment industry over the years. 
  • Emma Stone, Selena Gomez, and Karlie Kloss were some of her early famous friends. 
  • She's also collaborated with several friends, including Jack Antonoff and the Haim sisters.

Taylor Swift is one of the biggest names in music. Her recent Eras Tour was the highest-grossing tour in history, amassing over $2 billion.

Since the beginning of her career, Swift has had dozens of public friendships with the biggest names in Hollywood, music, and more.

Here are all of the singer's celebrity friends and how they met. 

Taylor Swift and the Haim sisters have been close friends and collaborators for years.
Este Haim, Alana Haim, and Danielle Haim at the 2022 Vanity Fair Oscars Party.
Este, Alana, and Danielle Haim at the 2022 Vanity Fair Oscars Party.

Frazer Harrison/Getty Images

The band Haim is made up of three sisters: Este, Danielle, and Alana. Their friendship with Swift started in October 2014 after they both tweeted expressing their love for each other's music.

The next month, the sisters were part of Taylor Swift's 25th birthday celebration at Jingle Ball.

They were then photographed together at the Golden Globes in January 2015 before they all took a trip to Hawaii.

Later that year, the band opened for Swift during part of her 1989 tour.

The Haim sisters were also with Swift when she attended Coachella in 2016 and revealed her iconic "Bleachella" look.

In 2019, Danielle publicly supported Swift when she spoke out against Scooter Braun acquiring Swift's masters.

The band was featured on "No Body, No Crime" from Swift's "Evermore" album in December 2020. A year later, Swift shared pictures on Instagram of her joint birthday party with Alana.

Swift surprised Haim fans by joining the band onstage for a London show in 2022. They sang a mashup of Swift's "Love Story" and Haim's "Gasoline." The sisters also appeared in Swift's music video for her "Midnights" track "Bejeweled" in 2022.

More recently, Haim was one of Swift's opening acts for her Eras Tour.

Dylan O'Brien was a fan of Swift before they became close.
Dylan O'Brien, Taylor Swift, and Sadie Sink smile on the "All Too Well" red carpet.
Dylan O'Brien, Taylor Swift, and Sadie Sink at the premiere of the "All Too Well" short film.

Dimitrios Kambouris / Staff / Getty Images

When Coup de Main magazine interviewed O'Brien in 2021, the actor mentioned being a fan of Swift's music.

O'Brien had previously tweeted about Swift back in 2020, and the interview revealed that he was particularly a fan of "1989" and "Lover" — although he listed plenty of songs he enjoyed from "Folklore" as well.

When Swift rereleased "Red" in November 2021, the actor starred in Swift's short film version of "All Too Well," which premiered alongside the album.

Swift praised his work in an interview with Jimmy Fallon, calling O'Brien prepared, committed, and magnetic.

He also had a surprise credit on Swift's "Midnights" album. He played the drums for the song "Snow on the Beach." 

Swift told Fallon in 2022 that O'Brien happened to be hanging out with her in Jack Antonoff's studio when she was recording the track, and he just started playing the drums.

Selena Gomez has been close friends with Swift for almost 15 years.
Taylor Swift Selena Gomez
Selena Gomez and Taylor Swift at the 2016 Grammys.

Jason Merritt/Getty Images

Gomez and Swift met in 2008 when they were dating Nick and Joe Jonas respectively.

Later that year, Swift went with the actor to the premiere of her film "Another Cinderella Story," marking one of their first public sightings.

The two have been seen together at various award shows throughout the years, and Swift even brought Gomez onstage to perform with her during her 2011 Speak Now tour.

In 2014, Gomez posted a video of her and Swift dancing together at the Met Gala shortly after Swift told E! New how much she valued their friendship. 

Like many of Swift's celebrity friends, Gomez was featured in her 2015 "Bad Blood" music video. Her role was even slightly larger than other celebrity cameos.

Later that year, Swift and Gomez performed together during Swift's 1989 tour. They reunited onstage for the Reputation tour in 2018 as well, and Swift posted about it on Instagram to thank Gomez for being there for her "no matter what."

The two have continued to celebrate each other's projects over the years and share photos together on social media.

While promoting her 2022 documentary, "My Mind and Me," Gomez told Rolling Stone, "My only friend in the industry really is Taylor," which earned her some backlash but highlighted their lasting friendship. 

The friends have continued to support each other online and hang out in person over the past year few years.

Beyoncé and Swift have supported each other for years.
Beyoncé Knowles-Carter and Taylor Swift attend the "Taylor Swift: The Eras Tour" Concert Movie World Premiere on October 11, 2023 in Los Angeles, California.
Beyoncé and Taylor Swift at the "Taylor Swift: The Eras Tour" movie premiere.

John Shearer/Getty Images for TAS

Although the singers continue to be compared against each other, they actually appear to be close. 

During the 2009 MTV Video Music Awards, after Kayne West, now known as Ye, interrupted Swift's acceptance speech for best female video to say Beyoncé should have won, Beyoncé called Swift onstage to let her have a second chance to give her acceptance speech.

The two have continued to publicly cheer for each other at awards shows and attend the same events over the years.

More recently, they each attended the other's film premieres, with Beyoncé at the "Taylor Swift: The Eras Tour" movie premiere in LA and Swift at the "Renaissance: A Film by Beyoncé" premiere in London.

Swift also spoke out against the way she and Beyoncé are compared in her 2023 Time Person of the Year cover story, saying the two refuse to engage in being pitted against each other.

Swift recently presented Beyoncé with the best country album award at the 67th Grammy Awards.

Antonoff and Swift have worked well together for years.
jack antonoff taylor swift
Jack Antonoff and Taylor Swift performing at the 2016 Grammys.

Kevin Winter/WireImage

Swift and Antonoff seem to have met at the 2012 European Music Awards. The two became fast friends and collaborators, with Antonoff cowriting and coproducing "Out of the Woods," "I Wish You Would," and "You Are in Love" on "1989."

Antonoff went on to work on tracks from "Reputation" and "Lover" as well. Fun footage of the pair coming up with the lyrics to "Getaway Car" was later released in the 2020 "Miss Americana" documentary.

The Bleachers frontrunner also joined Swift when she won album of the year at the 2021 Grammys for "Folklore." He wrote and produced multiple tracks on the surprise album and provided vocals and bass for several as well.

He then continued to work with Swift on "Evermore" and "Folklore: The Long Pond Studio Sessions."

In 2022, Antonoff was credited on all 13 main tracks on "Midnights" and a few of the "(3am Edition)" bonus songs, and he appeared in the "Bejeweled" music video. On her latest new album, "The Tortured Poets Department: The Anthology," the producer is credited on eight songs. 

The friends have also shared some sweet moments and photos on social media over the last few years. 

Swift and Aaron Dessner met years before they ever collaborated.
aaron dessner, taylor swift, and jack antonoff at the 2021 grammys
Aaron Dessner and Taylor Swift at the 2021 Grammys.

Jordan Strauss/Invision/AP

Dessner met Swift at a 2014 "Saturday Night Live" show. By then, he'd been a member of The National for 15 years, and he's continued to release new music with his band.

The musician also told Pitchfork in 2020 that Swift came to a National show in 2019 and spoke with him before reaching out to ask if he'd like to work on a song together.

The two wrote and produced songs together on "Folklore" and "Evermore" in 2020. Then, in 2022, they collaborated on tracks for the bonus edition of her "Midnights" album.

When the album dropped, he wrote a touching Instagram post. Part of its caption read, "It's an honor as always to be able to contribute and collaborate with Taylor who never ceases to amaze and delight ..." 

Dessner has also been a surprise musical guest at several of Swift's Eras Tour shows. 

More recently, when Swift released "The Tortured Poets Department: The Anthology" in 2023, the National singer was credited on 15 tracks. 

Ed Sheeran has released a few songs with Swift over the years.
taylor swift ed sheeran jingle ball 2012
Taylor Swift performing with Ed Sheeran in 2012.

Jamie McCarthy/Getty Images

After seeing that Swift wrote his lyrics on her arm during a 2012 show, Sheeran reached out to her team.

They released their first song together, "Everything Has Changed," that same year on Swift's "Red" album. Swift told MTV in 2012 that they wrote the song together while hanging out in her backyard.

Swift and Sheeran performed their duet at the 2012 Jingle Ball, and they've since performed it on each other's tours. Sheeran even opened for Swift's Red tour.

They rerecorded "Everything Has Changed" for "Red (Taylor's Version)" in 2021, and they released a vault track called "Run," which they'd also started writing back in 2012. 

The two have also been friends outside of their working relationship, frequently tagging each other in posts throughout the past decade.

In 2021, the pair made a music video that included actors who were in their original "Everything Has Changed" video from 2012. The following year, the two collaborated once again for Sheeran's "The Joker and the Queen," which the singer had previously released in 2020 as a solo track.

Swift is friends with all the members of Boygenius.
Julien Baker, Lucy Dacus, Taylor Swift, and Phoebe Bridgers at the 66th grammys
Julien Baker, Lucy Dacus, Taylor Swift, and Phoebe Bridgers at the Grammys.

John Shearer/Getty Images for The Recording Academy

Boygenius, a band comprised of Julien Baker, Phoebe Bridgers, and Lucy Dacus, was an opening act for some stops of the Eras Tour in 2023, and Bridgers and Swift collaborated on "Nothing New" from Swift's "Red (Taylor's Version)" album in 2021. 

All four singers were spotted together at the Grammy Awards in 2024.

Many fans also think Swift alludes to Dacus in the titular track of "The Tortured Poets Department."

Swift and Gigi Hadid have consistently supported each other during their eight years of friendship.
taylor swift gigi hadid karlie kloss mtv vmas
Taylor Swift and Gigi Hadid at the 2015 VMAs.

Christopher Polk/Getty Images

The first evidence of Swift and Hadid's friendship was posted by the model herself, who shared a picture of them at an Oscars party in 2014.

Hadid quickly became part of Swift's squad, and they were frequently spotted out together. 

The model also appeared in the "Bad Blood" music video, and she joined Swift onstage during the 1989 tour in 2015.

The two have continued to say positive things about each other throughout the years, both in interviews and via social-media posts.

When Hadid's daughter was born in 2020, Swift even sent her a handmade blanket.

The friends still appear to be on good terms. They're often photographed hanging out together in New York.

Swift's interviews with Fallon show how well the two get along.
Taylor Swift during an interview with host Jimmy Fallon on Monday, October 24, 2022
Taylor Swift on "The Tonight Show Starring Jimmy Fallon" in 2022.

Todd Owyoung/NBC/Getty Images

Swift has appeared on "The Tonight Show" several times over the years.

The singer tends to reveal exclusive scoops to Fallon during their interviews, going back to 2014 when she announced her coming Video Music Awards performance.

The two have also shared emotional moments together. Swift played "New Year's Day" for the first time on TV on Fallon's first episode after his mom died in 2017.

Two years later, the late-night host actually reached out to Swift's mother to surprise the singer by airing footage her mom caught of her after getting Lasik surgery.

Swift appeared on "The Tonight Show" after the release of "Midnights" in 2022 to discuss the album, her famous collaborators, and cat breeds.

They also shared some silly photos from a pizza party Fallon hosted, including one of them and some of their other friends making a human pyramid

Swift wrote a song inspired by Lena Dunham and was even part of the actor's bridal party.
Taylor Swift Lena Dunham
Taylor Swift and Lena Dunham at the 2013 Grammys.

Christopher Polk/Getty

After both women exchanged tweets praising each other's work, Dunham and Swift shared a sweet moment together at the 2013 Grammys.

Later that year, the actor tweeted about having a great time at one of Swift's shows during the Red tour.

Dunham also dated Antonoff for years, and the couple was seen with Swift throughout their relationship. When Swift released "You Are in Love" on the "1989" deluxe album in 2014, she even told MTV that the song was inspired by Antonoff and Dunham's relationship.

Dunham was in Swift's "Bad Blood" music video in 2015 and attended the singer's Reputation tour in 2018.

The two have remained close over the years. Swift was even a bridesmaid in Dunham's small wedding ceremony to Luis Felber in 2021.

When Dunham attended a Philadelphia show of the Eras Tour, Swift played "Forever and Always" as a surprise song per the actor's request. 

Swift has been getting closer with Brittany Mahomes.
taylor swift brittany mahomes nfl game
Taylor Swift and Brittany Mahomes watched a number of Chiefs games together.

Stacy Revere/Getty Images

Swift's current relationship with Kansas City Chiefs player Travis Kelce has led to budding friendships with the wives and family members of other NFL players.

Mahomes, wife of Chiefs quarterback Patrick Mahomes, has been seen with Swift at multiple games in the past year.

Brittany also began to be spotted with the rest of Swift's squad, joining her and other celebrities such as Hadid and Gomez.

However, the two seem to have been photographed together less frequently since articles about Brittany's support for President Donald Trump circulated during the 2024 election.

Regardless, the friends will reunite to watch their significant others play in the 2025 Super Bowl.

Blake Lively and Swift have been close friends since 2015.
Ryan Reynolds, Blake Lively, and Taylor Swift have been friends for a number of years.
Ryan Reynolds, Blake Lively, and Taylor Swift have been friends for a number of years.

Gotham/Getty Images

Lively started hanging out with Swift in 2015. The two were often photographed together and with the rest of Swift's squad.

In 2016, Lively and her husband, Ryan Reynolds, attended Swift's famous Fourth of July party.

Swift stayed close to them both through her pre-"Reputation" hibernation, a time when the singer was rarely seen out in public and seemed to end or pause many of her high-profile friendships.

The "Reputation" track "Gorgeous," released in 2017, features Lively's daughter James' voice, and Swift went on to feature the names of all of Lively and Reynolds' children, Betty, James, and Inez, throughout "Folklore."

Swift has also collaborated with Reynolds. He can be spotted in the singer's 2019 music video for "You Need to Calm Down." Lively then directed Swift's "I Bet You Think About Me" music video in 2021, marking her directorial debut. 

The friends have continued to post sweet photos on social media and support each other's projects.

Some fans even thought Swift may have secretly announced her fourth child's name on "Midnights" — "You're on Your Own Kid" references an ambiguous "Daisy May." However, the couple named their son Olin.

Lively and Swift are often photographed hanging out together, including at Super Bowl LVIII. 

Katy Perry has had a rocky friendship with Swift, but they seem to be on good terms now.
Katy Perry Taylor Swift
Katy Perry and Taylor Swift posing at an award show.

Larry Busacca/Getty Images

Swift and Perry first met at the 2008 MTV Video Music Awards, where they were photographed alongside Miley Cyrus.

They continued to be seen together at award shows and posted photos and tweets celebrating each other.

In 2010, Perry joined Swift during one of her Fearless shows to sing "Hot N Cold."

However, by 2012, tensions between the friends started to rise when Perry began dating Swift's ex, John Mayer.

Their supposed feud made headlines in 2014 after several of Swift's dancers on her Red tour apparently left the show's run early to work with Perry.

Swift seemed to confirm that this was her breaking point with Perry in a 2014 Rolling Stone interview, where she mentioned that another female star "tried to sabotage an entire arena tour." The interview also seemed to confirm that "Bad Blood" was about Perry and details in the song's music video added to the speculation.

In 2016, Perry attended a Kayne West concert and posted a video showing her dancing along to "Famous," which contains a harsh lyric about Swift.

However, Perry reached out to end their fight in 2018 when she sent Swift a literal olive branch. The following year, she appeared in Swift's "You Need to Calm Down" video, notably in a scene that shows the two singers embracing.

When Perry had a daughter in 2020, Swift sent her a hand-embroidered blanket.

Sabrina Carpenter started as a fan and ended up performing at the Eras Tour.
sabrina carpenter taylor swift eras tour
Sabrina Carpenter and Taylor Swift have performed live together.

Don Arnold/TAS24/Getty Images for TAS Rights Management

Carpenter was a fan of Swift long before the two met. She covered Swift's "Picture to Burn" in an online video in 2009 and has mentioned that the older singer is a major inspiration for her music.

Carpenter opened for some stops of the Eras Tour and was spotted attending Coachella sets with Swift the night after performing at the event in 2024.

More recently, Swift and Carpenter shared some touching moments at the 2025 Grammy Awards as they cheered each other on.

Lorde and Swift had a close friendship that seems to have faded over the past few years.
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Taylor Swift and Lorde at the 2016 Vanity Fair Oscar after-party.

Pascal Le Segretain/Getty

Lorde and Swift met in 2014 — Lorde told Fallon that Swift sent her flowers after a show and went with her to Shake Shack after. Throughout that year, they were seen together consistently.

Swift even told PopCrush that Lorde was the first person to hear her full "1989" album.

"She's one of my favorite people to kind of bounce ideas off of — she gives really good advice," she told the publication.

However, in 2017, reports circulated about the two singers fighting, which started after Lorde mentioned the difficulties of being in the public eye with Swift.

While speaking to The Guardian about her friendship with Swift that year, Lorde said, "It's like having a friend with very specific allergies. There are certain places you can't go together. Certain things you can't do. There are these different sets of considerations within the friendship. It's like having a friend with an autoimmune disease."

Per Nylon, Lorde later tweeted an apology after a fan highlighted the comment on the social-media platform. In the now-deleted tweet, she wrote, "Didn't mention taylor, but regardless, i fucked up & that was really insensitive. i'm sorry."

The two have not been seen together much in the years since, despite both working closely with Antonoff.

Emma Stone was one of Swift's earliest celebrity friends.
Emma Stone and Taylor Swift at the "Easy A" premiere on September 13, 2010.
Emma Stone and Taylor Swift at the "Easy A" premiere on September 13, 2010.

John Shearer/Getty Images

Stone met Swift at the 2008 Young Hollywood Awards and later brought Swift to the premiere of "Easy A" in 2010.

Per Digital Spy, in a 2011 PopSugar interview, Swift mentioned Stone as one of her closest friends, along with Gomez.

The two continued to be spotted together over the next few years, and Stone brought her then-boyfriend Andrew Garfield to Swift's 2014 Fourth of July party.

Although E! News reported that the actor attended one of Swift's 1989 tour dates in 2015, she was never brought onstage like other members of the squad.

In 2021, some fans speculated that Swift made a secret cameo in Stone's film "Cruella."

More recently, Stone attended one of Swift's Eras Tour shows. And when "Speak Now (Taylor's Version)" was released in 2023, fans thought the vault track "When Emma Falls in Love" might be about Stone

Todrick Hall was a fan of Swift before they ever collaborated together.
todrick hall taylor swift
Todrick Hall and Taylor Swift at the 2019 VMAs.

Matt Sayles/Invision/AP

Hall first caught Swift's attention in 2015 after posting a video of himself singing a harmonized compilation of her greatest hits. Swift tweeted out praise for the video and invited Hall to meet her backstage during the 1989 tour later that year.

They then worked together on her 2019 music video for "You Need to Calm Down," which listed them both as executive producers. Hall can also be seen in the video walking around a trailer park.

Fun footage of Hall and Swift getting ready together before the Video Music Awards that year was also shown in her "Miss Americana" documentary.

The two are still very supportive of one another on social media, but they haven't been seen together as much in recent years. 

Zoë Kravitz and Swift have been low-key friends for years.
Zoë in a pink strapless column dress with a bow on the neckline.
Zoë Kravitz at the 2022 Oscars.

Mike Coppola/Getty Images

Kravitz and Swift were spotted together at events and dinners as early as 2016. They've been friends since Swift's squad era and seemed to remain close after the rest of the friendship group started to dissolve.

According to Women's Wear Daily, they were even in the same quarantine bubble in 2020 amid the coronavirus pandemic.

In 2022, Swift praised Kravitz's performance as Catwoman in "The Batman" and called the film "phenomenal."

Kravitz also has a writing credit on two tracks of "Midnights": "Lavender Haze" and "Karma." Swift thanked Kravitz for her collaboration on the album in an Instagram post.

The friends are periodically photographed together, usually hanging out with different celebrities. 

Keleigh Teller and Swift have quietly been friends for years.
Taylor Swift and Keleigh Teller at the 81st Annual Golden Globe Awards
Taylor Swift and Keleigh Teller at the Golden Globes.

Francis Specker/CBS via Getty Images

Teller and her husband Miles both starred in Swift's "I Bet You Think About Me" music video in 2021.

But Keleigh and Swift seem to have been friends for years before that. The singer sent flowers to the Tellers to celebrate their marriage in 2019.

The two have continued to be spotted out together. Keleigh even bought Swift a ring for her birthday in December 2023 and helped the singer celebrate the Chiefs' Super Bowl win at the beginning of 2024. 

Swift featured Lana Del Rey in her song "Snow on the Beach."
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Taylor Swift and Lana Del Rey at the 2012 MTV EMAs.

Kevin Mazur/WireImage

Swift and Del Rey were both honored at the 2012 MTV Europe Music Awards, where Del Rey won in the best alternative category and presented Swift with the award for best female artist.

Swift then mentioned Del Rey in a 2019 interview on "The Zane Lowe Show," saying the singer was tied for her "favorite lyricist" along with Fall Out Boy's Pete Wentz.

Del Rey has also worked with Antonoff, and most recently, she was a featured vocalist on the "Midnights" track "Snow on the Beach." But listeners were quick to point out that she had an unexpectedly minor part in the song.

Swift later released "Snow On The Beach (feat. More Lana Del Rey)" in 2023. 

Brendon Urie and Swift praised each other's work for years before they ever worked together on "ME!"
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Brendon Urie and Taylor Swift performing at the Billboard Music Awards in 2019.

Chris Pizzello/Invision/AP

Urie, best known as the frontrunner of Panic! at the Disco, told PopCrush in 2014 that he wanted to work with Swift.

He was also spotted at one of Swift's Reputation shows in 2018 before covering her song "We Are Never Ever Getting Back Together" on a Twitch live stream.

When Swift was on the cover of Elle in April 2019, she praised the Panic! at the Disco song "I Write Sins Not Tragedies" and mentioned that she used to scream along to it with her longtime best friend Abigail Anderson Berard.

Later that month, "ME!," was released as the lead single of Swift's "Lover" album. The song featured Urie and Swift singing together, and he also has a writing credit on the track.

The "ME!" music video shows both musicians surrounded by their respective aesthetics.

Behind-the-scenes footage of Urie and Swift recording the track and discussing the music video was also shown in Swift's "Miss Americana" documentary.

Swift's friendship with Cara Delevingne made frequent headlines during her "1989" era.
taylor swift with her bad blood squad at the 2015 mtv video music awards vmas
Cara Delevingne, Selena Gomez, and Taylor Swift at the 2015 MTV VMAs.

Matt Sayles/Invision/AP

Delevingne was one of several famous friends who Swift met during her performance at the 2013 Victoria's Secret Fashion Show.

The two were often photographed together when Swift was in New York City with her squad.

Delevigne was also featured in the 2015 "Bad Blood" music video as "Mother Chucker," and she attended a Philadelphia show of the 1989 tour.

When Justin Bieber criticized Swift's handling of her situation with Braun in 2019, Delevingne publicly defended her.

Swift and Delevingne still sporadically pop up on each other's social media feeds — including when Swift gifted the model with a "Folklore" cardigan when the album was released in 2020.

Karlie Kloss was a main member of Swift's early squad.
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Taylor Swift and Karlie Kloss seemed to be close friends.

Raymond Hall / Getty Images

Kloss also met Swift during the 2013 Victoria's Secret Fashion Show.

The two took a trip together to Big Sur in 2014 and shared plenty of photos on Instagram, most of which have since been deleted. However, Kloss still has pictures of a daisy on a car dashboard, writing in the sand, and plenty of selfies of the duo up on her page from that time. 

The friends also got ready for the 2014 Met Gala together and were spotted in New York City throughout the year. Later that year, they attended the American Music Awards together, and Swift returned to perform at the Victoria's Secret Fashion Show.

In a 2014 interview with Rolling Stone, Swift said that Kloss frequently stayed over in one of the guest bedrooms in her New York City apartment. The two appeared to be so close that some fans started speculating they were even in a romantic relationship. 

Throughout 2015, they were consistently photographed together with other members of Swift's squad and were even featured together on the cover of Vogue.

In May 2015, the model was one of the many celebrities featured in the "Bad Blood" music video. Swift then rented an NYC apartment near Kloss' in 2016, and the two continued to post about each other throughout the year.

Reports that their friendship ended in 2017 were temporarily squashed after Kloss posted a selfie with Swift at the Reputation tour in 2018.

However, in 2019, Kloss vacationed with Braun after her wedding to Joshua Kushner, which Swift did not appear to attend. That seemed to be the end of their friendship, at least publicly.

Fans were shocked when Kloss attended an LA show of Swift's Eras Tour despite rumors that the friends had fallen out years ago. 

Post Malone and Swift collaborated after years of rumors.
Post Malone
Post Malone is featured on "The Tortured Poets Department: The Anthology."

REUTERS/Mike Blake

Swift and Malone were rumored to be collaborating for years before any actual projects were released.

The singers first met at an awards show back in 2018, and collab rumors grew when Malone started following Swift online in 2022.

The day finally came when the artists released "Fortnight," the first song on "The Tortured Poets Department: The Anthology."

Swift and Rodrigo have shared some cute social-media interactions over the years.
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Olivia Rodrigo at the 2022 iHeartRadio Music Awards.

JC Olivera/Getty Images for iHeartRadio

Rodrigo rose to fame on "High School Musical: The Musical: The Series," and the young star made her love of Swift known early on in her career by covering "1989" track "Cruel Summer" online in 2020. 

Swift then reposted the video, kicking off their cute back-and-forth of online support. The "Midnights" singer even sent Rodrigo a handwritten note and a ring.

Rodrigo later sampled one of Swift's songs, "New Year's Day," on her "Sour" track "1 step forward, 3 steps back."

Swift was also retroactively added the artist as a cowriter on "Deja Vu" because it sounds like her song "Cruel Summer," which seemed to cause a bit of a rift between the two singers.

After the release of Rodrigo's sophomore album, "Guts," some fans are speculating that "The Grudge" was inspired by this rumored feud between Rodrigo and Swift. 

The pair seem to be on better terms now based on their social-media interactions.

Ice Spice is a newer addition to Swift's star-studded group of friends.
Taylor Swift and Ice Spice perform onstage during "Taylor Swift | The Eras Tour" at MetLife Stadium on May 26, 2023 in East Rutherford, New Jersey.
Taylor Swift and Ice Spice performing at Swift's Eras Tour.

Getty/Kevin Mazur

Dominican rapper Ice Spice became a vocal fan of Swift after the release of her "Miss Americana" Netflix documentary in 2020. Two years later, the Bronx native collaborated with Swift on a remix of her "Midnights" track "Karma."

Ice Spice joined Swift onstage at the New Jersey shows on her Eras Tour to perform the song. 

Since then, the friends have been spotted sitting next to each other at award shows and the 2024 Super Bowl.

This story was originally published on December 13, 2023, and most recently updated on February 7, 2025.

Read the original article on Business Insider

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