Claudia Oshry: Taylor Swift is intellectually out of Travis Kelce’s league — but that’s why people love them

She belongs with him.

Claudia Oshry believes Taylor Swift and Travis Kelce are meant to be — despite the pop superstar being too much of a mastermind for the NFL player.

“She’s so out of his league, especially, like, in an intellectual sense,” the Girl With No Job creator tells Page Six exclusively in our new video studio while celebrating the sixth anniversary of her and her sister Jackie Oshry’s podcast, “The Toast.”

Claudia Oshry and Jackie Oshry in the Page Six TV Studio.
Claudia Oshry believes Taylor Swift is out of Travis Kelce’s league.Annie Wermiel/NY Post

Claudia Oshry and Jackie Oshry in the Page Six TV Studio.
She and her sister Jackie Oshry agree that the couple’s differences make their relationship work.Annie Wermiel/NY Post


“And I think that’s why so many people love it,” she adds of the couple’s nearly year-long relationship.
Claudia, 29, notes that Swift, 34, is a “poet” and the “mind of a generation,” whereas Kelce, also 34, is “silly and goofy.” 

“It’s kind of an unlikely pairing,” she says. “It just makes sense. We’re obsessed.”

Claudia Oshry and Jackie Oshry in the Page Six TV Studio.


“I’m sure some fans of his would be like, ‘He’s so much greater than her.’ And then fans of hers are like, you know, ‘There’s no matching her,’” Jackie says.Annie Wermiel/NY Post

Claudia Oshry and Jackie Oshry in the Page Six TV Studio.


“She’s so out of his league, especially, like, in an intellectual sense,” Claudia adds.Annie Wermiel/NY Post
Jackie, 31, agrees that the romance works so well because of the high-profile pair’s differing personalities and talents.

“I think they’re in separate leagues, which is what makes it so great, because I’m sure some fans of his would be like, ‘He’s so much greater than her.’ And then fans of hers are like, you know, ‘There’s no matching her,’” she tells us.

The Readheads Book Club founder thinks the 14-time Grammy winner and the three-time Super Bowl champion are the best in their respective industries.

“They can relate on that level of, like, being the greatest,” she says.

Claudia Oshry and Jackie Oshry in the Page Six TV Studio.
Claudia calls the athlete and the singer an “unlikely pairing.”Annie Wermiel/NY Post

Claudia Oshry and Jackie Oshry in the Page Six TV Studio.
“We’re obsessed,” Claudia admits.Annie Wermiel/NY Post
While Swift has a history of dating famous men, the sisters acknowledge that all of her exes were intellectual artists, while Kelce is “just having fun” with life.

“He’s just, like, an American meathead,” Claudia jokes, adding that the “Cruel Summer” singer missed that “lightness” in her previous relationships.

Jackie concurs that Swift is at a point in life where she does not need to be “so serious” all the time.

Taylor Swift and Travis Kelce holding hands in Las Vegas.
The couple started dating last summer.Danny Mahoney/Wynn Las Vegas / MEGA

Taylor Swift and Travis Kelce holding hands in New York City.
They went public in September 2023.GC Images
“I feel like she’s at a point in her life where she should just be able to have fun and enjoy the fruits of her labor and be able to, like, just go out to a restaurant with her boyfriend and not, like, worry, ‘What does he think about this?’ Like, he’s not thinking about this! He likes the meal!” she says.

With a laugh, Claudia adds of the Kansas City Chiefs tight end, “He’s not thinking.”

As for whether the influencers would rather hypothetically date Travis or his older brother, Jason Kelce, Claudia and Jackie have differing views.

Taylor Swift performing on stage.
Claudia views Swift as the “mind of a generation.”Getty Images for TAS Rights Management

Travis Kelce holding a Super Bowl trophy.
Jackie says the couple can relate on being the top people in their industries.
Claudia shares that she would choose to be in a relationship with Travis because of his looks and fame. 

“I think Travis is more my type physically,” she explains. “He’s more famous. And if you’re going to date a celebrity, you know, you gotta go all the way.”

Jackie, for her part, sees herself as a “Jason girlie.”

“We listen to their [‘New Heights’] podcast sometimes, and I just like his sense of humor, like, conversationally,” she says of the retired Philadelphia Eagles center, 36, who is married to Kylie Kelce.


“I feel like she’s at a point in her life where she should just be able to have fun and enjoy the fruits of her labor,” Jackie explains.Getty Images


Even if Swift and Kelce don’t last, the Oshry sisters say their love of football will.
While they do not share the same taste in men, Claudia and Jackie have vowed to remain football fans even if Travis and Swift were to break up one day. 

“We’re in it for life,” Claudia says. “We respect the game, and we have kind of, sort of fallen in love with the sport.”

Swift and Travis have been dating since last summer and confirmed their relationship in September 2023.

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