Joshua Goldman
Joshua Goldman
min read · October 15, 2025 · Entertainment

John Mayer's Friends Hope He Finally 'Setstle Down' with Kat Stickler: A New Chapter?

The Playful Heartthrob's Last Stand?

Is it finally curtain call for John Mayer's notorious playboy ways? The seven-time Grammy Award winner, known for his high-profile relationships with A-listers like Taylor Swift and Jennifer Aniston, seems to have met his match in social media influencer Kat Stickler. But will this budding romance be the one that tames the singer-songwriter's wild heart?

Mayer's history of hookups and breakups is a laundry list of Hollywood's elite: Jessica Simpson, Taylor Swift, Jennifer Aniston, Katy Perry – you name it! The musician's infamous 2010 Playboy interview, where he infamously referred to ex-girlfriend Jessica Simpson as "sexual napalm," cemented his reputation as a legendary lothario.

Reports surfaced this week that Mayer is 'actively pursuing' the content creator, who has a combined 14 million followers across TikTok and Instagram

However, sources close to Mayer claim that the 47-year-old is ready to trade in his carefree bachelor lifestyle for something more substantial. And it seems he's got his eyes on Stickler, 30, who boasts an impressive 14 million followers across Instagram and TikTok.

The rumors began swirling when DeuxMoi reported that Mayer was spotted with Stickler at a private members-only club in New York City. The two were later seen on a dinner date at another exclusive hotspot, Flyfish Club. While neither party has publicly confirmed the romance, insiders claim that Mayer is genuinely smitten and wants to take things to the next level.

"John's friends would love to see him happy in the love department," an insider revealed exclusively to The Scholarly Note. "Fingers are currently crossed, and his friends want something to materialize with Kat."

Mayer's interest in Stickler goes beyond a fleeting fling, according to sources. "He is looking to settle down, and for him, at least, this is more than just a fun connection," they shared.

Stickler, who rose to fame creating TikTok videos with her ex-husband Mike during the pandemic, has been open about her desire to find love again after calling off her engagement with The Bachelorette alum Jason Tartick in 2024. The Florida-based influencer and Mayer have reportedly been getting to know each other, with insiders claiming that both parties are eager to take their relationship to new heights.

"He's absolutely ready for marriage," a source close to Mayer revealed. "Every girlfriend would be a potential wife at this point."

'Fingers are currently crossed, and [Mayer's] friends want something to materialize with Kat,' a source told the Daily Mail

This isn't the first time Mayer has expressed his desire to become a husband and father. In 2021, he confided in pal Andy Cohen that starting a family was the last item on his bucket list: "There's one thing left, and that's wife and kids. That would complete all of it, and I thought about this as recently as last night."

The singer-songwriter's friends are holding their breaths, hoping that Mayer has finally found the one to settle down with. As our insider noted, "John is talented, charming, funny, handsome, and an all-around nice guy. When you're in his orbit, it's very hard for people not to like him."

But will Stickler be the one to bring a sense of stability to Mayer's life? Only time will tell. For now, fans are eagerly awaiting any developments in this budding romance.

'[Mayer] is looking to settle down and his interest in Kat, for him at least, is to be more than a fun fling,' the source said, adding that Stickler also 'seems to be open' to the relationship

The Scholarly Note has reached out to representatives for Mayer and Stickler for comment. As we await further updates on this captivating love story, one thing is certain: John Mayer's playboy days may be numbered.

Pictured: Mayer and Jessica Simpson in May 2007. The former couple dated on-and-off from 2006 to 2010

Mayer moved on with actress Jennifer Aniston after meeting at an Oscars party in February 2008. They broke up in March 2009 (pictured in February 2009)

Mayer's brief fling with Taylor Swift in 2009 (seen) is rumored to have been the inspiration behind Swift's hit song 'Dear John'

Mayer dated Katy Perry on-and-off from 2012 to 2015 (seen in February 2013)

Mayer told pal Andy Cohen in 2021: 'There's one thing left and that's wife and kids'

Stickler announced just over a year ago that she and The Bachelorette alum Jason Tartick had broken up; pictured together in June 2024 in NYC

Stickler (pictured in 2023) shares a daughter, MK, with her ex-husband Mike Stickler. The two married in 2019 but announced their separation in early 2021