As Taylor Swift continues to take the world by storm with her “Eras Tour” and Travis Kelce gears up for what insiders believe could be his final NFL season, those closest to the couple say one major milestone is quietly looming. An engagement.

The couple began dating in the summer of 2023, but they didn’t go public with their relationship until September 2023, when Swift attended a Kansas City Chiefs game, sparking widespread media attention.

Now that they’ve been dating for nearly two years, Taylor Swift and Travis Kelce could be getting closer to taking the next big step in their relationship.

According to a source who spoke to the Daily Mail, those in Swift and Kelce’s inner circle are already bracing for a proposal, and Swift’s parents are fully on board.

“Everyone is just waiting for Travis to ask her parents for her hand in marriage,” the insider shared. “Her parents will say yes, and they can’t wait for them to get engaged.”

While no official plans have been confirmed, the source emphasized that it’s not a matter of if, but when.

“Nothing seems to be imminent, but it will 100 percent happen,” they said. “Taylor and Travis are treating this relationship as their last relationship, and when they get engaged, when they get married, and when they start a family, it will be exactly when it is meant to happen.”

So what’s holding things up? Perhaps the biggest clue yet lies in Kelce’s career timeline.

“Once he is done playing, the conversation will be front and center,” the source hinted.

Following a crushing Super Bowl loss to the Philadelphia Eagles, Kelce has reportedly doubled down on his training. “Travis plans to be in the best shape of his life for this upcoming season,” another insider told Daily Mail. “He is treating this as his last.”

With retirement potentially just around the corner, those close to the couple are now eyeing Super Bowl 2026 as a key turning point, not just for Kelce’s football career, but for what many expect to be the beginning of his next chapter with Swift.

As rumors swirl about a potential engagement between Taylor and Travis, the pop icon may be preparing to claim another kind of milestone, one made of gold and shaped like a trophy.

With the 51st Annual American Music Awards fast approaching, all eyes are on Swift, not just for her red carpet presence but for the record-breaking history she could make during the star-studded ceremony.

Already the most awarded artist in AMA history with 40 wins under her belt, Swift has the chance to raise that number to a staggering 46 if she sweeps all six of her 2025 nominations.

Among the most buzzed-about categories? Artist of the Year, a title Swift has claimed an unmatched seven times in the past.

If she takes it home again, she’ll become the first artist ever to win Artist of the Year eight times, further solidifying her legacy as a dominant force in music. Past wins in the category span over a decade, including 2009, 2011, 2013, 2018, 2019, 2020, and 2022.

Swift has also been nominated once again for Favorite Female Pop Artist, a title she’s won seven times. A victory this year would mark her sixth consecutive win in the category and her eighth overall, yet another record-setting milestone.

And let’s not forget “The Tortured Poets Department,” which is up for Favorite Pop/Rock Album. If Swift wins, it will be her sixth time taking home that trophy and her third in a row, setting another AMA precedent as the first artist to win that specific award three consecutive times.

While Swift’s personal life has kept fans speculating, especially with growing whispers about a potential proposal from Kelce, her professional accolades continue to speak volumes. Between dominating the charts, breaking touring records, and rewriting award show history, Swift’s grip on the pop culture landscape remains as strong as ever.