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Taylor Swift’s Dating Timeline: From Harry Styles to Travis Kelce

From whirlwind flings to long-term love, here’s a quick look at Taylor Swift’s famous relationships leading up to her engagement.

  • Publish date: Thursday، 28 August 2025 Reading time: two min read
Taylor Swift’s Dating Timeline: From Harry Styles to Travis Kelce

It’s official: Travis Kelce just put a ring on Taylor Swift, and Swifties everywhere are screaming. The NFL star reportedly popped the question with a jaw-dropping sparkler, and just like that, one of pop culture’s buzziest romances is headed down the aisle.

But before this love story with Kelce, Taylor’s relationships were the talk of Hollywood, inspiring chart-topping hits and endless fan theories. Let’s rewind through her dating history.

The Early Romances

Joe Jonas (2008) – Taylor’s first public breakup was messy: a 25-second phone call. But hey, it gave us “Forever & Always.”

Taylor Lautner (2009) – Remember “Taylor Squared”? Short but sweet, and it led to “Back to December.”

The Heartbreak Songs

John Mayer (2009–2010) – Their age gap stirred headlines, and the breakup birthed “Dear John.”

Jake Gyllenhaal (2010) – A brief but unforgettable fling, tied forever to “All Too Well.”
Conor Kennedy (2012) – A summer romance with a Kennedy that faded as quickly as it began.

Big Headlines, Bigger Hits

Harry Styles (2012–2013) – The infamous “Haylor” chapter. Out of it came “Style” and “Out of the Woods.”

Calvin Harris (2015–2016) – A long-term love turned sour, even after secretly teaming up on “This Is What You Came For.”

Tom Hiddleston (2016) – PDA, beach trips, and that “I ♥ T.S.” shirt. A whirlwind that burned out fast.

The Quiet Years

Joe Alwyn (2016–2023) – Taylor’s longest relationship. Low profile, deeply personal, and it shaped Folklore and Evermore.

Short but Talked About

Matty Healy (2023) – Rumored, brief, and chaotic, but very on-brand for the Tortured Poets era.

The Fairytale Ending (For Now)

Exactly How Long Have Travis Kelce and Taylor Swift Been Dating?

Travis Kelce (2023–present) – From a friendship bracelet at the Eras Tour to a proposal in a dreamy garden, this is the love story Swifties had been hoping for. The ring? Estimated at up to $2.03 million.

This article was previously published on kuwaitmoments. To see the original article, click here

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