What don’t you know about Taylor Swift’s past relationships?

The singer-songwriter is often depicted as one of those stars who always has a new boyfriend.

As she pointed out onTwitter, she sees this as a “deeply sexist” stereotype.

Taylor Swift at the 2021 Grammy Awards

Swift has had a few serious relationships as well as several less serious boyfriends in her time.

For the most part, she’s tried to stay pretty private about her dating life.

And by the sounds of things, it wasn’t always easy.

Sam Armstrong and Taylor Swift

According to several reports, one of her first real high school boyfriends was a boy named Sam Armstrong.

and “True story” (viaBabe.net).

Sounds like Armstrong let it all go and was still a little bitter about it on Twitter.

Brandon Borrello and Taylor Swift

Apparently, she sang “Our Song” at a school talent show.

As theDaily Mailreported, Alford was in the same year as Swift.

The two even ended up getting married.

Young Taylor Swift in a black dress

As Chelsea explained, “We were kind of good friends at school, later not so much.

She dated him, that’s why.”

“We just thought it was funny,” Chelsea revealed.

Taylor Swift and Joe Jonas, split image

“[Jordan] was like, ‘I’m not a redneck!

She makes me look like some redneck!'”

While fans may know that Swift and Jonas dated, they may not remember how it ended.

Taylor Swift and Lucas Till, split image

“That was too much,” she admitted.

But, as things shook out, Jonas and Swift eventually made amends.

“We laugh about it now,” Swift explained (viaElle).

Taylor Swift and Taylor Lautner in Valentine’s Day

At the end of the video, the pair finally confess their feelings for each other at the prom.

At the time, Swift gushed about Till toMTV News.

“He’s absolutely perfect for the part and really fun to be around, too.”

John Mayer and Taylor Swift performing together

While sparks did fly between the co-stars, it didn’t last long.

Later that year, Till toldMTV News, “We dated for a little bit.

But, there was no friction because we were too nice.”

Taylor Swift and Cory Monteith, split image

“That’s the only reason that didn’t work out,” he said.

According toInStyle, the pair probably met while filming the movie “Valentine’s Day.

In a clip, Lautner can be seen awkwardly looking away.

Taylor Swift and Jake Gyllenhaal, split image

“I guess I could have done a little more,” he added.

He then proceeded to act out an alternate version showing off some pretty crazy martial arts skills.

According toBillboard, the pair were only together for a few months at the beginning of 2010.

Chord Overstreet and Taylor Swift applauding

However, we suspect that Swift’s song"Dear John"was inspired by the relationship.

The girl in the dress, cried the whole way home.”

This may be a reference to the fact that she was only 18 years old at the time.

Taylor Swift and Conor Kennedy, split image

Yikes, it doesn’t sound like a particularly healthy relationship.

Apparently, he was “really humiliated” by the song.

“It made me feel terrible,” he confessed.

Taylor Swift Harry Styles

“Because I didn’t deserve it.

I’m pretty good at taking accountability now, and I never did anything to deserve that.”

According toInsider, the pair were together for less than a month.

Taylor Swift and Calvin Harris at an award show

Rumor has it, the brief relationship inspired Swift’s song “Mine.”

While Swift never revealed who the song was based on, many fans think it must be Monteith.

As Swift told Yahoo!

Taylor Swift and Tom Hiddleston walking together

Music, the idea for the song came from one moment.

Sounds like this romance wasn’t meant to be for Swift but it definitely led to an iconic song.

Years later, in a 2020 interview withRolling Stone, Swift spoke about her 2012 album “Red.”

Taylor Swift, Joe Alwyn walking

“I look back on this like this is my only true breakup album,” she revealed.

AsRolling Stonenoted in another article, there are some clues in the album that point to Gyllenhaal.

One person at the game noted that “they looked pretty good together.”

Taylor Swift, Matty Healy together

As a source told the publication, “Chord is into her.

He will definitely pursue this.”

Apparently, they were even thinking about writing a song together.

Taylor Swift, Travis Kelce together

“They never actually dated!”

“No, they were just hanging out…

They got along very well because Chord’s so outgoing and Taylor’s very outgoing.”

Apparently, they bonded when Swift supported Kennedy after his mother’s suicide.

“Taylor was saddened when she heard the details of how Mary Kennedy had died,” Taraborrelli wrote.

The pair broke up after just two months, and Swift sold the house a year later.

And, for Swift, the relationship seems to have led to some serious creativity.

AsBillboardpointed out, Swift had a snowmobiling accident with Styles on a trip to Utah.

And, in 2021, the pair were seen chatting happily at the Grammy Awards.

Shortly after the breakup, it was reported that the relationship fell apart because of a professional feud.

AsTMZexplained, “The problem in the relationship came the day the song was released.”

That day, Harris said he didn’t foresee working with Swift again.

Rolling Stonelater confirmed that Swift had already collaborated with Harris under the pseudonym “Nils Sjoberg.”

Yikes, it’s clear this breakup was a pretty sour one.

Talk about things moving fast!

A source even toldE!

Newsthat Swift already thought Hiddleston was “the one.”

Sounds like this was a real whirlwind summer romance!

After a super public relationship with Tom Hiddleston, Swift was careful to keep this burgeoning romance private.

In fact, Alwyn didn’t speak about Swift in public until 2018.

“So, William Bowery is Joe… as we know,” she explained.

She added that Alwyn had written the entire piano part of her duet, “Exile.”

However, the couple officially parted ways in early 2023 after six years together.

The breakup occurred while Swift was on her Eras Tour.

“The relationship had just run its course,” a source toldEntertainment Tonight.

“It’s why [Alwyn] hasn’t been spotted at any shows.”

In 2023, the pair did make their relationship official.

“She and Matty are madly in love,” a source toldThe Sunin late May.

“It’s super-early days, but it feels right.

They first dated, very briefly, almost ten years ago but timings just didn’t work out.

Taylor and Joe actually split up back in February, so there was absolutely no crossover.”

This came after Kelce attended the Eras Tour a few months earlier in July.

On September 24, Swift was spotted in Kelce’s suite at a Kansas City Chiefs’ game.

Since then, Swift has attended numerous games to cheer Kelce on.

The pair have also been spotted out on a few dates.

Naturally, fans went wild.

As of December 2023, their relationship really does seem to be picture perfect.