Gyllenhaal Gave Swift
A B-Day Breakup

Taylor Swift's breakups have been made pretty public, but was it Jake Gyllenhaal who took her virginity and left her crying in a bathroom?
Did Taylor Swift lose her virginity to Jake Gyllenhaal?
Photo credit: FayesVision/

Taylor Swift's heartbreak is always going to make headlines, or hit tracks, but the latest rumors really make you feel sorry for the songstress.

Out of all of Swifty's boyfriends, it appears Jake Gyllenhaal really hurt her the most, and he destroyed her 21st birthday party just a few years ago.

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According to Radar Online, a source revealed that the "I Knew You Were Trouble" hit maker was so in love with the Prisoners actor that she was willing to break her rules about no sex before marriage and give him her virginity.

The source said, "She thought she was going to marry Jake, that's how in love she was with him."

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However, like with most Hollywood romances, things did not go as planned, and instead of enjoying her 21st birthday bash with her boyfriend at her side, Swift found herself boyfriendless and crying in the bathroom.

The source allegedly revealed, "The day before — all was set — he was coming, no issues. But the day of, she doesn't hear from him at all. No texts, no calls."

"Taylor thought maybe he was planning some sort of surprise. Nope. He didn't show up and she locked herself in the bathroom and cried the entire night."

Beware of the serial dater: Jake Gyllenhaal >>

The 24-year-old beauty may have moved on with her life now, but apparently she used Gyllenhaal — like all of her ex-boyfriends — for inspiration behind her hit album RED.

In fact, according to Radar Online, "Her breakup with Jake inspired every word of RED." And the song "The Moment I Knew" is said to detail Swift's awful 21st birthday.

The source revealed, "The song that specifically references this 'event' is 'The Moment I Knew.' They lyrics are all about her birthday party and Jake not showing up. (sic)"

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The lyrics certainly suggest this may be the case as they say, "You should've been there, should've burst through the door."

Regardless of Swift's past heartbreak, we're glad she appears to be in a better, happier place these days. Bye, Jake Gyllenhaal!


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Comments on "Did Taylor Swift lose her virginity to Jake Gyllenhaal?"

RocketRocket March 20, 2014 | 12:23 AM

So maybe that's why her album title is Red, on account of the popped cherry.

Onsetbeachbum February 26, 2014 | 11:09 PM

First and foremost: I can't understand why people always say: "he took her virginity". No, She gave her virginity. One must assume she was a bad lay to begin with and maybe it was a little karma for writing all of her music on broken relationships, we all know she's had more boyfriends before age 21 than most have had in their lives and she's making money from them.

eve's February 21, 2014 | 9:16 PM

I feel sad with all the ignorants in this world. She is just a girl with a lot of talent to chosse to share personal experience with her fans because she loves them, and also because that make her fames. Dating a lot guys dont make her a slot, because in reality a girl dont find Mr. rigth in the first guy they meet, and becuase she is not been a hypocrit. Also if she loose it or not with Jake that is between them and if she decide to share please dont get all crazy jugdging we're all NOT PERFECT... Difference is we are normal people with a secure line (not artist). I think Jake new that Taylor will write about a crazy love and more if he do his job rigth, and took advantage. Is funny that he wasnt even mad of her songs but he still have another woman. Honestly she is to admire> People focus in the talents, in the good and keep it alive . Dont destroy careers or a brilliant future for just the love of it. Team Taylor

Swiftie for life February 21, 2014 | 4:22 PM

Why the hell are y'all worrieing about this 3 yrs later

steve February 21, 2014 | 5:03 AM

ewmily,I think there are articles about this because of her performance of "All too well" at the recent Grammy Awards show.It was great!

James Nelson February 20, 2014 | 5:14 PM

There is some sort of confusion in the write-up of this article. It is said that 'a source' revealed blah, blah, that Taylor was willing to break her rules about before marriage. As a fellow Christian, along with Taylor Swift, I am 'swift' to tell you that these are not just Taylor's rules; these are Bible rules. "Know ye not that the unrighteous shall not inherit the kingdom of God? Be not deceived: neither fornicators, nor idolaters, nor adulterers, nor effeminate, nor abusers of themselves with mankind," (1 Cor 6:9). This verse along with others makes it clear that our Lord Jesus the judge is strict about before marriage. Taylor is not only set against breaking her rule, she is set against breaking the Lord's rule about fornicators, and she is fearfully set against fornication. She understands the wrath of God against those who make light of, and set aside, basic 'laws of the Lord.' No, I do not believe she has had yet, and she is against hurting the Holy Spirit whose habitation is in her mind, heart, and body (the temple of the Spirit.)

no name February 20, 2014 | 2:34 AM

its all nonsense, taylor doesnt use his boyfriends for inspiration, she is innocent, this sites are all dying to make false rumours who are famous and loved by people. obviously they are jelouse of taylor's position. taylor all the way! we love with all the faults in you though you dont have any!!! :))))))))

NM February 19, 2014 | 9:58 PM

Your comments don't make sense. Radar online is the first one that reported this. Your perception is that she is playing the victim; but you know that gossip sites have a tendency of making up false articles based on so-called "sources". And this has been a mythology ever since the beginning. Taylor does not need to save face with her fans either, because truly, she is respected for who she is. It is others who would like to see her fail who are the jealous ones, such as you, yourself. I am certain that her fans do not make an issue of who Taylor has dated or has been deflowered by. God, if that were an issue, you might as well doom all of Hollywood.

Emily February 19, 2014 | 8:10 PM

why are there so many articles about this? they broke up 4 years ago, why does any of this matter now?

Secrets February 19, 2014 | 2:02 PM

Wow how can you be a virgin twice? I thought she gave up to John Mayer hence the whole Dear John crap. Joe Jonas is so proud he didn't touch that. I cry Taylor trying to stay in the news, she dated Jake 3 months during her last tour and he was promoting a movie. If we are to believe that Taylor thought she was getting after what a handful of dates, then this girl needs help seriously, Or could it be Taylor is trying to save face with her fans because someone else has some dirt on her that would shatter her pristine image with her delusional fans? Taylor is trying to play the victim once again but this time to cover up something.

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