Did Taylor Swift Lose Her Virginity to Jake Gyllenhaal?

There may be a very good reason why Taylor Swift penned a slew of songs, including “All Too Well” and “The Moment I Knew” about Jake Gyllenhaal--he was her first lover, darlings.

I hear that Tay had intended on saving herself for marriage but was so smitten with Jake–and so totes positive that he was going to wife her up–she changed her mind after just three months of dating.

taylor swift


Personally IDK how T managed to resist J for 90 agonizing days–surely that has to be some type of world record, no? But unfortch for Taylor, her gamble did not pay off–Jake ended up breaking her heart–on her 21st birthday! Taylor fully expected her beau to fly into Nashville for her party at her family’s house, but on the big day, he was a no show.

“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,” whispers a minion. “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.”

jake gyllenhaal


There’s a special place in hell for 1) a party guest who doesn’t show–tres rude, and it’s quite a bit worse when that party guest has just taken your virginity! I too would be devastated.

But do you believe my minion’s tall tale? Do you think that J talked T into bed then left her high and dry on her birthday?



  1. R. Said:

    That’s why she wrote “The moment I knew”.

  2. ohlala Said:

    Wait! Is she 21 and she was a virgin? OMG! Was she waiting for to be a nun and write songs about God?

  3. E Said:

    If you read the lyrics for state of grace, all too well and moment I knew you would have already known all of this :)

  4. Amanda Said:

    Absolutely NOTHING wrong with waiting until marriage! Ohlala can shove that elsewhere. Who judges people for NOT sleeping around????

  5. Carlota Said:

    In fact there’s a song, “the moment I knew”, in the last album that talks about someone important to her not showing to her birthday. And she has said that her 21st birthday was “the worst day of her life” in some interview…
    She have had a shitty love like the rest of the world!

  6. andrea Said:

    There’s a line in All Too Well that goes “After plaid shirt days and nights when you made me your own, Now you mail back my things and I walk home alone” so yeah it’s pretty obvious, but seriouslywhy would you judge her because she wanted to wait till marriage? there’s nothing wrong with that, it’s something to admire because she’s not throwing herself at any single guy she can

  7. Kira Said:

    I dont know if I believe the Virginity thing, it’s highly possible.. but whether or not she lost it to him, not turning up on her birthday is horrible, you can actually feel how much pain she was in by just listening to ‘The Moment I Knew’.

  8. Anna Said:

    Its beyond obvious she lost her virginity to Jake in All Too Well. In one of the last verses she says ”But you keep my old scarf from that very first week because it reminds you of innocence and it smells like me” She’s talking about the innocence she had, her virginity

  9. Andra Said:

    Ohlala you are an idiot. Not everyone is obsessed with losing their virginity,some people like to wait until they are 100% sure and 100% sober when they do it.

  10. drevulphd Said:

    Taylor writes great songs, she is a great performer, but I hate to say it I think she is 3 shades left of a crazy when it comes to guys! Shes is possessive and obsessive, and then down right mean by writing these songs about the guys. Its just like talking about what happened in bed but worse cause its broadcast to the whole world not just your buddy! I would never day her unless I was really desperate for publicity, even thought she is a beautiful girl the negatives outweigh the positives!

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