ITW: Taylor Swift “has been complaining that love with a teenager is hard”

Trouble in high-school paradise! In Touch Weekly claims that Taylor Swift is finally, FINALLY realizing that it’s actually kind of a bummer to date a dude who is still in high school. While I’m not sure if I really believe this, I’m just thankful that I’m not writing about yet another story about Swifty trying to emotionally blackmail her high-school-junior lover to elope in Las Vegas. I’m just glad I’m not writing about Swifty and Conor having sex in a New England bed & breakfast. I’m just glad I’m not writing about antiquing.

Looks like more teardrops will be falling from Taylor Swift’s guitar! In Touch can reveal that after a summer of love in Hyannis Port, Mass., the 22-year-old is not happy with her romance of just three months with Conor Kennedy, 18.

“She’s been complaining that love with a teenager is hard,” says a source. “She’s tried everything possible, but the long distance is getting to her.”

When Taylor does finally get to see Conor, spending time together is a challenge. He attends Deerfield Academy – where he’s a high school junior despite his age – and the prestigious prep school has strict rules that clash with Swift’s more mature lifestyle.

“He has to be back to his dorm by 9:45 pm during the week… and 11:30 on Saturday nights.”

[From In Touch Weekly, print edition]

I think I might have actually predicted this over the summer…? Didn’t I say something like this? That Swifty would get tired of the high school drama and the prep school schedule after a few months? That it would be “out of sight, out of mind,” like it is for so, so many teenagers? Not that I’m trying to take credit for some bold hypothesis, mind you. I think everyone was thinking, “Yeah, he’s 18 years old and a junior in high school. This isn’t going to last.” What I do find interesting is that we rarely hear stories about Swifty being the dumper, you know? She is the one who is always getting dumped. Which says to me that A) she’s cray and B) she’s the one who sticks around, and she forces the dude to be “the bad guy” and dump her. Good luck and Godspeed, Conor.

PS… Swifty says in a new interview: “I end up in conversations about relationships no matter what. When I talk to fans and I see them in public or I run into them at Starbucks or at the airport or something, they always ask me about their boyfriend issues, and I love it! It’s my favorite thing to talk about. I just love talking about love. I love writing about love. I love thinking about love because it’s so unpredictable.” She says her biggest fear is “losing someone I love.” Yeah. She’s not letting go of Conor. EVER!

Photos courtesy of Fame/Flynet and WENN.

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66 Responses to “ITW: Taylor Swift “has been complaining that love with a teenager is hard””

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  1. Eleonor says:

    She was talking about John Mayer or Conor Kennedy??

  2. Amelia says:

    I have popcorn, Ben & Jerry’s and earplugs, people. Bring on the next break up whinge.
    And I want that top she’s wearing in the first picture. I’m going to go look for a label …

  3. Katie says:

    She is definitely an overly attached girlfriend. It’s sad.

  4. yellowshaba says:

    Her mind is child like filled with puppies, rainbows and happy ever afters. His is teenage filled with boobs booty and getting it in…no wonder her dreams aren’t getting fulfilled lol..

  5. cmc says:

    I feel like 2012 has really unmasked how creepy and obsessive she is. She can no longer use her sweet, flowery words and hide behind her age and inexperience. She’s been in the game long enough that we a realize the only common denominator in her (numerous) failed relationships is her! Good luck, Conor.

  6. Quinn says:

    Ugh…that kid needs a haircut, a shower, whitening tooth paste, tweezers and ProActive. I think Swifty can do better, and that’s really saying something.

  7. brin says:

    We know, Taylor…you are obsessed with love…blah, blah, blah.

  8. Chelley says:

    I’m predicting that they will break up soon and Taylor will write a song about having a summer romance with Prince Charming or something like that. It’s like this girl is purposely getting into relationships that won’t work so she can have more material for her music. God forbid she tried to settle down with a good guy and marry him. What will she do then? No one wants to hear an entire album devoted to her husband. Her fans want to hear her trash talking about her exes.

  9. Zorbitor says:

    I hear Russell Brand is available

  10. L says:

    She IS totally that girl that makes guys break up with her. How else does she get to keep her victim narrative?

    I bet they make it through christmas and then break up before valentines.

    • Roxy says:

      O gawd. It’s the truth. All young guys, break up with their GF around a holiday. Especially V-Day or their anniversary. I don’t know why, they just do. Or close to the girls B’day. Do they not wanna buy her gifts? Does buying her a gift imply a future? But yes, this will happen. But he is at school with only guys, so he cannot meet girls at school. But she can’t patrol him 24-7 online or at parties. He is going to want to be free to party, he** he’s a Kennedy, they like to party. You are correct. Around a holiday, it will end. It always does. Whiny Song to follow.

  11. menlisa says:

    Taylor finally landed her a Kennedy. She will hold on to this one mega tight.

  12. carrie says:

    taylor knows how it’s love is hard with a gay beard,how love is hard with a player and now how love is hard with a teen…..i can’t wait her next whinning song!!!!!

  13. I'm going to Guam! says:

    She’s 22, not 32….Robert Pattinson was 22 when he started dating 17 year old Kristen Stewart and no, I don’t care that he was held back in order to excel in sports hence why he’s still in High School. He’s 18.
    She’s 22.
    I just don’t get the “Oh my gawd, think of the children!!!”
    It’s so bizarre when grown frickin women act like she’s a predator…But then, why am I surprised? When society treats little girls like grown ass women so in their minds Taylor Swift is 32 with the life experience of a 60 year old, only she’s not and she acts like a 12 year old which makes it even more disturbing.
    They infantilize (sp?) men and do the complete opposite with young women and girls. Creepy.

    • lucy2 says:

      I get your point, but it’s still weird to me. He’s a teenager with 2 years left of high school, and she’s an adult with a career, her own home, her own money. A few of her previous boyfriends were in their 30s, and now she’s dating a high schooler?

      I do think a 17 year old girl and a 22 year old guy is sketchy too. At that age a few years makes such a big difference in maturity and where you’re at in life.

    • Erinn says:

      The way I look at it is- I’m 22. I could never handle dating someone in high school. I don’t care if they’re 18, or not. He has two years of school to go, and he’s around people with that high school mentality.

      It’s not just that he’s 18. It’s that he’s 18, and just lost his mother before Taylor started dating him. He was emotionally vulnerable at this point.

      KSTEW at least didn’t have to go to high school classes, and didn’t have dorm curfews. I do think it was a bit sketch with the age difference, but again, she had a different lifestyle.

    • Riana says:

      Agreed Guam.

      I may not agree with the majority of criticism Swift gets, but most of the time I can understand it. But this seems so forced.

      Are the people freaking out about this age gape also flipping out when a college boy is still dating his high school girlfriend? I’d like to believe they have a mini-fit every time they see another relationship with a 4 year gap. That it sends them into heated debates over cradle-robbing and sends shivers down their spine.

      • Erinn says:

        A four year age gap at this developmental level is different than a couple in their 30′s, or 40′s. I get what you’re saying, but there are a bunch of guys my age who tend to date the young girls. I still think it’s disgusting. I don’t care about gender. There’s a difference between a guy in college dating his high school girlfriend if he’s a freshman in college dating a senior in high school.

  14. Jayna says:

    Here’s a news flash, read your local secion and then read the national section, read the arts,secition, on and on broaden your lil ol horizonsons on what you watch.

    By Madonna’s four all,she wrote aobut her death mother, she wrote abut the death of her marriage, she wrote abote a myriad of this in her Like
    a Prayer albulm.

  15. judyjudy says:

    See, this is why I love Kristen Stewart. She’s the anti-Swift.

  16. arock says:

    its not that her musics crap, or that she infantizes everything to the point its uncomfortable, her crap use of lipstick, or even that her bedroom is probably wallpapered in lisa frank….it her bangs. there i said it. i hate her because of her bangs.

    (…..long exhale….)

  17. mln76 says:

    How awful that this idiot would even say Joni Mitchell’s name. Love isn’t the only thing to write about you little twit. What a horrid role-model to young women.

  18. Esmom says:

    Sounds like she’s not complaining about him, just about the restrictions/curfew that come with his age. She sounds like a teenager herself in that regard!

  19. lucy2 says:

    OMG he’s a JUNIOR? Good Lord. Hey, if she sticks around, she can get two proms out of it.

  20. Green is Good says:

    It’s such a pain in the butt when your date has to study for finals and stuff!

  21. EmmaStoneWannabe says:

    Prob hard to think about him right now, with her new album dropping next week. She is on fire and wont let the little girl image of being obsessed with her bf get in the way of that. #teamswiftyforever

  22. Smarty says:

    Canadian here…what grade is ‘junior’? Grade 10?

  23. Loralei says:

    Wow. I never realized how much Conor looks like his mother.

  24. Roxy says:

    Well, he really reminds one of JFK Jr., he’s good looking now, wait till he’s 25! & Thats where Swifty comes in. She’s waiting around, and having sex with him till he’s legal and graduated. But all Kennedys go to Law School. So, she will still have to wait for that, thats what? 6 years of college? So, he will be close to 26 by the time he’s all done and working. He’s late! LOL! Dang, is he dumb or what? Thats 8 yrs, woman! Are ya stupid? He’s a kid and has to grow up and go to school, leave him alone and go be an adult somewhere else. See if he’s still your type when he’s out of school. Jeez…but no, she wants to be a Kenndy BAD! So, she bought a mansion right across the street from his g’ma. That was the weirdest move I have ever heard of. Creepy. Someone in that family is going to marry her, dammit! Cuz she’s not leaving!!! Psycho hose beast!

    • Fleur says:

      He does have the Kennedy cheekbones, but I actually think he’s the near image of his mother. Technically he might be 18, but emotionally he’s probably right around the rest of his peers (hence why he was held back?), a high school junior. He also just lost his mother to suicide. He’s a kid, and a very vulnerable one at that. Seems gross that a 23 year old WOMAN would latch on so hard. Can’t help but wonder what Ms Swift’s PR team thinks of this. It makes her look imbalanced and immature at best, manipulative and predatory at worst. If we switch the genders and she was the teen/junior from the most politically prominent family in the country who’d just lost a parent to suicide, and he were a the world famous twentysomething popstar who had a penchant for writing vindictive songs about his exes and who’d bought a house right next door and checked his junior highschool girlfriend out for bed and breakfast weekends, I think everyone would call that twenty-something a…well, you know. It makes me wonder what the heck is going on in her head. Seriously. It’s probably that she’s just lonely and wants to be needed. But couldn’t she have some other, OLDER guy to latch on to? If this were one of my friends I would want to shake some sense into her.

      From a business perspective it definitely puts a dint in the ‘Swift’ persona they sell. Seems a lot harder not just to stay on brand with sweetness and hand-hearts, but to grow that brand as her demographics grow older when her personal life overwhelms her music like this.

  25. Dusty says:

    When she started to date a vulnerable young man four years younger, I lost all respect for her. The age difference is huge at that time in life. Never mess with the heart of someone trying to recover from a shock – in his case his mom’s sudden death in May as a result of hanging herself. Then Taylor sets her sight on him, goes and buys a home near grandma Ethel and acts like a silly girl not a 22yo woman. Now she is complaining about the relationship. She will ruin this young man. I can not stand the Kennedy’s esp Robert Jr., yet as one who has experienced folks dealing with suicide, the families impacted by suicide are very very delicate for a really really long time, sometimes forever. Shame on Taylor – she is a PREY!

  26. ol cranky says:

    Swifty has yet to have a successful long term relationship and her fans ask for advice on their relationships? !

  27. Madriani's Girl says:

    If my kid was 18 and still a junior, not only would he NOT be dating a 22 year old, I would make sure he never saw her during the school year at all. He needs to be studying. Deerfield isn’t cheap and as long as I’m paying for his education and he’s living under my roof until he graduates, his life would be all about the grades. I don’t know if this entitled little creep is a junior because he started late or was held back; he needs to start paying attention to his future and not mooning over some chick who is only with him because he’s a Kennedy and also just happens to be a nutjob. Also, to say a 22 year old who is still writing songs called “You and I Are Never Ever Getting Back Together” (or whatever that POS is called), has a mature lifestyle, is ridiculous.

  28. kay says:

    I get a creepy Leanne Rimes vibe from her.

    I loved the above poster who said she hats Taylor because of her bangs. me too, and why not?

    I like her stupid music, I won’t actively change the channel, like I do with Gaga.

  29. TheOneAndOnlyOnly says:

    Arock i despise her because her music is infantile suckage I don’t need any other reason – the sad thing is with her new piece of crap coming out, we will see her squinty face everywhere – hell she’s even interviewed in the Wall Street Journal – hello, this is vapid bubblegum crap, why is the Wall street journal and NY Times even paying attention – oh, i know, fear of losing out to someone else.
    She really needed to have the crap kicked out of her in jr. high or high school, something to make her somewhat mature and introduce her to the real world.

  30. DEB says:

    And I’m going to complain that her red lipstick is waaaaay too severe.

  31. Lurkeelee says:

    She should really stop being a pedo and date grown men.

  32. Kath says:

    Why is he still a junior? Did he repeat or something? I finished high school when I was 16, and even then I was well over it. I can’t imagine being in HS until I was 19 or so (shudders).

  33. Izzy says:

    It’s nice that Swifty has finally acknowledged how difficult it must be to be in love with her.

  34. Chloe says:

    haha. I love that they referred to Taylor’s lifestyle as mature. I’m pretty sure she spends her days drawing pictures of unicorns and playing mash. (when not staging lovey photo ops I mean.)