Will Taylor Swift bring her high school boyfriend Conor Kennedy to the VMAs?

I really wish we had just a few of the new photos of Taylor Swift and Conor Kennedy from the past week. Over the weekend, they were making out in full view of the paparazzi in Hyannis Port, and Swifty was cavorting around in her modest, vintage-y polka-dotted bikini. The NYDN also got exclusive photos of Swifty and Conor visiting his mom’s grave a few days ago – because apparently the paparazzi don’t even have qualms about taking photos during that sort of thing. Oh, and Swifty was Conor’s date at a Kennedy family wedding over the weekend too. Wow. She really is moving in hard and fast, isn’t she? Damn, Swifty.

As I’ve said before – and I will continue to say – I’ve grown quite creeped out by this whole “romance”. This young man is still in high school/prep school – he doesn’t graduate until next year. And Swifty is already making long-term plans to be with him during his final year of high school too – she bought a house adjacent to the Kennedy compound. Because why not? Ugh. Anyway, People Mag now asks if Swifty is going to bring Conor as her date to this year’s VMAs, which are going down in less than two weeks.

It’s been quite a summer for Taylor Swift and new her beau, Conor Kennedy.

The enamored couple have held hands at a pizzeria in Mount Kisco, N.Y., been welcomed by the Kennedy clan, visited Swift’s hometown of Nashville and escaped to Hyannis Port, Mass. together

Swift, 22, is even reportedly purchasing a 13-room home across the street from Connor’s grandmother, Ethel, in Hyannis Port.

Things are moving quickly for the young couple, but is Kennedy, the 18-year-old son of Robert Kennedy Jr. and the late Mary Kennedy, ready to make his red carpet debut at the MTV VMAs on Sept. 6?

The singer, who is not nominated for any awards, is slated to perform her latest single, “We Are Never Ever Getting Back Together,” for the first time live at the awards show. Fans can’t help but wonder if Kennedy will accompany the Grammy award winner on her big night.

If he attends, Kennedy will have to deal with more than just posing for photos. Swift’s ex-boyfriends, John Mayer, Taylor Lautner and Joe Jonas may also be in attendance.

But there is one major hitch for the couple’s potential date: Kennedy, a senior at a boarding school on the east coast, is due back on campus Sept. 6 – the same day as the awards show – for the beginning of the new school year.

Other scheduled acts at the VMAs include Pink, Alicia Keys, Green Day and One Direction. The VMAs will air live from the Staples Center in Los Angeles.

[From People]

Yes, there’s just SO MUCH high school dramz, isn’t there? Like, literally, there’s drama because her boyfriend is in high school. And beyond that, Joe Jonas will, like, be THERE. AND Taylor Lautner! But I don’t think Swifty should count either of those boys, since it’s not like she really did anything with them, you know? I doubt they even got to second base – or, as Joe Jonas calls it, “The Place Mommy Says Is The Second Most Ickiest Place On A Girl.” No, the real concern is John Mayer, because I’m pretty sure Mayer got to spend time with her in the Biblical high school sense. Jake Gyllenhaal too, but God, I can’t imagine that Jake would come to the VMAs. Especially not when Swifty is singing her latest breakup anthem which I’m assuming is about Jake.

Photos courtesy of WENN, Fame.

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75 Responses to “Will Taylor Swift bring her high school boyfriend Conor Kennedy to the VMAs?”

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  1. brin says:

    She is the new Jackie for the new Camelot. Wait til she starts wearing pillbox hats…ugh.

    • Esmom says:

      Omg. Don’t give her any ideas. The vintage-y/Camelot-y swimsuit with matching red lipstick was hard enough to take. It’s like she’s playing dress-up. And house, with the new house.

      And I can’t think of a better way to smother an 18-year-old kid than buying a house across the street from him. Does she really think they might get married? The kid has a lot of living to do before he should even think about settling down.

      • brin says:

        Agreed.

      • Liberty says:

        + 1. If this was a movie script we’d be saying, too ridiculous. UNLESS IT WAS A COMEDY. Which….gah.

      • MerryHappy says:

        Let’s be fair–she did not JUST decide to start wearing vintage inspired clothes. She’s been wearing floral dresses and high waisted bikinis since she was in the public eye. She likes vintage clothes. Maybe it adds to your creep factor, but she was doing this before Camelot-gate. It’s her schtick a much as it it’s zooey deschanels.

      • Wembley says:

        Hey! Where do you expect the material for the next album to come form? Huh?

        Yeah. Sure. You people just keep wanting new albums. But do you have what it takes to get there. NO! But Taylor does. She’s doing all this for YOU. Her fans. Try appreciating it for once.

        Also, the swimsuit choice is to cover up her Joe Jonas Forever tattoo.

      • Jane says:

        What happened to Taylor’s breasts? First they were blown up and now they are flat again. Maybe she forgot her Kristen Stewart bra. This should be in her next song..They say he is too young, and I’m too old, la, la, la. He can’t go to the VMA’s for it would be past his bedtime. Okay, got my celebitchy done for today.

    • Heebeegeebee says:

      Yes! The creep factor went into overdrive with the house and her outfits there. She really needs to take it down a notch.

  2. Sandy says:

    She should stop writing her songs based on her exes – it used to be a novelty earlier but now it’s bordering on famewhory…and it’s really sad that a girl who’s barely in her mid twenties seems to regard ‘getting a guy’ as # 1 proirity in her life.

    • Hotpockets says:

      That would be the end of her career. I doubt she dates most of these guys, they are just pr stunts, so she can go on to write a fake break up song about them and we can all buy her new single and to try and figure out who it’s about.

    • Kate says:

      Without her exes she is nothing.

    • IzzyB says:

      This song is even more immature and ridiculous than the last.

      I didn’t believe it was possible, and I wish I hadn’t clicked play and found out.

  3. megs283 says:

    About that wedding – did you see that she was reportedly asked not to come (and then she was asked to leave, and didn’t)?

    http://bostonherald.com/track/inside_track/view.bg?articleid=1061154912&position=0

    • brin says:

      How rude!

    • aquarius64 says:

      I just read the article. If this is true, Swifty looks like a social climber. The mother of the bride asked her to leave, and Swifty’s publicist makes it look like the BRIDE wanted her there. Good job PR gal, paint the Kennedy matron as a snob. That’s going to go over well with the family, and hurt your client’s standing with them as well. Another thing PR gal: if Swifty was an invited guest, where’s her invitation? The Kennedys are not the type of people who will let you roll into a wedding unannouced. She probably wasn’t invited b/c she would be a distraction, and the Kennedys forcibly removing Swifty would have made headlines. Walk your back Swifty. Don’t think for one minute that clan won’t make you pay for this gauche behavior. They’ve dealt with troublesome starlets before, and the starlets usually lose.

    • Amelia says:

      That’s disgusting behaviour if those reports are true. Yes, you can *sort of* sing in tune and you’ve got mega bucks, but that does not in any way, shape or form make you a better or superior person to anyone else, and does not give you the right to intrude where you are not wanted. Go sit in the corner Swifty, and preferably, don’t come back.
      Ugh. Rant over.

    • MoxyLady007 says:

      I think it’s on the bf though. If he was all, let’s go to the wedding. Don’t worry my aunt wont care. Etc. It’s not like she showed up solo, you know? She should have left when asked though. That was super rude.

      • Oi says:

        But if she had any social graces at all she would have seen what was going on, and respectfully beat it on her own regardless. She of all people should know about wedding etiquette right? She’s obsessed with them apparently. Maybe speak Now” isn’t so funny. If that story is true, he looks like a show-offy brat and she looks like even worse. I’m beginning to think he’s less her ‘prey’ and more her partner in fame whore crime here.

      • ol cranky says:

        it may be on the bf but Swifty is an adult, not some 18-year old HS senior, and she should have known that you don’t just ask to go to a wedding last minute (I would have asked if he was invited with a guest and, if so, if he RSVP’d as +1 to make sure it was OK to go – apparently he didn’t even RSVP) and when they were asked to leave, she should have been gracious enough to do so, dragging her bf out with her or leaving him behind if he didn’t have the sense to do so.

        I’m not the classiest person in the world but my bf dragging me into that situation and then not leaving when asked probably would have made me realize he was too immature/ignorant/selfish for me and lead me to end the relationship.

    • hoya_chick says:

      WOW, this article is exactly how I picture Swifty really being in reality, not the innocent wallflower she tries to portray herself as being. Spoiled, entitled and a snob. I love the mother of bride’s description of her not listening when she asked her to leave. LOL. She was probably too busy daydreaming about her and Connor’s wedding, cause you know they are going to be together foreva, or at least til he graduates hs.

      Her behavior is rude and tacky. Who does that? Crashes someone’s wedding and then have your publicist basically say the mother of the bride is a liar? And who texts an hour before asking if they can come to someone’s wedding? I think there is a specific set of the Kennedys who like her and the rest feel the way the rest of us do.

      @MoxyLady007 it seems though that Connor was invited and never intended to go because the article says he didn’t rsvp. 18 year old boys just don’t decide to go to weddings an hour before. He probably wasn’t going to go and she heard about it and wanted to go to meet more Kennedys and show off their relationship. Never once thinking that it would be selfish and take attention away from the bride.

      Ps that song of hers is terrible.

    • derpy says:

      That article made my head feel like it was going to explode. How rude of TS, she should have just left when asked instead of ignoring the mother of the bride.

      • Anon says:

        I also agree with T.C.—Lainey is full of it blaming the 18 year old guy (and wants to bash any Kennedy), not even out of school yet. And the poor kid just lost his mother to suicide during a messy divorce (not to mention the many problems of her addiction/mental health). Personally, I think Taylor preys on younger guys and leeches off older ones, then she can play “victim”. Taylor is not so innocent. Wasn’t her first song about her senior boyfriend going away to college when she was just a freshman? Not an innocent girl and she’s the one that calls foul on bullying when in fact, she’s the one manipulating and bullies when she doesn’t get her way.
        PR is Taylor’s middle name…now she thinks she is a young Jacqueline Bouvier or maybe, the late Carolyn Bessette.

    • Eve says:

      I read about that on Laineygossip and came back here to see if Celebitchy was covering it as well:

      http://laineygossip.com/Articles/Details/24409/Taylor-Swift-crashes-Kennedy-wedding

      Totally believe this.

      • T.C. says:

        Eve,
        Just saw that Lainey article with her putting all the blame on Conor. Sorry but Switfy is 4 years OLDER than him and should have know better herself. Plus the Mother of the bride had an objection to SWIFTY being there not Connor because Swifty had all the guests wanting her autograph upstaging the bride. The Mom told the newspaper she politely asked Swifty to leave but she ignored her.

        Conor is to blame for bringing her but she has equal blame for going and more blame for staying AFTER being asked to leave straight up. Lainey’s article proves what I’ve been saying, at the end of this relationship Swifty wi be seen as the love sick VICTIM, making money trashing Conor. The public will buy it because Swifty is pure as driven snow and every Kennedy male is evil narrative. This makes me so mad.

      • Xantha says:

        I agree with TC. Taylor’s old enough to know that sometimes it’s just best to step aside. Be humble and take a backseat. It’s not her day, she more than likely doesn’t know the bride or groom personally so why be there?

        Unfortunately I think it’s been a long time that anyone has told Taylor no and meant it. It would seem that all of the praise, awards, and pats on the back for “Being such a good role model,” have gone to her head and she now thinks she’s untouchable.

        She needs to be careful. All over the gossip blogs if you look at the comments many people are creeped out by her relationship with this barely legal guy. This is the same woman who used her age as a means to play the victim on her song “Dear John,” and now she’s turned around and dating someone who is even younger than she was when she hooked up with John Mayer? Don’t think people forgot about that Taylor.

        And I’m not surprised that Lainey’s taken her side. Lainey’s a major Taylor stan and will side with her on most things. It’s like many of her stans just want to cling to the idea of her being an innocent flower even when there’s evidence to suggest otherwise.

      • Eve says:

        Perhaps I should have been more clear. I meant I totally believe the story (which I first saw on Laineygossip) — that they crashed the party and refused to leave when asked to do so. Not that he was the only one being rude.

        I don’t like Swift — I already said here on Celebitchy that even though she tries really hard to project this “good girl” image, I get a “controlling bitch” vibe from her.

    • Blue says:

      How rude of her. Her publicist is an asshole; calling the mother of the bride a liar. What bride would have no problem sharing the spotlight? Please.

      • Oi says:

        It was either the mother of the bride is a liar, or her BF is a rude little brat. Have to go with the MoB, and of course the bride was happy with her being there! What bride wouldn’t?? She’s a teenybopper pop star! Yeah, not seeing that one either.

  4. samira25 says:

    The fact that he’s still in high school is creepier than the age difference. Taylor has the weirdest taste in boys/men.

    • Esmom says:

      AND according to the wedding crashing article, he’s only going to be a junior! He must have been held back a year (or two).

      • OriginalTiffany says:

        Now wouldn’t you be excited if you got to go to prom and the VMA’s as Swifty’s date all in the SAME year?

        A junior? Is he stupid? Is she? 22 years old dating a junior in HIGH SCHOOL.

      • Jordan says:

        Well, he is a Kennedy. I’m sure his mom committing suicide last May isn’t the only horrible thing to happen in his family. Perhaps he has been pulled out of school a couple times (or more) and is behind. I wouldn’t be surprised.

  5. Jennifer12 says:

    If he’s already eighteen, he should be a college freshman (not much less ickier)- why is he still in high school?

    • hoya_chick says:

      EXACTLY! This is what has been bugging me the whole time. The article that someone posted above about them crashing the wedding says he’ll be a JUNIOR in September! Say what? An 18 year old junior? That means he has 2 years left in hs and when he graduates she’ll be like 24-45 haha. I love it.

      • Esmom says:

        I just posted the same thing. Gross. At least he’ll be away at prep school and not be coming home to his house adjacent to Taylor’s every day. Maybe his classmates will knock some sense into him.

      • Jennifer12 says:

        I have kids with late birthdays (end of the year) and one of them missed the cutoff. However, if he has a summer birthday and just turned eighteen, he should be heading off to college. Just weird.

    • ZigZagZoey says:

      Because he’s not too SWIFT?
      🙂 Sorry, couldn’t resist…

      • Isa says:

        His birthday was just a few weeks ago right? It depends on the cutoff dates for acceptance. A lot of people choose to hold their children back so that instead of being the youngest in their grade they will be the oldest. This happens a lot for boys since they’re “more immature than girls” plus it gives them a slight advantage in sports.
        But if he’s a junior like others said well maybe he got held back a grade.

    • Kim says:

      He is developmentally challenged

    • Sophie says:

      Kennedy boys have always been troublemakers, wouldn’t suprise me if he were held back once or twice.

  6. marie says:

    “Swift’s ex-boyfriends (every dude there) may also be in attendance”

    This is gross, the whole thing seems predatory. I dunno why but I expect her to unhinge her jaw and swallow him whole..

    • QQ says:

      …. And write a lame song about it

      Ita though, creepy, predatory, already clingy as fuck too

      • T.C. says:

        Find a high profile guy to date. Check. Make sure there are pap pictures of you and him everywhere. Check. Have your PR tell the media how much you are into him. Check. Act very creepy and clingy. Check. Wait till guy breaks up with you because you are too clingy, announce it to the public that you are heartbroken, write a bitchy song about him, release the album then collect $55 Million a year. Priceless. Swifty the brilliant business woman posing as innocent victim act continues.

  7. phaksi says:

    her breasts look big in the last picture? Did she really get bolt ons?

    • Esmom says:

      Yeah I just noticed that, what a huge difference. She is frightening. That top picture makes her look especially conniving.

  8. Amelia says:

    New conspiracy theory – aren’t the Kennedy clan fairly close to the Obamas?
    Maybe Swifty’s trying to get a law passed saying every guy that breaks up with you on the phone needs to be put on the heaetbreaker’s register -_-
    Don’t be surprised if you see unicorns and rainbows next time something kicks off in congress.

  9. Skins says:

    This girl is totally whacked! I think she is on some kind of Jackie O fantasy where she will be the new queen of camalot. As far as her boyfriend, I think the key word is BOY, cause thats what he is. Total creepfest!

  10. Ranunculus says:

    Is it just me or does this girl look like she is nuts.

    • hoya_chick says:

      No, it’s not just you.

    • dorothy says:

      Mark my word, this will not end well. Based on the speed this relationship is going, Conner’s age and the fact that she purchased a house next to his family I wouldn’t be suprised to hear an eventual restraining order issued against her.

      • Violet says:

        @dorothy

        This! I can’t believe that she’s a) dating a teenager in high school; and b) that she bought a house next door. That is beyond creepy.

        Plus anyone who’d get involved with John Mayer has got to have a sick kinky side, so you’d think most families would want her to stay the hell away from their baby boy.

        Swifty’s starting to make LeAnn Rimes seem sweet and normal in comparison.

    • Heebeegeebee says:

      Let’s not forget the fact that this is a boy in MOURNING. He cannot be thinking clearly. Shame on her.

  11. Dani says:

    He looks like a CHILD in the picture of them kissing. Oh wait, maybe that’s because he IS a child. She’s so…gross.

  12. dorothy says:

    I’m beginning to think Swift is a tad “off”. This romance is really creepy and has a stalker-like feel to it. If I were Conner’s mom I would put the squash on this one. No way would I want my child invloved with this woman.

    • hoya_chick says:

      Sadly, his mom passed away earlier this summer. It was pretty tragic and graphic. That, along with his age and her many past relationships and how public they ended is why so many people seem to have a problem with their coupling.

    • INeedANap says:

      Dude, his mom killed herself.

  13. ZigZagZoey says:

    Can anyone even try to picture her having sex? (Okay, nobody would want too, I know…) She seems like she would not want/like it in any way…

  14. epmd says:

    my first real love started at his age. It was real…it doesn’t mean it has to last. I am still friends with him 25 years later and probably could have married him if my parents would have let me that young. TS has so much money that she can just sit on the real estate and never have to actually be there. I also think it’s great for Connor to have this sweet romance going on to help him with his mother’s passing. I think he’s a cutie too. they match well.

  15. Oi says:

    I’m sorry, I’m comment happy I know, but this sh!t is making my day. I’ve had it with Swifty and her image. It drives me especially nuts because I’m the same age as she is. Initially I was a casual fan, but now that’s devolved into just disgust. Starting with that piece of crap that is her latest single. The hate is out in full force, so go ahead and bash me when I say I hope this Kennedy thing exposes her some and takes her down a few. I’m actually kinda loving that the wedding story is out there the day her new album is released.

  16. Dany says:

    Oh NO! Could this really be true?? *LOL ;D

    quote:
    “They texted me an hour before the wedding and asked if they could come,” Vicki Kennedy said. “I responded with a very clear, ‘Please do not come.’ They came anyway. … I personally went up to Ms. Swift, whose entrance distracted the entire event, politely introduced myself to her, and asked her as nicely as I could to leave. It was like talking to a ghost. She seemed to look right past me.”
    quote end

    http://www.bostonherald.com/track/inside_track/view.bg?articleid=1061154912&srvc=rss

  17. Talie says:

    OMG, the Boston Herald reported today that he’s only going to be a JUNIOR in high school. WTF? Did he get left back or something?

  18. TheOneAndOnlyOnly says:

    Right on kate; anyone that mentions this squinty eyed talentless teeny bopper in the same sentence as Jackie O. should have their eyes plucked out and their eyes cut off. Are you crazy. ANd yes Oi, i heard that latest “song” co-written with two others btw, and it is awful. I just can’t get over the number of tone deaf tweeners and soccer moms out there. She really doesn’t even sing, just a sort of talk singing in a wisping voice which is what happens when you swallow too much sparkle fairy dust I guess. Thank you zigzagzooey for ruining my lunch and supper (Just kidding.)

  19. Havik says:

    I have a really hard time believing that song is about Gyllenhal; it sounds like a 14 year old writing about another 14 year old!! Yes, I listened to the song. 3 minutes of my life I’ll never get back. (or should I see never ever ever ever ever get back? Uggghhh)

    • Xantha says:

      My theory is that “We are never ever getting back together” is not about any guy. She probably just lied and said that to keep up her image as the perfect girlfriend who gets hurt by douchebags. Bonus points for making herself look desirable by making it seem like a guy would want to get back with her.

      But really given her personality traits and her obsessiveness I don’t see any of her exes wanting to take her back, not even Joe!

    • Erinn says:

      Ahahah my mother could NEVER handle Taylor Swift. Ever since that song has been plastered all over the radio she’s been asking me who it is about.

  20. A says:

    Her eyes give me the creeps

  21. Lol says:

    To all the people going on and on about how gross Taylor is for going out with an 18 year old High Schooler while she’s 22, can I just point out we wouldn’t even be talking about this if he were 22 and she’d be the 18 year old High Schooler? Because for some reason older guy – younger (but legal) girl are socially accepted, while the other way around its something to be talked about. Not that I am saying this is true love or anything, but can we maybe not bash Taylor for going out with a younger guy, when 4 years is a perfectly normal age difference.

    • flutters says:

      No, you’d be seeing the same creep factor among commentators if the older person were male. Especially if there were the same appearances that the relationship started before the younger party turned 18. In fact I remember a lot of talk about this issue when Miley Cyrus started dating Liam Hemsworth. She was either 16 or 17, and he was 19 at the time. So, there’s no double standard.

      So, did the PR mess that came from the talk of Taylor buying that home in Hyannis Port lead Taylor to back off from buying the home?

  22. amanda says:

    She did not buy the house… but keep printing that!!!

    http://perezhilton.com/2012-08-22-taylor-swift-didnt-buy-house

    • Esmom says:

      Well what do you know. I’m guessing someone on her PR team got her to back off, knowing how stalker-ish it made her appear.

      And, ugh, that getup she’s wearing on that link…she looks like a bad-postured Minnie Mouse. Especially with the polka dot bow tie headband.

  23. Anon says:

    “Venus: The Dark Side” = Taylor Swift

  24. Deeana says:

    Even having started first grade late, to be 18 and just entering the JUNIOR year in high school is certainly an indication that something is NOT at all right with the young man.

    Especially when he attends a very outstanding prep school where he would have easy access to one-on-one tutoring as needed, etc. Plus, undoubtedly, an environment where instructors would surely WANT to pass him to the next grade level.

    To the person who posted that he is mentally challenged, were you joking is is this known to be true?

    He was just recently appointed Executor of his mother’s estate, by the way. (Dad Robert Kennedy wanted the position but didn’t get it. Judge appointed this kid – along with a team of legal advisors.)

    Strange girl. And I too have always thought she has that crazed look in her eyes.

  25. Mary says:

    Has anyone questioned if this boy has fetal alcohol spectrum disorder( FAS or FASD)? I read his mother struggled with alcoholism, he has some of the associated facial features and now I reading about learning issues and poor social skills ( crashing the wedding). I very much hope I am wrong…. I would make this an even more tragic situation..