Nicky Hilton breaks up with Kevin Connolly

October 17th, 2006 // 33 Comments

The second most useless Hilton has reportedly broken up with her boyfriend after a two year relationship. A rep confirmed that Nicky Hilton and Kevin Connolly are “no longer a couple” after she allegedly dumped him because she suspected him of cheating.

Blaming a guy for cheating on a Hilton is like yelling at a kid for wanting a Milky Way when the only candy he’s ever had is toothpaste. Although things wouldn’t have worked out anyway. After seeing the hotel Nicky was working on it would’ve only been a matter of time before Connolly felt bad for taking advantage of the mentally handicapped and broke things off.

Nicky Hilton
Nicky Hilton
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Comments (33)

  1. BastardotheGreat | October 17, 2006 at 11:11 am

    She sucks donkey ballz

    Reply
  2. RenoScarab | October 17, 2006 at 11:12 am

    I wouldn’t let this skank lick my taint, even if she used her sister’s tongue.

    Aggghhhh! Taint herpes!

    Reply
  3. jazzdrummer420 | October 17, 2006 at 11:12 am

    What in gods name is that????
    Some dude doing his best Morrison impersonation with a table cloth he found in the trash?

    Reply
  4. jrzmommy | October 17, 2006 at 11:14 am

    she fell out of the ugly tree and hit every branch on the way down.

    Reply
  5. sharkbite | October 17, 2006 at 11:23 am

    I didn’t even know she was dating someone.

    http://www.scandalsnappers.com

    Reply
  6. RichPort | October 17, 2006 at 11:25 am

    In other news: Kevin Connolly miraculously regains eyesight.

    Reply
  7. Tha-Flash | October 17, 2006 at 11:26 am

    PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP! PUT YOUR HANDS UP!

    PUT YOUR HANDS UP FOR DETROIT!
    I LOVE THE CITY!

    PUT YOUR HANDS UP FOR DETROIT!
    I LOVE THE CITY!

    PUT YOUR HANDS UP FOR DETROIT!
    I LOVE THE CITY!

    Yeah.

    Reply
  8. NipsyHustle | October 17, 2006 at 11:27 am

    hmmm, what guy wouldn’t want to be married to a hilton? you’d always have a place to rest your head.

    no one is trying to give kevin connelly any poon so i suspect this was nikki’s way of breaking up with him without seeming like a heartless bitch. it’s easy. she probably sprinkled a thong or a single earring in his place then went ape shit when she happened to find it. now her friends are showering her with “girls night on” and gifts on them to get her over this “loser” . he looks like a scumbag and she looks like the jilted saint. smart girl.

    Reply
  9. Brain Embolism | October 17, 2006 at 11:35 am

    After he’s fucked Nikki Cox, Nikki Hilton must be like fucking a boy!

    @7 Tha-Flash – Your lowly Tigers haven’t met my NEW YORK METS yet.
    When they do, they’re going to be “Tha-Flash in the pan”

    Good day to you sir or madam.

    Reply
  10. CelebSlam.com | October 17, 2006 at 12:02 pm

    Great picture Nicky!

    *pukes*

    http://www.celebslam.com

    Reply
  11. Spindoc | October 17, 2006 at 12:06 pm

    It goes to show, with a tone of make-up, weird hair, colorful clothes, you really don’t notice just how unattractive she is until you take a close look.

    She looks like she should be out selling crystals and hemp tampons out in Santa cruz.

    Reply
  12. jrzmommy | October 17, 2006 at 12:11 pm

    So that’s what Marilyn Manson looks like without all that ghoully makeup. wow. ugly.

    Reply
  13. BigJim | October 17, 2006 at 12:26 pm

    Milky Ways suck, and so does that blonkey flash fag.

    Reply
  14. Ed Bambrick | October 17, 2006 at 12:42 pm

    Why does every photo of any female celebrity always seem to have a better-looking (relatively speaking)chick behind the subject in question?

    P.S.- TCLTC

    Reply
  15. ElatedPornStar | October 17, 2006 at 1:08 pm

    Those huge glasses aren’t going to hide the fact that my balls look better than you, darling.

    Reply
  16. Italian Stallion | October 17, 2006 at 1:42 pm

    Looks like Willie Nelson in drag to me………..

    Reply
  17. Miette | October 17, 2006 at 2:14 pm

    Wowzer…just because the shirt has a big price tag doesn’t mean you should a) buy it, b) wear it or c) let someone take your picture in it. The big sunglasses trend is the stupidest looking thing EVER.

    Reply
  18. Sheva | October 17, 2006 at 2:20 pm

    Used to think this was the pretty one in the family. Then I saw her on Letterman on my 106″ HD screen. Hmm, something is wrong. This girl is already letting herself go.

    Now someone gets these horrid photos of her. I mean it’s understandable to see a girl walking around in bad clothes with the awful puffy blow up blouse designed for pregger chicks but why would she even be seen outside the house wearing that?

    I hate when chicks let themselves go when they are 23.
    American chicks are getting a bad rep. And these Hilton chicks ain’t helpin.

    Reply
  19. BarbadoSlim | October 17, 2006 at 2:31 pm

    Wasn’t this ho semi-cute at some point? What the hell is going on there? She just passed the point from ugly to buttugly.

    Reply
  20. tsarinaamanda | October 17, 2006 at 3:50 pm

    She looks like that girl from “Welcome to the Dollhouse”, you know, Dawn “Weiner-Dog”? The resemblance is uncanny! And this is the ATTRACTIVE Hilton whore, too.

    Reply
  21. Nick | October 17, 2006 at 4:13 pm

    #16 – HA! Sad But True…

    Reply
  22. G | October 17, 2006 at 4:23 pm

    Nicky looks like that dude from Napoleon Dynamite.

    Reply
  23. InstantAsshat-AddFame | October 17, 2006 at 4:24 pm

    Why is it STILL popular for girls to have such flat hair that it looks like they haven’t washed it for a month? The Avril Lavigne look is OVER! And the fucked-up praying mantic specs don’t give the hair any help.

    Reply
  24. NipsyHustle | October 17, 2006 at 8:27 pm

    apparently along with other 80′s gadgets, it appears that nicki got herself a bedazzler. those rhinestone shorts are killing me softly.

    Reply
  25. The-Guslet | October 18, 2006 at 12:00 am

    She looks kind of horsey.

    Reply
  26. DrunkBlogger | October 18, 2006 at 2:10 am

    That’s weird. I thought it was going to happen after Entourage went off the air for good, not when it was just on hiatus. Hey-yo!

    But bro, like E, banged like 2 broads in a 3some and shit bro.

    Reply
  27. ImaCracka | October 18, 2006 at 5:26 am

    Man I wish she would make a home porn…….

    Reply
  28. mrlithium | October 18, 2006 at 6:07 am

    i hate her fat neck and thighs.

    Reply
  29. tsarinaamanda | October 18, 2006 at 8:18 am

    I just noticed the comment the Superfish guy made about her hotel pitch…yeah, that was quite possibly THE most pathetic, half-assed pile of shit that I’ve ever seen. It looked like something a 3rd-grader would do for a book report! Ugly AND stupid, she’s more like her whore sister than we all thought! And she needs a nose job, stat. That big hooked, Shylock nose just isn’t cute, but then again, neither is the rest of her.

    Reply
  30. yardgraffiti | October 18, 2006 at 11:25 am

    I’d figured it wouldn’t last.

    Reply
  31. JaeMae | October 19, 2006 at 10:30 am

    #20! Weiner dog is my friend! Seriously, I went to high school with her. haha I cant believe she made the superfish… even if it is only in a comment.

    Reply
  32. HollywoodSnark | March 22, 2007 at 10:29 am

    please stop reporting on nobodies!

    Reply
  33. entfan | October 16, 2007 at 9:31 pm

    One year ago today:
    Oh, yeah, this is one of those reasons that Kevin Connolly and Nicky Hilton are not together any longer. She still acts like she’s 17 and he’s a guy’s guy. How did they ever stay together so long?
    You know, the story goes that he cheated on her, and there is never a good reason for that. But, Nicky Hilton always looks like a cold b*tch to Kevin in pictures they took together. She always turned away from him and not into him. Maybe he was seeking affection elsewhere. Remember, people, she left her husband for him.

    Reply

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