Home Videos Photos Shop
PerezHilton CocoPerez Khloe Selena G. Kanye Teen Mom PerezTV

Hailey Glassman Slutting It Up!

| Filed under: Hot MessThe Gosselins


Check out Hailey Glassman aka Jon Gosselin's ex-girlfriend on the cover of Steppin' Out magazine looking clASSy!


Kinda makes Kate Gosselin's heinous People cover with the hair extensions look pretty good!

This Week In Celebrity Quotes!
This Week In Celebrity Quotes!
12 Reality TV Couples Broken Up By The Spotlight!
The 13 Biggest Celebrity Blowups & Meltdowns of 2013!
Justin Theroux, Matthew McConaughey, And Even Donald Trump -- All The Forgotten Cameos Of Sex And The City
This Week In Celebrity Twitpics & Instagrams!

134 comments to “Hailey Glassman Slutting It Up!”

More comments: [1] 2 »

  1. 1

    Oh dear

  2. 2

    OMG - what a horrible flick…kinda like a cut-rate Whitesnake video from 1987!

  3. 3


  4. 4

    WHORE from hell if you ask me

  5. 5

    LOL! She looks horrible!

  6. 6

    Haha!! This is laughable!! She looks like she got dressed in 1999 and used photoshop to make a fake magazine cover. She needs to realize that nobody is cares and is not interested in her side of the story. Even the whole "we care about what the Gosselin's are doing" phase is over. You were a side story to a pathetic reality tale, darling.

  7. 7

    EWWWWWW she is so ugly.

  8. 8

    WTF? Whoever picked out her wardrobe/accessories is not her friend.

  9. 9

    Holy shit :( That's not attractive at all.

  10. 10

    Sorry, no. Nothing will make Kate Gosselin look good. They're both whores. I think Kate is the worse one in whoring out her children.

  11. 11

    she actually gets uglier by the minute…shes such a fame whore like stop trying to make yourself seem important because you're not you're done with jon doesn't care about you anymore therefore the public doesn't either BYE

  12. 12

    Oooohhhh–Oh Honey—I just—-Oh that's—Oh no–no no no

  13. 13

    Isn't this girl in her early 20's.. Why does she looks like shes 40!!

  14. 14

    In the "Scratching her Crabs" position!

  15. chiro says – reply to this


    This woman is butt ass ugly! People ain't hatin' on her body it's her face!

  16. Ju Ju says – reply to this


    couldn't they have done something with those thighs besides widen her stance? that pose only makes them look really big.

  17. 17

    *fwap fwap fwap fwap*

  18. 18

    That's a joke right?

  19. missB says – reply to this


    she looks like she wants to beat someone up

  20. 20


  21. 21

    Hailey put your pants on, fool!

  22. 22

    LOL OMFG THIS IS HILARIOUS. SHE LOOKS LIKE SUCH WHITE TRASH!!!!!!!!! What a dumb fucking bitch.

  23. 23



    I dont even think haterz r judging.

    shes done

  24. 24

    how can you make one person look SO trashy??? it really looks like they tried extra hard to make her look this bad.

  25. 25

    WOW! this looks like a really bad cover to a 5 dollar porno….

  26. 26

    ummm please tell me this is a fake magazine! I've neverrr heard of it before, it looks so cheap! Cheaper than Hailey looks!

  27. 27

    LOL Seriously, what the fuck is THAT?!

  28. 28

    wow, she is SO not attractive!

  29. 29

    Ugh… fucking hate her constipation looking face. Blech!

  30. 30

    if you look closer she has a dick there!! That’s why she has her hand there. She looks uncomfortable on this shoot… who the fuck wears pink chains with a zebra top ??

  31. 31

    The funny thing is that they probably took 200 pictures and THAT was the best one. LOL Honey quit trying to be something your not.

  32. 32

    What the hell.. LOL

  33. 33

    EWW what a trainwreck!

  34. 34

    I bet Jon regrets breaking up with her now :-)

  35. 35

    Re: Luv My White Cotton Panties – i so agree, a bulge that big comes with a surprise

    well i guess john swings both ways

  36. 36

    that is the most pathetic thing i've seen in a while. what she's wearing looks like some odd halloween costume, and what the fuck magazine even is this???

  37. 37

    Re: Rainydayparade – she needs to be fierce, she has to take a few lessons from tyra

    maybe she wants to be Americas next top model (or john's at least)

  38. 38


  39. 39

    Nice body, but that face….god damn. She has a plastic surgeon for a dad, can't he help her?

  40. 40

    ewwwww! White trash! How old is she again because she looks like a 45 year old hooker from Jersey!

  41. 41

    She looks sad, and scared, and uncomfortable; and like she wanted to please whoever wanted her to pose in that get-up. She looks like a young whore being turned out for the first time by her pimp.

    Can't her family help her? Get her out of the spotlight?

  42. 42

    Re: JulesGules – preach on!!!!!!!! STFU HAILEY no one cares !!! WE all know you were riding JON for your 15 minutes of fame! And they were up a long time ago

  43. 43

    um…who is this? Someone desperate for a new sugar daddy?

  44. 44

    I was embarrassed for her when she took up with Sir Jackhole Gosselin but figured she was a young girl and he would be her "shutter" guy, just unfortunately the public knew about him.
    There are no words to explain this trainwreck…….I am speechless and heartbroken for her parents, what a disappointment……..I'm sure even kate pities her now….

  45. 45

    Come on, this can't be a real magazine, who is going to waste money on that?

  46. 46

    She looks like lady gaga

  47. 47

    where did that dirty slapper find that "outfit"? when i was a kid we used to dress our barbies in bits of cloth we found laying around the house and used rubber bands to keep the clothes on, maybe she used that as her insiration?

  48. 48

    he ew shes so fug! her next career move is porn! with her costar Mr. Bobbett

  49. 49

    Oh no! No no no no no no no! Ugly! She is sooo unattractive. Not cute in any way unless you're into trailer trash in arm bands

  50. 50


  51. 51

    Re: Skromnaya – hey hey come on now, theres no reason to insult Hailey. She does look a bit more feminine than Lady Makes Me GAG

  52. 52

    Re: Skromnaya – please don't insult Lady

  53. 53

    Re: sugarplumgirl19 – WTflyingF?

  54. 54

    She looks ridiculous. A face only a douchebag could love, and the screw over.

  55. 55

    Hailey, Did you not graduate from college? Get an effing job related to your degree, and get the eff out of the spotlight! It's not for you!

  56. 56

    This looks like the layout/photoshop from hell. I have almost no experience with PS and could have done a better job. And the wardrobe looks like something from a really cheap porn. That's actually what I thought this was before I looked at it again and read what's written. "Judge THIS Haters" is hilarious. So what? She has the stomach of an average woman. I don't see a six pack or anything. Or should we be jealous of that hideous leopard bondage get up? I don't get it.

  57. 57

    What. The. Fuck.

  58. 58

    Good God! Nast!!!

  59. 59

    she has a crazy look to her, and why does she think she is famous? who is she? GOOD GOD GO…GO DO SOMETHING PRODUCTIVE WITH YOUR LIFE FAMEWHORE! ha!!!

  60. 60

    she has muffin top and isnt steppin out a gay magazine? what is she doing there??

  61. 61

    We Will Judge This….and suggest you fire the stylist that put that whoretastic look together, although the stylist shouldn't worry they could probably get a job on Jersey Shore or a strip joint which ever offers first.

  62. 62

    Re: PhatLar – its da other way around

  63. 63

    Oh wow. That's trashy. She needs to get out of the spotlight because she's just another dumb hooker trying to make money off these stupid reality stars. Over it.

  64. 64

    I just vomited.

  65. 65

    That has to be one of the worst pictures ever. God she looks FUGLY.

  66. 66

    Good lord! Is she auditioning to be in a Poison video? I haven't seen a look like that since 1989.

  67. 67

    Gross - she's beyond fugly!

  68. 68

    ewwwwww! LOL does she actually think she looks good?

  69. 69


  70. 70

    LOL this can't be a real cover. Oh my..

  71. 71

    that looks like a fake magazine..
    and thats a really attractive picture of her…

    that last statement was dripping with sarcasm btw.

  72. 72

    Ew. I would have wanted a better wardrobe and hair. You should have held out for Maxim at least they have better stylists and airbrushing.

  73. 73


  74. 74

    Im sorry, but that looks aweful!! That top is so horrible!!

  75. 75

    this doesn't even look like a real magazine…

  76. 76

    Re: El loco Norwegian – the smiley at the end made laugh out loud to this comment!! baahaha

  77. 77

    OMG, that is just plain WRONG! Doesn't she understand yet that she is super unattractive???? GO AWAY, HAILEY!!!!!!!!!

  78. 78

    Eww that is so no sexy… and her face looks like shit plus her stomach's obviously photoshopped.

  79. 79

    wow… the only thing that would make this more perfect was if she was leaning up against a camero or t-bird. lol.. holy tacktastic!

  80. 80

    oh my godd. i am SO embarrassed for her. that is like THE worst cover i have ever seen.

  81. 81

    Something about her face doesn't sit right with me. And who in their right mind, or flawed for that matter, would sleep with Jon Gosselin?

  82. 82

    That looks terrible! Someone must not have liked her!

  83. 83

    ew, she looks 50.

  84. 84

    ewww this is so fug!! who the eff styled this? they shouldnt have a job this is soooo awful. I would be mortified if i were her. she looks better in her mug shot.

  85. 85

    Whore! People didn't take you seriously when you were dating the idiot sperm donor. Now you pose like a cheap slut, come on, if you're going to pose half dressed, at least do it with some appeal. You look like a crack whore who is putting out to get her drug. Hmm, maybe you are…fame whore.

  86. 86


  87. 87

    Ooooooh that's terrible

  88. 88

    She looks like a fucking tranny! Not that there's anything wrong with actual trannies… but when you're talking about a biological girl, that's not so much a compliment.

  89. 89

    holy cow, her face is TRAGIC

  90. 90

    Wow, this just looks DESPERATE. And TACKY. Like a deranged hooker. I almost feel bad for her.

  91. 91

    She looks like a man dressed in drag lmao!!!!!She really bneeds to give it up.

  92. 92

    At first I thought you'd made this on one of those websites, Perez.

    I actually had to google it to see if the magazine was real. I can do a better job than that.

  93. 93

    Look at what? She looks like a skank that came from her father's plastic surgery shop!

  94. 94

    She's got one of the most hideous faces I've ever seen. That nose is just uncalled for. And the horrible make up job makes her look like a 45-year-old woman. Ummm and her thighs are ridiculously huge. I feel bad for this desperate creature.

  95. 95

    Ok, it looks like she literally took a scarf out of her mother's dresser drawer and made some kind of a bikini top (I used to do this - when I was 12!). Then she paired it with a pair of panties and every ugly accessory she owns. Not a damn thing matches! Please tell me this isn't real!

  96. 96

    wtf, as if she let herself do that. looks soooo awkward

  97. Juji says – reply to this


    Ew ew ew

  98. 98

    ugly as fuck

  99. Dan85 says – reply to this


    it looks like something Christina Aguilera would wear from her stripped days…oh wait, didnt she wear a scarf for a shirt to the vmas one year??

  100. 100

    what the F is that?!?!?!?!?!?

More comments: [1] 2 »