Jon Gosselin’s girlfriend seems classy

July 15th, 2009 // 155 Comments

Seen here in photos taken from her Facebook page and passed around the Internet like the blunts she enjoys lighting, Hailey Glassman is apparently using her relationship with Jon Gosselin to get famous, according to Us Weekly:

Glassman — whose father performed Kate’s 2006 tummy tuck — has tried out for MTV’s Real World and Oxygen’s Bad Girls Club.
“I think after realizing she had a connection to Jon through her father and that Jon and Kate’s marriage was rocky, she saw an opportunity to get famous,” one of Glassman’s pals tells Us.
James Appleton, who describes himself as her “hookup friend,” tells Us Glassman dropped him abruptly just before news of the pair broke.
“A couple days later a mutual friend was like, ‘Oh hey, your girl Hailey is pretty famous. She’s dating this older guy who has like eight kids,’” says Appleton, who met her during a 2007 spring break trip to Acapulco, Mexico.

Jesus. Could you imagine if this chick makes it on to Jon and Kate Plus 8 and puts that on her resume?

TV EXEC: Ms. Glassman, it says here you were on Jon and Kate Plus 8. Can you tell me about that experience?
HAILEY: I vomited on eight small Asian children then burnt their playhouse down smoking a J with some guy I banged outside Denny’s.
TV EXEC: …. Welcome to the Real World.
HAILEY: Yay!
TV EXEC: Whee!
HAILEY: Do I still have to give you that BJ?
TV EXEC: Yes.

The End.

superficial

  1. I've got a constant hardon

    I’ve got no problem with the parting, and especially no problem with smoking a blunt but putting the photos on FB, come on, what an idiot.

    Those guys are proper twats, what a bunch of knobs, Americans.

    Second she is terrible, her friend is alright and the Fish needs to access her FB photos, maybe you could make her famous (by putting up pictures of her in her underwear for us to ridicule).

    I need to bone a chick!

  2. sicasso

    I think using the word “class” in any context when discussing the Gosselins and others in their orbit is simply impossible. They’re all just white trash skanks and douchebags. Class is never in the equation.

  3. bahahaha

    The pic of her faceplanting out of potted plant cracked me up. and then you guys were all serious about it which made me stop laughing and start rolling my eyes.

  4. Cookie Puss

    I wonder where she went to finishing school? Geneva? Staad?

  5. Jrdn

    ahahaha yessss! she’s down. i would hang with her.

  6. squirlgal1

    Kate’s attorney has got to be loving this.

  7. pappy smeary

    New Show: Jon and Kate plus a skank plus the clap plus pixie sticks plus 8 crying toddlers plus controversy plus a free set of steak knives plus a seceret handshake plus a carton of spoiled milk plus travis the handbiting chimpanzee

  8. dirk

    WOW she’s a thug. What band is that in the first pic? Hebe Homewrecker and the Two Jive Jews?

  9. Yolay

    her boobs are lop sided.(:

  10. Yolay

    her boobs are lop sided.(:

  11. big teeth

    thanks @58.. you made me spit-take coffee all over my keyboard..

    And here I thought Kate was the bad one all this time.. but a little freedom and I guess Jon had to prove what a lazy shitheel douche he always was. Way to look out for your 8 small kids you fucking useless toolbag..

  12. Disgruntlordd

    ROFL pic 5

  13. crackers

    “She SHOULD BE drinking and fucking and partying and getting high, if she wants to!”

    if shes white trash…..oh wait

  14. hahaha

    Yeah, Dirk (#58) way to raise the bar.

  15. kbb

    Pic #3 looks like her “dick in the ass” face

  16. Trish

    Jon Gosselin is living off the sweat of his kids and his wifes back, he’s a punk at best, perhaps thats why he’s attracted to that exact type of THING. Doesnt matter how bitchy she was, he used her to get what he wants. He’s mentally only a teen, which is why he’s attracted to a 15 year old in a 23 year old suit. Nothing like new money trash times 2.

  17. Barry

    Where can I find an easy drunken whore like this. It’s porn movie makin’ time, me thinks…

  18. Andie

    Ok, you know she’s just using him to try to get famous because no matter fug-a-ly her face is or HOW much of a whore she is (clearly pretty whore-y from these pics), she is a young woman with a hot body.

    Young women with hot bodies DO NOT I repeat DO NOT nail tubby 32 year old funny looking men with EIGHT KIDS and a soon to be ex-wife with an axe to grind because they’re ATTRACTED to them.

    It just doesn’t happen. This nasty whore will get a reality show on VH1 with all the other nasty whores and then she (along with the general public) will forget that Jon Gosselin exists.

    Meanwhile, Kate will likely date someone with some moniker of fame and continue to be fairly well-known.

    I also predict that Kate will not be seen smoking blunts and acting whore-y on the internet.

  19. Douchey, isn’t that you in pic #1 with the hoodie? Looks like you are taking a wide stance as usual.

  20. this bitch is just what that dickhead deserves

  21. mindy

    That tree pic is the fucking funniest shit ever.

  22. iguessKatewins

    #45
    #54
    #58

    Thanks for making me laugh so hard I almost peed my pants at my desk

  23. ellie

    they are pathetic couple….the gf looks like 40 years old,damn she is ugly

  24. norton

    At first blush I considered Pic #1 and #3 as a possible candidate for “Hot Chicks with Douchebags”.

    Then I realized that perhaps I was too quick to judge them….

    They are in fact better candidates for “Chubby Mildly Attractive Dumb Cunts with Douchebags.”

  25. Valerie

    My kind of girl!

    Classy is overrated

  26. Oh look, Backwoob Bitch is here! wait? somewhere theres a bathroom stall missing a receiver…

  27. anon

    she looks like every other trashy dumb slut on facebook or myspace

  28. mel

    Yeah, smoking makes you look older. A wrinkle-y kind of older.

  29. I _See_Smoke_People!

    She and her friends look really stupid with the cigarettes. But chicks who smoke are a proven 40 percent easier to bed down. One day, when all the smoking bans are in place, the easy chicks won’t be found out until they say “Yes….YeS…YESS!!” in the middle of a dinner or something.

  30. Mitch Haase

    I used to bang Hailey and use her like a shake and bake bag.

  31. Harry

    this is the epitome of but-her-face: she’s young, has a decent body, so you could probably have a pretty good time for four hours, if you can ignore anything above the neck.

  32. monty

    LOL at sexytime with plant!

  33. Albin Bainbridge

    @ 47

    Gosh, you got us crazypants. Truly we are the losers, not this worn-out busted-up whore with wannabe gangsta friends who is having sex with a fat, balding 32-year-old father of eight. Man, you burnt us so hard.

  34. lauren

    wow… can you say white trash. Poor kids now have a mother with a backwards mullet, a tool of a father and a trashy loser whore. now the show will be good.

  35. what?

    What a total fucking skank….yeah Jon, great pick for your children’s future Stepmother.

    Jon is a nasty piece of garbage – he truly does not give a shit about his kids. To hate Kate is one thing, but he is going fucking crazy with the stupid “rebel” wardrobe, the skanky piece of shit girlfriend and vacationing as far from his family as possible. Jon you are vile and are the worst “Dad” in the world. Maybe you should keep it in the pants on this one, fucker.

  36. what?

    #47. crazypants

    You’re a total moron and it’s not even worth it to tell you what I think of your post.

  37. Jennyjenjen

    Shocking display of plant abuse.

  38. Bee

    I just think that JON left his wife for a piece of SHIT. I looks like she like too party just like CASEY ANTHONY, So Kate, dont leave your babys with this bitch and dont trust Jon taking the kids with her. She looks evil. I wish for Kate the best and dont take JON, back after he’s little bitch dumps him. JON, shes just a 22 year old bitch. JON, just remember what goes around comes around. Just think about your 8 childrens they come first then that BITCH… Kate dont think the world is over you have 8 wonderful kids to live for and I think as a mother you are doing a wonderful job dont give up.

  39. Bee

    I just think that JON left his wife for a piece of SHIT. I looks like she like too party just like CASEY ANTHONY, So Kate, dont leave your babys with this bitch and dont trust Jon taking the kids with her. She looks evil. I wish for Kate the best and dont take JON, back after he’s little bitch dumps him. JON, shes just a 22 year old bitch. JON, just remember what goes around comes around. Just think about your 8 childrens they come first then that BITCH… Kate dont think the world is over you have 8 wonderful kids to live for and I think as a mother you are doing a wonderful job dont give up.

  40. Jennyjenjen

    @88-89 Good call on the Casey Anthony thing.

  41. Jack

    Skank

  42. jon needs to grow up and take responsibility kate did not make these kids alone. jon kate may be agressive in her demeaner but thats only because u acted younger than ur eaight year olds.

  43. t

    jon must have a penchant for fugly girls with bad hair

  44. Shannon

    Way to go Jon, you have moved up in the world!!! Hope Kate gets to keep control of the cash, cause you won’t have it long, hanging out with drunken, drugged out, chain smoking chicks like the classy one you’ve hooked up with. I always, from the beginning knew you were a loser, and you just keep proving me right. When the fun runs out and you are too old to party with the twenty something crowd, which in my opinion you are right now, don’t bend over buddy, we can see your BIG BALD spot, what will you do? Kate will be doing great, with her eight, and you will still be a loser. If you keep it up, your children will lose all respect for you, why don’t you lose the ciggs, they make you look like a jack ass. Go Kate!!!! Bet we never see Kate looking as classless as you. Loser!!!

  45. Shannon

    Anybody think her breath stank???? Pot, ciggs, booze. Wonderful combo of exotic scents. To go along with the lack of sense that Jon Gosselin has. That boy has completely lost his mind. What a little money does to some people, so much for staying out of the lime light. Kate will be much better off, just wait and see, and I’m guessing, when she starts stepping out, we will be impressed and Jon will be depressed.

  46. Sandy

    What a scumbag!!!!

  47. what?

    I think that Bee 88/89 is on to something….

    Maybe Jon is acting like a total douche bag to get out of any parental duties and responsibilities or child visitations in the future. He is probably doing this because he never actually wanted kids (beyond Maddie and Cara).

    - Skanky ass nasty ho girlfriend(s), check!

    - Rebel without a clue clothes and bike (without safety gear), check!

    - vacationing as far from the family as possible to prove that I don’t give a shit about my kids, check!

    - moving to NY to make sure that, in case of emergency, I’m no where near close enough to help Kate with the kids, check!

    - douche bag tan, check!

    - hanging around with college kids even though I’m in my thirties, like a total perv, check!

    - refusal to grow up because Kate has my balls on her dresser, check!

    Yeah, Jon Gosselin….you’re the biggest fucktard of them all..and that says a lot!

  48. Frank

    That chick is just gross. Kate may have been bitchy, but at least you didn’t have drape a flag over her face and fuck her for old glory… i’d be scared to nail that for fear of my johnson falling off.

  49. If she smokes, she pokes. Dirty little whore.

  50. barroom hero

    WHiSkEy – TaNGo…

Leave A Comment