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Hailey Glassman

Bio

Hailey Glassman became Jon Gosselin's new plaything after he divorced wife Kate in mid-2009.

Prior to Hailey Glassman, Jon was doing Deanna Hummel. Step up? Lateral move? Still unclear.

Either way, he was married to Kate Gosselin at the time. He still is, come to think of it ... d-bag.

Hailey is the daughter of the plastic surgeon who performed Kate's post-pregnancy tummy-tuck.

The irony. Supposedly, Jon did not start boning Hailey Glassman until he separated from Kate.

Then again, would he say otherwise if he had? Well, knowing Jon, that's actually a good question.

Either way, you can see the chemistry between these hotties. He called Hailey his soul mate. Hot.

Hailey has been revealed to be a huge ditz, a pothead, a drunken maniac, and a troubled individual.

But hey, she's not grating like Kate, right? No wonder he likes her. Sadly, there was trouble ahead.

Jon and Hailey Glassman broke up in November 2009, saying they're taking a break.

Our prediction? They'll be back together before you know it. You can't stifle this kind of passion!

Gossip

Hailey Glassman to Morgan Christie: Run! (1/18/2010)
Jon Gosselin's past girlfriend has some advice for his second. You're about to get taken for a ride, says Hailey Glassman to Morgan Christie!

Hailey Glassman to Jon Gosselin: Get Off Your Ass! (1/13/2010)
It looks like Jon Gosselin and Hailey Glassman have not exactly buried the hatchet, based on the latter's most recent Twitter tirade.

Jon Gosselin Wants Hailey Glassman Prosecuted (1/11/2010)
Talk of a truce between Jon Gosselin and Hailey Glassman may be premature. These two really don't like each other.

Glassman Photo

Vitals

Birthplace: Nyack, New York
Age: 22
Birthday: February 18, 1987

Rating: 2.6 / 10

Pictures

Boxing RefHails

Related Stars

Boyfriend: Jon Gosselin

90 Comments

1 2 3 4 5
  1. teamkate Says:

    I hope kate takes him to the cleaners for adultery--I mean there are photos of him everywhere...what a douche---and she looks rode hard and put up wet...great pot smoking, gun pointing role model for the kids Jon.

  2. guest Says:

    Get it while you can dude......15 minutes are almost up

  3. Ange Says:

    You guys are so right. Total Dou#$% Bag! ANd she looks like a used up druggie. What is wrong with this dumba#$. I guess he can't figure out that he is going to be a very hated man by America and his children. The kids will catch ON!

  4. opal Says:

    THATS A MAN FOR YA! OR SHOULD I SAY DOG.

  5. kat Says:

    im sickened.. disgusting she looks like Trailer TRASH!!

    nasty..!!

    Jon please for your kids sake, go back to your wife.. that is if she will take you back, I know I wouldn't!! even if this is all BS!

  6. fashionfan Says:

    She is WHITE TRASH with money!! A total shame of a person. Her LEATHER FACE is so gross I can't stand to look at it. Fat Ass Hair Plug John should not go back to his wife...she is to good for him. He should stay with this classless peice of garbage but do us all a favor and stay out of the limelight. Could you even imagine how ugly John and Hailey's kids would be????? They would be fat, greasy haired, little leather faced trash that always smelled like smoke. I would NEVER let my child wear something these two designed.

  7. woodsgal Says:

    Wow! Her dad gave your wife a free tummy tuck after she gave you 6 more kids and you repay both families by banging the daughter? Nice, stay classy John.

  8. smurfspoofer Says:

    It is so sad that they couldn't make it together. Maybe Kate was hard on him but she had her hands full. It is a hard life with all those kids at once but Kate seemed very organized as best she could. To me Jon really doesn't care too much about his kids because he left a woman for a drugy and who knows what else. It seems that his life is more important than his kids. How sad!!!! Maybe someday he will wake up and then it may be to late for him to have the love and respect from anyone including his kids. Right now his kids are too small but they do grow up and they will learn the truth and then what will they think about him. One thought might be " daddy doesn't love us and his girlfriend is more important." Jon should have done it right and stay by himself if he wanted to leave. He is too self serving in my eyes.

  9. Donna Gonyer Says:

    Kate Gosselin treated Jon like a piece of crap. He should have left her a long time ago. I think he stayed longer just for his kids. Who cares what he does as long as he finally got out from under her bossy, controlling little miss perfect (she thinks) ways. Besides, we really don't know this Glassman girl. Anybody has to be nicer than Kate.

  10. Kat Hash Says:

    Glad to see Jon with someone else! What does Mrs Glassman thinks about this? Isn't she Kate's new girly friend?

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