Jon Gosselin’s new girlfriend, Hailey Glassman, seems like the type who would be a classy, upstanding role model as a stepmom to his eight small children.
Well, if you exclude the mug shot. And pretty much every other photo taken of her before this past weekend, when she actually looked sober for a change.
As more details of the 22-year-old's background come to light, we are beginning to learn what makes Hailey Glassman tick. Her interests include working out, being a stylist, fashion, art, music and looking old and haggard.
Just kidding about the last part. Okay, not really. Here's the aspiring kids' fashion line designer with a couple of dudes who are clearly thinking 2-on-1 ...
Hailey Glassman is “the biggest ditz” according to a high school classmate. Her AIM screen name? Goldeloks18, complete with an icon of a cat smoking a joint.
Her Facebook page also says she is "In a Relationship" as of May 1. This date is assumed to be when Jon Gosselin started tapping that - at least not secretly.
But does Jon have reason to worry about Hailey Glassman's faithfulness? One of her Facebook groups is "Not a fan of fat people." Better hit the gym, J!
Other highly intelligent declarations of hers: "Hi, I'm _____ and I'm sooooo f*%king addicted to Guitar Hero" and "FIGHTING TO LEGALIZE MARIJUANA!"
What a catch she is.
Click to enlarge more Hailey Glassman pictures below to really get to know Jon Gosselin's girlfriend, the personification of demure beauty and class:


































July 14th, 2009 1:24 PM
Are you kidding me? Is Jon not worried about the possible influence Hailey Glassman could have on his children? I'm sure he would be livid if, fifteen years from now, one of his daughters behaved the way that this woman has or if one of his sons began dating a woman like this. Jon needs to get out of his mid-life crisis and start focusing on his children. If he wants to date, that's fine. But, he should date someone with a bit more moral character that would be a good role model for his children.
July 14th, 2009 4:58 PM
Maybe he's in it for a good time not a long time. It's got to be a nice change from being humiliated by your wife all the time!
July 14th, 2009 5:11 PM
Alright Jon!!!! Total good upgrade!!! Can't wait until the taboilts show when he takes her to meet his 8 kids! Too late for you Kate!!!! See-ya!
July 14th, 2009 7:45 PM
Jon likes 23 year olds. He met Kate when she was 22 and married her when she was 24. He wants to go back in time and make different choices, so he is looking for new 23 year olds so he can try to ruin their lives. This young Hailey should RUN from him because no woman or mommy would ever by her shoes or anything else from her! She is just a hussie while she is dating a married man and being separated DOESN'T COUNT! His kids will hate her and will have the timeline and the time stamps on all of these pictures. She should hurry and dump him before her name is always remembered as the tramp that dated Jon right after his separation and obviously before which is why Jon is so 'excited and proud of himself' as he said on that divorce episode. Those poor kids of his. Would he want his girls to date married men with a home full of children when they are 24? That is what he is trying to make happen by ripping the rug out from under his children so that he can go be happy. He should focus on them. Oh, and so much for not commenting on the divorce during this difficult time while they focus on their kids. By going out this soon with a girlfriend, Jon made a loud and clear statement to his kids that it is all about him. At least his kids will know who to blame!
July 15th, 2009 10:34 AM
Skank. Yes.... I said, "SKANK"
July 18th, 2009 9:50 AM
She's the kind of girl I made fun of in high school for opening her legs to every man-slut (lol) that would have her.
Hello?
July 20th, 2009 1:12 AM
Ijust can't understand how any woman could justify dating a man who has 8 little children that are definitly going to have emotional problems as a result of this trash..I never liked the way Kate acted, esp. to Jon, but he is a big boy and should have dealt with her then..if that didn't work, they should have had counseling to see if the marriage could be salvaged..I always liked him, but he is so disappointing right now it makes me sick..His problem is he stuffed his feelings and now is acting like an immature teenager..he is a role model for 8 precious littl lives and is now showing no regard for them..esp. with a girl who's foundation is anything but solid..I wouldn't want you around my children and I think that although he is disgusting in doing what he is..you are a slut for your part..those little ones don' need all this trash...you both are so selfish...and I find you both disgusting now...He says he is still thinking of the children..that is a bunch of bull..I have three grown sons and four grandsons..and their precious feelings are worth everything...you both disgust me...
July 20th, 2009 11:29 PM
She's a skank and he's going through a midlife crisis!
July 23rd, 2009 4:01 PM
Jon Gosselin is an idiot. As he said in the last episode he's excited about this new chapter in his life. What about your kids lives? If Kate was as bad as you have led others on to think she is why didn't you just tell her how you felt and then try counseling? Women can change, but it helps if you open your mouth up to us? You should have put Kate in her place to begin with and let her know you weren't going to take the way she was treating you and then try to work on the marriage. But, no, you just give up on her and your kids cause your too young bull..... Grow up man your 32 yrs. old, not 18. Oh, and Hailey, great role model. If I was Kate, she wouldn't be anywhere near my kids.
July 24th, 2009 8:53 PM
Hes a midget loser, Kate and those kids are the only thing that made him a decent human being. Now he is a HUGE waste of space. Everyone knows Kate is controlling .... Someone had to be. You cant maintain 10 people and not have control. I pray for her, she has alot on her plate and I hope she finds the strength to get through it, as for him .... I hope he gets a painful STD!!