Hook-ups
Jon & Hailey Plus Kate's Money

Jon Gosselin spent some of his hard-earned money to buy his girlfriend Hailey Glassman some drinks at an Irish pub in NYC the other night.

Jon Gosselin and Hailey Glassman
No word if 'Entertainment Something' picked up a round too.



Tags: Hailey Glassman, HaileyGlassman, Jon Gosselin, JonGosselin

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(Page 1 of 11) | 1 | 2 | 3 | 4 | 5 | Most Recent | Next 15 Comments

1. SLEAZEBAG....BOTH OF THEM. DISGRACE TO THE PLANET, WASTE OF SPACE, HOMEWREAKERS, DOUCHEBAGS. I HOPE KATE FINDS ANOTHER MAN AND LIVES HAPPILY EVER AFTER!

Posted at 10:08AM on Oct 9th 2009 by HEIDI

2. is this really the type of woman you want to play step-mommy to your kids?!

just as the kids will find out about all the $h*t you and kate were blabbing to the media, they will find all the nasty pictures and videos of this woman

Posted at 10:13AM on Oct 9th 2009 by lilliana.m.garcia

3. So much for halting your divorce and working on your marriage...what a piece of trash!!!

Posted at 10:17AM on Oct 9th 2009 by Melissa

4. What happened to being sorry about dating too soon and being so conspicuous about it? This guy is a total prick!

Posted at 10:14AM on Oct 9th 2009 by Sandy Beaches

5. This guy is a loser. Can we all just move on with our lives without him in the spotlight?

Posted at 12:18PM on Oct 9th 2009 by Eric

6. Jon's ephiany last week was probably induced by something in this skanks stash....

Posted at 10:15AM on Oct 9th 2009 by MK

7. I hate that guy. She needs to get some self respect and dump his lazy ass.

Posted at 10:15AM on Oct 9th 2009 by Pat

8. Back to ME !!! .. Me me me and who? .. ME !!!! .. I'm the greatest star.. I am by far but no one knows it .. ME !!! .. Ker Ching

Posted at 10:16AM on Oct 9th 2009 by La Toya Jackson

9. This guy is so dumm... The only reason why she's with him is because he was on a show and she thinks he has cash... Like seriously what women would want to be with a man who has
8 freakin kids... Only Money Hungry Hoes!!!!

Posted at 10:16AM on Oct 9th 2009 by light

10. Well there has got to be something very wrong with Hailey to actually want to hang out with guy and all of his tons of issues.

WHAT has he to offer her? Paps all over the place, 8!!!! kids, and crazy ex, not that he isn't insane as well, no job, zero respect for himself and he pimps out his children for money and fame.

Gee, sign me up to date this tool. isn't that what we all want in our man ladies?



PLEASE do not reproduce you two. Please. The combination of those genes would be scary.

Posted at 10:18AM on Oct 9th 2009 by Lisa

11. Back to us .. !! Mo money .. Mo Money .. MUCH MO MONEY !! For us .. Ker Ching

Posted at 10:19AM on Oct 9th 2009 by The Jackson Family

12. Jon doesn't look very happy for being a tubby middle aged deadbeat dad of 8 who is living it up in Trump Tower NYC swappin stds with a 22 year old seductress. Why you look so sad Jon? Could there be truth the Naughty Nanny story that said Jon is still with Hailey because she knows too much on him and he has to be very careful not to piss her off? Because I see a miserable man and a smug girl in this picture.

On a side not, ladies you can feel me on this one. What decent looking young girl with a decent body would actually want to get it on with this greasy bloated Korean Elvis impersonator looking like Kim Jong-Il if Kim Jong wore Ed Hardy middle aged thing? No wonder they had to get drunk before they had sex, Hailey needed her beer goggles to b able to manuever around Jons big gut to get the deed done. Can you imagine going down on a guy like Jon? I mean really with the gut in the way and even with beer goggles on don't you at some point look up and realize you're with a fat balding asian dad of 8 and get totally skeeved out? No wonder the poor girl abuses drugs, it's her way of numbing herself to what her life is. I'd have to get drunk and crunk to tap that sloth too.

Posted at 10:32AM on Oct 9th 2009 by Normal Mom

13. Hey Joh---how ignorant are you as to say Kate is tearing your family apart when it is YOU that is our partying and being seen with other women---I dont see Kate on a yacht with some young guy---making a fool of herself like you are. You seem to be becoming unglued---maybe you have a brain tumor---you dont act normal at all---maybe you are just really really dense---

Posted at 10:22AM on Oct 9th 2009 by bakes

14. He's wearing the same clothes he was photographed in at his daughter's birthday party. So he either left the party and his kids to go drink with his gf or he's wearing the same clothes day after day. Maybe it's the only stuff that still fits.

Posted at 10:29AM on Oct 9th 2009 by Pam

15. honestly, you wear a stained wrinkled t-shirt to your kids bday party?you look like a homeless guy, you really are a attention WHORE, plz GO AWAY

Posted at 10:27AM on Oct 9th 2009 by jade smith

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