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Jon Gosselin Takes Girlfriend Hailey Glassman For A Ride

Most observers look at Jon Gosselin and see a world falling apart. Not Jon!  Saturday night, he entertained girlfriend Hailey Glassman and her parents in New York City, and he looked like he was sitting on top of the world.

PHOTOS:  Jon & Hailey Party In New York

Hailey’s father, Dr. Larry Glassman, performed Kate Gosselin‘s now-infamous tummy tuck surgery during the early days of Jon & Kate Plus 8.

The happy foursome took a horse-drawn carriage to the famed Plaza Hotel where they had dinner at The Oak Room.  On their way there, Jon posed for pictures with a group of girls who were out celebrating one of their birthdays.

PHOTOS: Kate Gosselin Has A Picnic With Her Kids

PHOTOS: Jon Gosselin Kisses Hailey Glassman

Jon and Kate Gosselin are now embroiled in a smack-down of a divorce with both sides accusing the other of stealing money.

Kate’s Lawyer Slams Jon Over Money

Jon has also managed to get the newly re-named Kate Plus 8 shut down, at least for now, claiming his kids don’t want to film anymore. But in a blockbuster exclusive interview with RadarOnline.com, former babysitter Stephanie Santoro says that’s not true.

VIDEO:  Babysitter Says Jon Lied About Kids Not Wanting To Film Their Show