Hailey Glassman became Jon Gosselin's new plaything after he divorced wife Kate in mid-2009. Prior to Hailey Glassman, Jon was doing...

Kate Gosselin is reportedly threatening to subpoena Hailey Glassman, Jon Gosselin's former girlfriend, in her lawsuit against Jon and author Robert Hoffman.

The once-happy couple is now embroiled in a multi-million dollar hacking, wiretapping and identity theft case, and Hailey could be the key ... to both sides.

Posted in: Kate Gosselin

Having been cleared in the ransacking of his apartment last winter, Hailey Glassman is taking Jon Gosselin to court over legal fees she says he owes her.

Jon accused her of breaking into his Upper West Side pad in N.Y. City, but she was exonerated after a police investigation concluded she was not at fault.

Posted in: Jon Gosselin

This isn't breaking news at all, but it is hilarious: A video of Jon Gosselin stoned last summer with then-girlfriend Hailey Glassman has just leaked online.

If you recall, the two just started dating and were vacationing in St. Tropez, France, with Ed Hardy designer Christian Audigier. Looks like they had fun.

Posted in: Jon Gosselin

Having already whored herself out for 15 minutes of fame and a couple of quick paychecks, what's left for Michelle McGee to do but ... ref Celebrity Boxing!?

No, seriously, she is. One of the bout's participants? Hailey Glassman, former Jon Gosselin plaything. Heartwarming to see these mediocre mistresses unite!

Posted in: Hailey Glassman

Hailey Glassman Biography

Hailey Glassman Photo Hailey Glassman became Jon Gosselin's new plaything after he divorced wife Kate in mid-2009. Prior to Hailey Glassman, Jon was doing... More »
Born
Birthplace
Nyack, New York
Full Name
Hailey Glassman