Hailey Glassman

It looks like Jon Gosselin may be off the market again! 

Sorry Kate ... or maybe not sorry? It's hard to say with those two train wrecks ... but we would lean in the direction of her not being sorry.

Last we checked in on him Jon Gosselin was delighting in Kate Gosselin getting dumped by millionaire Jeff Prescott.

Obviously, Jon has had his share of failed relationships in the years since his marriage ended, but now it looks like he might be giving one of them a second chance.

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.

Hailey Glassman, former girlfriend of Jon Gosselin, will be starring on the new season CMT’s reality dating show Sweet Home Alabama. Yes, really.

Glassman, will be one of 22 female suitors vying for the heart of Tribble Reese, the runner up from the show’s first season. What a resume she has!

Suffice it to say, Hailey Glassman was unmoved by Jon Gosselin's apology yesterday, during which he Tweeted a long attempt to "clarify a few things."

In exclusive interview with Radar Online, the former girlfriend of the father of eight (who's now dating Ellen Ross) gives us her take on his comments.

Jon Gosselin's ex-girlfriend is at it again.

This time, Hailey Glassman says the d-bag tried to shake down his ex-wife, Kate Gosselin, for money by threatening to call Child Protective Services.

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.

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.

Hailey Glassman says her ex-boyfriend, Jon Gosselin, staged the break-in of his own apartment last winter to frame her and/or collect insurance money.

The police must agree, at least in part - she's off the hook.

Jon Gosselin is moving into his own apartment near the Pennsylvania home he used to share with Kate and their eight kids, according to reports.

Last week, the d-bag filed court papers requesting physical custody of the Gosselin children as well as the right to reside in Kate’s guest house.

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!

Whatever Jon Gosselin did to Hailey Glassman, it must have been really, really bad. Because most breakups don't end in penises being posted on Twitter.

Having already remarked via the social networking site that Jon has a small package, Hails took her anti-Jon crusade to a new level with today's Tweets.

Last week, Hailey Glassman told Steppin' Out magazine that her ex-beau Jon Gosselin's penis is "tiny, tiny, tiny." Not a lot of room for interpretation there.

It looks like she's not alone in her assessment, either.

Considering the shady exploitation of his children, and the flaunting of relationships so soon after separating from his wife, this seems impossible to believe.

But Hailey Glassman swears it's true: Jon Gosselin's penis is even smaller than his capacity to care about anyone but himself.

In news only slightly less weird and relevant than Rachel Uchitel being hired by Extra, Jon Gosselin's ex Hailey Glassman is throwing a huge 23rd birthday bash in NYC.

Hailey, whose big day is February 19, pokes fun at the age difference between her and Jon on her party invitation, titled "Black out or get out." We don't really get it.

Morgan Christie is dating Jon Gosselin for some reason.

The 25-year-old Connecticut native began seeing Jon after meeting him skiing in Utah, right after the divorcee broke up with his first rebound fling, Hailey Glassman.

Looks like reports from earlier this week about Jon Gosselin and Hailey Glassman still being at odds were true, based on the latter's recent Twitter tirade.

After laying low for several weeks, the douchebag's ex-girlfriend tore into him this morning on her Twitter page, telling the father of eight to get a job.

It looks like talk of a truce between Jon Gosselin and Hailey Glassman may have been premature. These two really don't seem like fans of one another.

Despite plans for the warring parties to sit down and settle their differences over Jon's recent apartment trashing, it looks like that's now off the table.

Will Jon Gosselin and Hailey Glassman will sit down with their lawyers to work out their issues and avoid both a legal battle and lengthy, public war of words?

That would be uncharacteristically mature and smart.

We know former lovers Jon Gosselin and Hailey Glassman didn't exactly part ways on the best of terms - but was there a physical altercation involved?

The New York Post seems to think so, and you have to wonder if things were worse than imagined, possibly leading to his apartment getting trashed.

Denying reports that he staged a break-in at his New York apartment, Jon Gosselin was there for about one minute before leaving to report it, he says.

"He is going to be clocked by that surveillance camera going into his building," his loudmouth lawyer, Mark Heller, said, noting that he left immediately.

Hailey Glassman's new love interest, boxing promoter Damon Feldman, believes Jon Gosselin set her up after his New York City apartment got trashed.

Glassman, Jon's ex, moved out of the apartment she shared with Jon last week. Her lawyer admits that Hailey removed her belongings at some point.

When it comes to the recent ransacking of Jon Gosselin's apartment, Hailey Glassman would like to quote Shaggy: It wasn't me!

In response to allegations that she broke into her ex's residence and destroyed its surroundings like Jon destroyed his marriage, Glassman Tweeted on Friday:

The NYPD has questioned Jon Gosselin's ex, Hailey Glassman, about burglarizing Jon's apartment, according to reports. No charges have been filed ... yet.

Glassman, accompanied by her attorney, was questioned last night.