by Free Britney at . Comments

We were a bit surprised when Jon Gosselin started dating Hailey Glassman.

According to the ditzy, tag-team action lovin' party-animal pothead, she was caught a bit off guard by the sudden romance with the father of eight as well.

"If you had told me a few months ago, I wouldn't have believed you," says Hailey Glassman, 22, of her new boyfriend, who really is a unique catch.

She says she developed feelings for Jon Gosselin – a longtime family friend who recently split from his wife Kate after a decade of marriage – while he was nursing his broken heart and crashing at her parents' New York home in May.

Hailey's father is a plastic surgeon who performed Kate Gosselin's post-sextuplets tummy tuck operation, as seen on Jon and Kate Plus 8. The irony.

"He was so strong," Glassman says. "I admire him."

She refutes rumors that she's engaged to Jon Gosselin, but says she's having a great time with her beau, who just scored his own bachelor pad in NYC.

Hailey Glassman cannot contain her excitement these days.

"We're always laughing and joking," she says dreamily. "We watch movies, play pool and ping pong. We laugh a lot because I beat him at everything."

She adds of Jon, "He's a great cook. He cooks roasted veggies with special seasoning and sauces, and he grills pineapple with a butter concoction."

In a not-so-subtle dig at the grating Kate Gosselin, Hailey Glassman said this when asked by People what she thinks he likes most about her:

"I'm a huge believer in not controlling someone. I wull give my opinion but tell him to do what he wants to do. He said to me, 'I'm just not used to having an option.' I told him life is all about options."

And bong hits.

Perhaps the #1 perk of dating still-married Jon? Her parents approve.

"They love him," says Hailey Glassman. "They think of him as part of the family. They think things happen for a reason. The most important thing is if someone fits in with my family ... This is perfect. It just fits."

by Free Britney at . Comments

Putting to rest any rumors that he may be moving on to Kate Major, Jon Gosselin and tag-team lovin' girlfriend Hailey Glassman spent the day in Harriman State Park, the second largest state park in New York.

They were seen hugging each other and holding hands. Hailey grabbed a flower and put it behind Jon's ear. He also pushed her on a swing.

Make-Out Session

Apparently they are trying to be the new Spencer and Heidi.

Later, Hailey and Jon lunched at Rocco's Restaurant in NYC. The inseparable couple was spotted leaving with pizza boxes and doggy bags.

The two had not been photographed together since their St. Tropez vacation the previous weekend. Jon returned to the U.S. before Hailey Glassman to resume filming new episodes of his TLC reality show, Jon and Kate Plus 8.

Which is now more like Jon Minus Kate Plus a 22-Year-Old Ditz and 8 Kids Who Will Be Scarred For Life When They Learn What the Internet Is.

On Saturday, Jon met Kate Gosselin and their children for a photo shoot. Nice to see they still share a special bond with gobs of money the kids.

Later that night, he dined with Star Magazine reporter Kate Major, sparking rumors that they were dating. But it was just a friendly meeting - or a new interview in which Jon throws Kate Gosselin under the bus completely.

In the meantime, Jon and Hailey are definitely going strong. Which is good, as supposedly, Jon Gosselin is engaged to this party animal nut job.

Kate Gosselin is currently at their home in Pennsylvania with the kids, most likely tearing chunks of her reverse mullet weave out of her skull.

by Free Britney at . Comments

Has Jon Gosselin moved on from Hailey Glassman to another woman?

The reality TV father of eight had dinner with a mystery blonde in New York at the Upper East Side's Accademia di Vino on Saturday evening.

Is Jon now cheating on Hailey, just as he is rumored to have cheated on Kate with Glassman and Deanna Hummel as his marriage crumbled?

It doesn't look like it. At least from what we can tell, his motives are different. The mystery woman is Kate Major, senior reporter for Star.

Aww yeah. You know what that means. Kate Gosselin is getting thrown under the bus hard in the new issue of the celebrity gossip tabloid.

  • Kate Major, Jon Gosselin
  • Best Kate Gosselin Pic

As Kate Gosselin rides around on a bike with training wheels, Jon and "journalist" pal Kate Major may be planning a hatchet job. [Photos: Splash News Online]

No publicists were on hand to regulate what was said and put an official stamp on the story. Hopefully, that means off-color accounts of Hailey Glassman and her penchant for booze, coke and tag-team action.

Looks like Jon has finally realized that it's time to get his side of the story out in a publication that will print whatever the hell it wants and regards facts as mere suggestions won't hold back on the juicy details.

The dinner did not appear to be a date, but Kate Major "was flirting shamelessly with Jon," according to Us Weekly. Major told the N.Y. Daily News: "I have no comment. There was no date. Jon and I are just friends."

by Free Britney at . Comments

A source says Jon Gosselin and Hailey Glassman, his new girlfriend, did not begin their romance until after his wife Kate filed for divorce June 20.

They were acquaintances long before that, but were nothing more until he was officially separated (Jon boning Deanna Hummel is a different matter).

Kate Plus Tanning

In any case, when Hailey Glassman visited her parents in New City, N.Y., on May 4, she had a surprise of her own: Jon Gosselin was crashing there.

Jon is a family friend of Hailey's dad, plastic surgeon Lawrence Glassman, who performed Kate's tummy tuck following the birth of her sextuplets.

He was staying at the Glassmans to escape the tensions at home with Kate in Wernersville, Pa. According to a source close to the reality TV dad, "Jon was heartbroken, totally heartbroken. Kate told him to take a hike."

The source, clearly trying to make Jon look like slightly less of a d!ck amid photos of him flaunting his ditz girlfriend in St. Tropez and rumors he bought a ring for Glassman already, claims he and Kate actually split last year:

"She said she wanted her life. She said she was done. Out of the blue."

This account doesn't jibe with reports of Jon Gosselin and his new, classy play thing being seen together May 24, but hey, what's a little revisionist history?

Soon afterwards, Jon Gosselin moved out of the couple's bedroom and slept elsewhere in the house – and started going out to clubs and bars.

As trouble at home grew unavoidable, Jon moved out of the main house and into the apartment above the Gosselins' three-car garage.

At some point after their separation, Jon began dating Hailey Glassman, who was recently revealed to be a fan of hard partying and tag-team action.

Nowadays, Jon and Kate only converse about their kids.

And now that he has scored a bachelor pad in New York City, expect to see Hailey Glassman and Jon Gosselin spending time together in Manhattan.

by Hilton Hater at . Comments

Is Jon Gosselin really engaged to Hailey Glassman?

While neither half of this controversial couple has confirmed this report, a jeweler in St. Tropez claims he did, in fact, sell Jon a diamond ring.

“Yes, we sold Jon Gosselin the engagement ring that he gave to his fiancée,” Edouard Nahum told In Touch. “It was a great pleasure for us to sell this ring."

  • Jon G.
  • Jon Gosselin Engaged?

Jon Gosselin might be engaged. Send this role model your congratulations today!

Gosselin, of course, announced his separation from annoying wife Kate last month.

Since then, he's gone public with his relationship to Glassman, whose former friends and classmates claim is a bisexual, fame-starved coke head.

by Hilton Hater at . Comments

Jon Gosselin isn't just telling pals he's ready to party; he's making that clear with the kind of girl he's now dating.

The father of eight is desperate to "feel young again," a friend says in the new issue of Us Weekly, while another source quotes an excited Jon as saying he's "bringing back my good ol' high school days!"

This time, though, the reality TV star doesn't need to chug cans of Milwaukee's Best in a friend's basement. He's purchased his very own bachelor pad in which he can live it up.

Playing Frisbee

Free from the constraints of his ex-wife, Jon Gosselin can now play Frisbee and have sex with younger women. Score!

Just prior to leaving for France with Hailey Glassman, Gosselin reportedly settled into a two-bedroom apartment in Manhattan's Upper West Side.

It's located in The Alexandria, a luxury building, complete with a doorman and a concierge. It has a small gym, a pool and a hot tub.

Based on Glassman's drug-loving past, fellow residents might wanna be on the lookout for shady characters in hooded sweatshirts, as well. We're just sayin.

by Free Britney at . Comments

The passionate defense of Jon Gosselin's new girlfriend, Hailey Glassman offered by her Facebook friends got us thinking about how weird this whole situation is.

As their marriage has deteriorated amid months of celebrity gossip scrutiny, neither Jon or Kate Gosselin seems to enjoy much in the way of popular support.

Kate Dances

Rather, both have been roundly criticized for everything from spanking Leah to parading around with some 22-year-old ditz just weeks after their separation.

It's hard to tell where public opinion lies, as so much of it is negative toward both. Jon is a cheater! Kate drove him to it! We've heard both arguments.

When it comes to the grating, reverse-mulleted, overbearing hag or the Ed Hardy-wearing boyfriend of Hailey Glassman, the only question is: Who sucks more?

 

by Free Britney at . Comments

Kate Gosselin may have heard about Jon's new girlfriend.

Returning from a romantic weekend jaunt to St. Tropez, France, with Hailey Glassman yesterday, Jon Gosselin was seen at the family's Wernersville, Pa., home.

Jon and Kate played with their eight kids outside, but barely spoke to each other. With people saying he's secretly engaged to someone else, it's kinda awkward.

Kate goofed around with her children, even riding a tricycle herself, and while Jon Gosselin joined in on the fun, he and Kate didn't interact very much at all.

Both Jon and Kate have pledged to focus on the needs of their eight children as they go forward with their divorce, which will end a tumultuous 10-year union.

"Our goal is to do the very best for our children," they said in a statement last month, echoing the theme of the last new episode of Jon and Kate Plus 8.

Grating

Jon and Kate Gosselin in happier times. Or at least previous times.

Recently, the couple put their differences aside while they celebrated the Fourth of July as a family. That appeared to be a civil, even pleasant affair.

But that was before Jon went public with Hailey Glassman, his 22-year-old ditzy, party animal, possibly-bisexual girlfriend and the daughter of the plastic surgeon who performed Kate's post-sextuplets tummy tuck operation. Pretty rough.

After their odd playtime, Kate packed her bags, hugged her kids and drove off, leaving Jon with the brood. No word on how many fist-pumps ensued.

A observer reports that after Kate left, Jon spent a lot of time on the phone outside and, from what they could tell, "looked very angry and frustrated."

Wonder if Hailey Glassman's already cheating on him ...

Hailey Glassman, Jon Gosselin Picture

Jon and his new piece do St. Tropez, each other.

by Free Britney at . Comments

Joy Lawlor, who claims she was Hailey Glassman’s lesbian lover for three years, has a stern warning for Jon Gosselin: Hailey will wreck your life!

“You are wasting your time with Hailey. She’ll destroy you,” Joy said.

Hailey Glassman and Jon Gosselin went public after Jon and Kate Gosselin announced they were ending their marriage on an episode of Jon & Kate Plus 8.

Jon, 32, took Hailey, 22, to France over the weekend. Meanwhile details of Hailey’s wild party girl past thrust her into the spotlight back home.

Now Joy Lawlor is warning Jon Gosselin that he has no idea what he’s stepped into and that Hailey Glassman is just using him to become famous.

“The last thing Jon needs to do is stick around that woman,” Lawlor said in an interview with Radar Online. “Hailey will use him to make herself famous and then she will leave him for someone else she can profit from."

Joy Lawlor, Hailey Glassman and some random dude. [Photo: Radar Online]

“Anyone, be they male or female, is a target. She just wants to make people do whatever she wishes. That’s what she is going to do to Jon. The best thing he could do is get as far away as possible from her. She is just toxic.”

Joy Lawlor, 23, was at student at Indiana University.

There's where Hailey contacted her through MySpace.

“I was 18, studying biology and I put on my profile that I was a lesbian,” she said. “Hailey said she was interested in going to IU. She also said she was interested in lesbianism. When she finally joined IU she said it had mainly been because of me."

“We became close and began making out in my apartment. Soon she told me she loved me,” says Joy, but things started to go downhill. “It was Hailey who introduced me to cocaine. I did it with her in her dorm room. She was also smoking marijuana.”

This class act? We would never have guessed ...

Lawlor said of Hailey: “For a girl so young she was very wild, both for drugs and for sex. She kept saying that I was her first lesbian love but I didn’t believe her."

“I was having a great time with Hailey at IU and all my lesbian friends liked her. But having one girl clearly wasn’t enough for Hailey, she kept begging me to have threesomes with her and another girl." That's how it always unravels ...

by Free Britney at . Comments

In the most hilarious wedding rumor we've heard in some time, In Touch Weekly is reporting in its new issue that Jon Gosselin and Hailey Glassman are engaged.

Wow. And we thought OK! Magazine's story about Debbie Rowe demanding $100 million in exchange for giving up custody of Michael Jackson's kids was absurd.

According to this reputable celebrity news source, Jon and his new party animal girlfriend decided to tie the knot after he proposed on their trip to St. Tropez.

Reportedly, the couple is already planning the wedding and entertaining the idea of getting hitched in Las Vegas. We're definitely holding our breath for that.

Jon Gosselin Engaged?

An "insider" told the magazine that the Jon & Kate Plus 8 papa gave Hailey a $180,000 engagement ring featuring four black diamonds surrounding a skull.

While that does sound like the sort of thing a d-bag such as Jon Gosselin might pick out, there is no way he is possibly engaged to Hailey Glassman, since:

  • His divorce proceedings with Kate Gosselin are barely underway, making it impossible to legally marry Hailey anytime soon even if he wanted to.
  • This would torpedo any chance of Jon & Kate Plus 8 coming back on the air, and face it, dude has eight mouths to feed and needs the money.
  • Appealing as it may be to date someone who is the complete opposite of grating wife Kate, no way Jon marries this complete ditz. No way.

Come on. Look at this piece of work. Does this look like a model stepmom to you? Click to enlarge more Hailey Glassman pictures below and see our point:

Hailey Glassman Mug Shot

Jon Gosselin Biography

Proof of Cheating Jon Gosselin is the father of a lot of children. He's got his big break as one half of the couple in the title of the show Jon and Kate... More »
Full Name
Jon Gosselin
× Close Ad