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Lauren Glassman

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Jon Gosselin’s 22 year old girlfriend, Hailey Glassman, recently underwent plastic surgery to enhance her breasts on Sept. 16 according to the Star magazine. Since Jon has a reputation for gallivanting, Hailey is reportedly hoping the boob job will help curb his wandering eye.

“Hailey’s been very self-conscious about her breasts,” a friend reveals to Star. “She didn’t like the way they looked.”

Hailey was caught on camera leaving Natural Images Plastic Surgery in Nyack, N.Y., with her mother, Lauren, and father, Dr. Lawrence Glassman. According to a Star reporter, she looked disoriented and barely walking. Once she has recovered, she intends to get more work done for her beau.

According to the friend, Hailey also intends to fix her teeth and hair. “She says she wants whiter, bigger teeth so she can have a gorgeous Hollywood smile. She wants [her hair] long, straight and with a wave to look her sexiest for Jon.”

No word yet on whether or not Jon splurged for Hailey’s surgery. Jon has however been reported in the past has taking Hailey out on shopping sprees and lavishing thousands of dollars on her in designer stores.

A photo of Hailey leaving the hospital after her surgery is below - 

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With the ink barely dry on his divorce papers, Jon Gosselin is pictured above stepping out with his new 22 year old girlfriend, Hailey Glassman. Jon seems to like them rather young.

The Jon & Kate Plus 8 dad was photographed holding hands with Hailey in St. Tropez in the French Riviera on Saturday. Hailey also happens to be the daughter of the doctor who performed Kate’s tummy tuck.

Another interesting fact, Jon was photographed with both Hailey and her mother a couple of weeks back. Just to remind everyone keeping up with this soap opera, it’s been less than a month since Kate Gosselin filed for divorce.

Good luck to new couple, especially to Hailey. I’m guessing she’s very excited about possibly being a future step mom to eight children. That has to be the dream of every 22 year old.

UPDATE – Anther pic below of Jon with Hailey, they are both smoking. Has he always been a smoker? :

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Bringing you your daily dose of Jon and Kate (Are you as tired of hearing about these two as we are?) Well, the couple continues to spend time apart. Jon has been seen with different woman over the last few months but recently with two female companions during the Memorial Day weekend and a recent shopping spree at a New Jersey mall. The reality star says that both female companions are friends of both he and his wife.

“The two women with whom I’ve been photographed are family friends – Lauren Glassman and Lauren’s daughter, Hailey,” he tells PEOPLE. “Lauren’s husband, Dr. Larry Glassman, performed Kate’s tummy tuck surgery, and since the surgery we’ve become friendly with the Glassmans.”

Jon and the Glassmans were photographed shopping at the Riverside Square Mall in New Jersey over the weekend, stopping in at Louis Vuitton, Cole Haan and Godiva stores, according to TMZ.com.

While Jon was photographed with his female companions, Kate was on a working vacation in North Carolina with her eight kids, body guards, a nanny and camera crews. Kate showed off her bikini body while on vacation, thanks to a free tummy tuck which is among the many perks of being the star of “Jon & Kate Plus 8

The 2nd episode of the 5th season of Jon & Kate Plus Eight returns to TLC Monday at 8 p.m. ET.

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The stars of TLC’s Jon and Kate Plus 8, Jon and Kate Gosselin continue to spend time apart as a couple.

TMZ obtained the following photo on the bottom left showing Jon with 2 women, drinking a bottle of beer. This photo seems to be in poor taste as a lot of cheating allegations have been leveled against him lately.

Could it be that Jon simply doesn’t care anymore? There are lots of rumors that their marriage is all but over. The photo of Jon was taken on Monday, the same day the new season of their show premiered to 10 million veiwers.

Kate was also photographed with the kids sans Jon, getting off a ferry on Bald Head Island, NC, Wednesday morning.

Update – The women picture above with Jon are family friends according to him. “The two women with whom I’ve been photographed are family friends – Lauren Glassman and Lauren’s daughter, Hailey,” he tells PEOPLE. “Lauren’s husband, Dr. Larry Glassman, performed Kate’s tummy tuck surgery, and since the surgery we’ve become friendly with the Glassmans.”

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