Relationship Details

Celebrity Biographies

Hailey Glassman dated Jon Gosselin in the past, but they broke up in October, 2009. Hailey Glassman dated Jon Gosselin for 5 months. Hailey Glassman is currently available.

Hailey Glassman Profile Photo

Hailey Glassman

Other - Other

Why Famous: Ex-Girlfriend of Jon Gosselin

Age: 29 (b. 2/18/1987)


Hailey Glassman's Relationships (1)

Jon Gosselin Profile Photo

Jon Gosselin

Entertainment - TV Personality

Why Famous: Jon & Kate Plus 8, reality show

Age: 39 (b. 4/1/1977)

Jon Gosselin Photos (2)

Jon Gosselin's Relationships (7)

Relationship Timeline

Event Start Date Length
Dating 5/2009 5 months
Broke Up 10/2009 --
 Total5 months

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Relationship Information, Quotes, and Trivia

Where and/or how did Hailey Glassman and Jon Gosselin meet?

Jon and Hailey first met when her father performed a free tummy tuck for Kate Gosselin, Jon's wife at the time.

Why did Hailey Glassman and Jon Gosselin break up?

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Other Relationship Information about Hailey Glassman and Jon Gosselin:

Jon and Hailey traveled together to St. Tropez, France in July 2009 to meet with Christian Audigier, an executive for Ed Hardy and other fashion companies.

Hailey developed feelings for Gosselin while he was staying at her parents' house after his split from his wife Kate Gosselin.

Although Glassman knew that Jon and Major were hanging out in the Hamptons together, she didn't realize the trip may have turned romantic.

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Classic Quotes by Hailey Glassman and Jon Gosselin about their relationship:

"I know that my decision to appear publicly with Hailey this weekend will be scrutinized, but I hope that people can see I'm a regular guy who is going through a very difficult time in [life] and wants to move forward." Jon Gosselin
"I genuinely enjoy spending time with her. What began as friendship has grown into something more." Jon Gosselin
"We're just having a cool time and enjoying each other." Jon Gosselin
"That's news to me." Hailey Glassman 7/23/2009
"This is perfect. It just fits." Hailey Glassman 7/2009
"I still love Jon and Jon loves me." Hailey Glassman 7/2009
"My heart is always with Hailey." Jon Gosselin 7/25/2009
"She doesn't like this [craziness]. She loves me for who I am and not for what I do. We are going to chill out for a while and see where it takes us. I'm not looking for anyone." Jon Gosselin 7/25/2009
"She is a really cool person. We both like snowboarding and sports. She is like the female version of me. She is so caring, kind and open. She is beautiful and glowing, and I love her to death." Jon Gosselin 8/2/2009
"I get encouragement from her, I get respect from her. Two things that a man needs. This is someone, I mean, like soul mate -- like people joke about that. But I'm not joking about that." Jon Gosselin 9/2009
"He has 'mantrums.' I shouldn't have to put up with being emotionally abused. I cry and say, 'Why are you so mean to me?'" Hailey Glassman 10/2009
"Sometimes he has trouble with the truth and he will dance and dance around his lies. He's like Jekyll and Hyde. But I still love him." Hailey Glassman 10/2009
"I don't want to leave him all alone. At the end of the day, I love him but I dislike him at times. When I love someone I would never hurt them." Hailey Glassman 10/2009
"FYI That apartment everyone calls 'Jon's Apartment' was MY apartment, as well. We split rent!. So get your facts right before you all assume. My family and I found out a week ago he's been pocketing our rent money 'n not paying the rent!" Hailey Glassman 12/2009

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