Although Jon has a whopping eight children, the list of women he’s dated is surprisingly even longer.
He is rarely single, seemingly hopping from long-term relationships to brief flings in the blink of an eye.
“This time was different.”

In August 2008, the couple renewed their vows in Maui, Hawaii.
Only a year later, allegations surfaced that Jon had been cheating on his wife with Deanna Hummel.
A month later, Kate filed for divorce.

“I was thinking we were going to beat that.
I don’t know if I can say that anymore.”
The divorce was finalized in December 2009, and Kate was granted full legal custody.

“She’s a nice girl, not a homewrecker,” Jason toldUs Weekly.
“He is a bad liar.
This isn’t healthy for her.

But she is refusing to help herself, so here I am trying to help her myself.
I hope this clears the air.”
According to Jason, the couple met in January at a Pennsylvania bar.

The walls are thin.
Let’s just say that.
“My brother is making this all up,” she told People (viaToday).

“He has no credibility …
I can’t even stomach the lies he’s saying about me.”
Glassman denied the engagement rumors that were circulating, but it was wipe the couple was in love.

“We’re always laughing and joking,” she said.
“We watch movies, play pool, and ping pong.
We laugh a lot because I beat him at everything.”

“They think things happen for a reason,” she said.
After the breakup, Glassman toldHollywood Lifewhat went wrong.
“Jon was just compulsively lying … constantly,” she said.

“He took a lot of money from me.
He hurt me, and he hurt my family, which is the worst of it.
The single mother explained that the two quickly became very close.

“We would lie in bed and talk about the future.
Santoro claimed they slept together nine times while Jon Gosselin’s children were sleeping.
I know they’ve broken up before.
I didn’t know their current status.
“He tried to two-time both of us,” Major toldE!
“He wasn’t honest with Hailey.
He needs to man up and tell the truth.
I’m not going to be the other woman.”
Major claimed the couple had plans to travel and live together, while Gosselin denied the allegations.
According to Major, she had to resign from Star magazine once she began her romance with Gosselin.
“I was with the person I was reporting on …
It was a huge conflict of interest,” Major said.
“He’s the one who actually told me to quit my job.”
Despite the fallout, Major has no regrets coming forward with her story.
“It’s been a nightmare.
I did not want to have to do this…I have to speak.
I have to speak out,” she told E!
The couple met while snowboarding in Utah, where Christie’s parents live.
The relationship was confirmed when the couple was spotted attending the Sundance Film Festival together later that month.
Witnesses said Gosselin and Christie couldn’t keep their hands off each other.
“Tons of PDA, holding hands, kissing,” a source toldUs Weekly.
“Anyone who saw him remarked how inappropriate it was.”
However, the relationship didn’t last long, and the couple split after only two months together.
According to a source, Christie was the one who called it quits.
“He’s a mess and feels like a loser,” they said (via Us Weekly).
Liz Jannetta
Jon Gosselin doesn’t stay single long.
After his fling with Morgan Christie, he had a two-year relationship with a woman named Ellen Ross.
And shortly after their breakup, he began dating divorced mother-of-three Liz Jannetta in 2012.
“When I first met Liz, the thing that drew me to her was how honest she was.
However, the breakup would be no surprise to anyone who watched the show.
Gosselin professed his innocence, but Jannetta didn’t believe him.
She swore at him before leaving the room in a huff.
“It’s humiliating … You are such a jerk.
I’m like, ready to throw up actually,” she said (viaUs Weekly).
Jannetta laughed and accused him of paying the victim yet again.
The split came in 2014 after Gosselin compared Jannetta to his ex-wife Kate.
“That’s exactly how I feel.”
Both Gosselin and Jannetta also admitted to cheating on each other.
“I’ve known Colleen my whole life,” he toldOK!.
“We grew up three blocks from each other.
Her sister used to babysit me.”
The split came four months after Conrad was diagnosed with breast cancer.
She underwent a single mastectomy on her right breast, followed by a DIEP Flap procedure.
He maintains her diagnosis wasn’t the reason for the split.
A source toldIn Touchthat the couple wanted desperately to make it work.
“They tried it all: couples therapy, family counseling, everything possible,” they said.
Despite the breakup, Gosselin will still support Conrad during her treatments.
“The kids love Colleen and will continue to be in her life.”
“We are really happy and in love,” said Gosselin.
“We are very comfortable with each other, it just fits.
Plus all our friends are the same people, instead of ‘Your friends’ and ‘My friends.'”
Lebo says they bonded over their shared relationship trauma.
After a string of failed relationships, it looks like Gosselin has finally found the one.
“I feel it’s taken 19 years to find Steph.