Jon Gosselin is engaged to his longtime partner Stephanie Lebo

Jon Gosselin is engaged to his longtime partner Stephanie Lebo
Source: Page Six
  • Jon Gosselin proposed to his girlfriend Stephanie Lebo after almost three years of dating.
  • The two met at a mutual friend’s backyard barbecue in August 2021.
  • Gosselin has eight children from his previous marriage to Kate Gosselin.

Jon Gosselin and Stephanie Lebo are engaged

Jon Gosselin has marked a significant milestone in his relationship with his girlfriend Stephanie Leo by proposing to her.

On Saturday, November 23, the 47-year-old former star of Jon & Kate Plus 8 surprised his longtime partner with an engagement ring at her favorite restaurant, Willoughby’s on Park in Wyomissing, Pennsylvania, in the presence of their parents.

The moment was particularly emotional for Lebo’s father, who was moved to tears and expressed his joy by telling her,

“You don’t know how long I waited for this day for you, and there was a time where I thought it was never going to happen for you. I’m so very happy for you and Jon. My best advice is never stop being in love. Love comes first.”

Jon proposed with a large radiant-cut diamond ring set in either platinum or white gold. The engagement photos captured the couple sharing a passionate kiss, with Lebo showcasing her engagement alongside a fresh French manicure.

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The proposal comes nearly three years after dating. By April 2024, Jon was planning to propose to Stephanie, whom he referred to as “the one.”

He expressed to PEOPLE that he intended to pop the question within a year, stating he was “without a doubt” going to do so.

Similarly, he acknowledged Lebo’s support during his recent career achievements, noting that she prefers to stay out of the public eye and does not attend red-carpet events.

He said,

“I’m with my girl, she really supports me, She doesn’t really want to be in the public eye, so she doesn’t come to red carpet events and those kinds of things.”

Jon Gosselin and Stephanie Lebo: Relationship Timeline

Jon met Stephanie at a mutual friend’s backyard barbecue in August 2021, just months after his split from his previous girlfriend Colleen Conrad.

The former couple dated for seven years before amicable parting in August 2021.

Shortly after, Jon and Stephanie quietly began dating. In last year’s interview with The Sun, Jon mentioned that he “had been single for a few months” before meeting Stephanie.

In the same interview, Stephanie and Jon talked about their love story. The soon-to-be bride revealed that they first met at a party celebrating both a graduation and a birthday for their mutual friend’s nephew.

During the event, Jon surprised her with a special lotus candle that opened up when it spun, as he knew it was also her birthday.

Later, she noticed a post on Instagram where Jon commented on the candle, saying, That was a super cool candle,” to which she replied, “It was super cool to meet you.”

After they started talking again, Jon sent a message to their mutual friend Dean, who had hosted the party, to ask if he could date Stephanie. The former Jon & Kate Plus 8 star recalled,

“I called Dean because he is like Steph’s brother and I said, “Did you ever hook up with Stephanie?” and he said, “No man she’s like my sister,” And then I called Stephanie and asked her the same she said, “No way he’s like my brother.””

Jon Gosselin and Stephanie Lebo dated for almost three years
Jon Gosselin and Stephanie Lebo dated for almost three years (Source: Page Six)

“So I called Dean back and said, “Do you mind if I ask Steph out?” And he said, “No I don’t mind, but if you hurt her I’ll kill you, I’ll snap you in half.” And he’s a big guy!'”

Jon and Lebo kept their relationship private until they opted to go public with their relationship in August 2023.

Gosselin explained to Entertainment Tonight that his growing career as a DJ, which required him to travel to major cities like Los Angeles, New York, and Miami, made it difficult for them to maintain their privacy.

The reality TV star stated,

“I started traveling, and we would go together, So instead of jumping the shark, we pretty much said, ‘You know what, let’s just organize something and come out publicly because it’s gonna keep on happening. We’re gonna travel together when we’re together.'”

Jon Gosselin: Failed marriage, Children, Custody

Jon Gosselin was previously married to Kate Gosselin. They became well-known for their reality TV show, Jon & Kate Plus 8, which aired on TLC from 2007 to 2017, spanning 11 seasons.

Together, they have eight children, twins Mady and Cara, both 23, and sextuplets Collin, Hannah, Alexis, Aaden, Leah, and Joel, who are 20.

Due to their tumultuous marriage, Jon and Kate only communicate through their lawyers. In 2016, Jon Gosselin secured full custody of his daughter Hannah. Similarly, he received full custody of Collin in 2018.

However, he remains estranged from his other children, including Mady and Cara, who live in New York.

Recently, Collin made serious allegations against his mother Kate regarding abuse during his childhood.

Jon Gosselin has eight children from his previous marriage
Jon Gosselin has eight children from his previous marriage (Source: Page Six)

He claimed that she physically and emotionally abused him, including restraining him and locking him in a basement.

He stated that he felt different from his siblings from a young age and expressed that he “never had a childhood,” sharing these experiences in an interview with The Sun.

Also read, Jon Gosselin made his romance public with his mystery girl! Who is his girlfriend?

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