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Jon Gosselin’s Dating History: Marriage, Scandal and More

When it comes to love, former reality star Jon Gosselin has certainly experienced his share of ups and downs.

Jon was married to ex-wife Kate Gosselin, with whom he shares eight children, from 1999 until the pair’s divorce in 2009. Though the Gosselins’ marriage came to an end amid accusations Jon had ben unfaithful, he continuously denied the claims.

Since then, Jon has dated several women before getting engaged to Stephanie Lebo in 2024. At the time, Jon told The U.S. Sun, “We are really happy and in love. 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.’” They wed in 2025.

But that happiness hasn’t stopped him from commenting on his ex-wife’s love life. In 2025, Jon shared a photo of Kate and her rumored beau, Steve Neild, via Instagram and captioned it, “Guess who really ruined the marriage. Read for yourself.”

Jon Gosselin Reveals He’s Been Dating His Secret Girlfriend For 2 Years

He added: “Maybe when I speak people will listen now!!!”

The pair’s son Collin also accused his mother of being untruthful. “This is my formal invitation to do a lie detector test with my mom lol,” he wrote via his Instagram Story in 2025. “Then, we’ll see who’s been lying straight to the public. I’m so serious by the way.”

Though Kate has yet to reply to the accusations from her ex-husband and estranged son, Jon has had his own fair share of interesting relationship rumors over the years. Keep scrolling to read Jon’s relationship history.

Kate Gosselin

Kate Gosselin
Kate Gosselin Noel Vasquez/Getty Images

Jon and Kate married in June 1999. The pair appeared in Discovery Health specials alongside their children and sprang to national stardom when their reality series Jon & Kate Plus 8 debuted on TLC in April 2007.

The series focused on the pair’s lives with their kids: twins Cara and Mady and sextuplets Alexis, Hannah, Aaden, Collin, Leah and Joel.

Though Jon and Kate renewed their wedding vows in August 2008, they announced their separation in June 2009 — months after rumors that Jon had been having an affair surfaced. In a September 2009 appearance on ABC’s Primetime: Family Secrets, Jon claimed Kate was abusive. As he put it, “I was abused. I went through therapy.”

Jon also decided to stop filming the family’s show, which was renamed Kate Plus 8 in October 2009 after he was sued by TLC for breach of contract. Jon filed a $5 million countersuit against the network in November 2009, but TLC prevailed and won the case in December of the same year.

In July 2009, Kate told People of the split, “On a good day I feel relief. On a bad day I feel failure. I’ve never quit anything in my life. It feels like I’ve failed. It’s hard. This is the first war I’ve fought alone. Really, really alone.”

She continued: “It was event after event after event where I came to realize: This is not the same person I married. I remember just looking at him and thinking, ‘I wouldn’t choose to marry that exact person right now … so why am I here?’ Our goals don’t match up anymore, our dreams don’t match up, our ideas don’t match up.”

Jon and Kate finalized their divorce in December 2009. Kate’s decision to join Dancing With the Stars the following year appeared to prompt Jon to file for legal custody of the pair’s eight children, and his lawyer described Kate as “an absentee mom” while she rehearsed for the show in the basement of the home she lived in with their kids. At the time, Kate’s then-attorney Mark Momijan told RadarOline, “We haven’t received any formal filing yet, but I can’t imagine anything farther from the truth. Kate is a devoted mother. Her concern for the welfare of her kids is so prominent that any allegations like this report are reckless and so far from the mark, it’s offensive.”

Kate filed her own suit against Jon in August 2013 and accused of him of using “illegal hacking” to give author Robert Hoffman information for his book Kate Gosselin: How She Fooled the World. She dropped the case in November 2013.

In January 2016, Jon told Steve Harvey had not “seen all [his] kids together in about three years.” Twins Mady and Cara spoke to People in response in August 2016, with Mady explaining at the time, “He makes it seem like we’re being kept from him, which is insane. He should maybe spend some time thinking about why we don’t want to see him, and maybe realize that if he ever does want a relationship with us, talking about us on TV is not the way to make that happen.”

In April 2018, Jon revealed he had custody of the pair’s daughter Hannah and announced he was also pursuing custody of Collin, who was living in a treatment center for minors at the time. Collin moved in with Hannah and Jon in December 2018.

After Kate announced she was in a new relationship, reportedly with the family’s former bodyguard, Neild, in September 2025, Collin accused his mother of having an affair with Neild in 2009. He and Hannah were not pictured in photos Kate shared via social media while celebrating the sextuplets’ 21st birthday in May 2025.

Deanna Hummel

In May 2009, five people, including two relatives of Deanna Hummel’s, told Us that she and Jon had an affair. The third grade teacher’s brother Jason told Us, “She’s a nice girl, not a homewrecker. 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.”

Stephanie Santoro

In September 2009, the Gosselin family’s former nanny Stephanie Santoro claimed she and Jon had an affair. Santoro told In Touch Weekly she worked for the family for one month, and during that time Jon invited her over and gave her a massage. She also said Jon told her, “Well, I guess we can kiss just once” and “Whatever you do, don’t fall in love with me, because it’s going to be impossible for me not to fall in love with you.” Jon denied the allegations.

Kate Major Lohan

Kate Major Lohan
Kate Major Lohan Jeff Fusco/Getty Images

Also in September 2009, former Star reporter Kate Major (now Lohan) said she and Jon had a short-lived romance following his split from Kate — another relationship Jon has denied. “I will take a lie detector test, and I would love for Jon to take a lie detector test because for him to say there was no romance is a complete lie,” she told HLN’s Showbiz Tonight, per People.

She added: “If I could talk to Kate Gosselin, I would definitely. I think we would have a lot in common, and I feel badly for her. I think she’s definitely taking the high road in this, and I’m sure it’s very hard and the last thing I would want is for any of his children to see this, but then again, I’m not the parent.”

Hailey Glassman

Hailey Glassman
Hailey Glassman Gilbert Carrasquillo/WireImage

Hailey Glassman, a family friend who is 10 years Jon’s junior, and the former reality star dated sometime after his split with Kate until their breakup in December 2009. In March 2011, Glassman told RadarOnline that Jon once attempted to blackmail Kate.

She said: “We were in bed, and Jon called Kate on speaker phone. He wrote down what he wanted to say to her and then he read from his notes. He told her, ‘You either give me money or I’m going to call [Child Protective Services].’”

Glassman added, “Kate started screaming, and Jon just started laughing. He just laughed at her. Later, when he got off the phone, I asked him, ‘What are you doing? Why are you doing this? This is the mother of your eight children!’ And he told me, ‘Oh, you don’t know what I went through with her, what I had to deal with.’”

In response, Jon wrote on X (then Twitter), “Radar Online has been duped again by Hailey Glassman, who is apparently without a job and desperate for money. This article contains so many lies, they are too numerous to count. It is completely false and without any merit.”

Morgan Christie

Rumors that Jon was dating then-law student Morgan Christie surfaced in January 2010. The pair attended the Sundance Film Festival together the same month, but Morgan ended things in March 2010.

Liz Jannetta

Jon and Liz Jannetta, a mother of three, met in February 2012. That May, she told Inside Edition, “I didn’t watch the show. Anything I knew about Jon was from the tabloids. You know, womanizer Jon.” The pair were together for two years, during which they appeared on the fourth season of VH1’s series Couples Therapy. They broke up in 2014 after Jon said on the series, “When Liz laughs at me and walks away, it’s like Kate. That’s exactly how I feel.”

Colleen Conrad

Jon Gosselin and Colleen Conrad
Jon Gosselin and Colleen Conrad Greg Doherty/Getty Images for Brooke Lewis and Mark Bellas

Jon announced his relationship with nurse practitioner Colleen Conrad in mid-2014. The pair dated for seven years until their split in August 2021, four months after Conrad was diagnosed with breast cancer. “We had ongoing issues previous to our breakup and previous to her diagnosis, so we had trouble in the relationship for a long time and didn’t really want any stress during her treatment,” Jon said on The Dr. Oz Show. “So we thought it was best that we just stop our relationship and work on our friendship and get her through her treatment.”

Jon Gosselin and His Girlfriend Hit the Town for the 1st Time Together

Stephanie Lebo

Stephanie Lebo
Stephanie Lebo Courtesy of Stephanie Lebo/Instagram

Jon and Lebo went public with their relationship in August 2023 when they told The U.S. Sun they had begun dating after his split from Conrad. “He had ordered me a creme brûlée cheesecake, so it was waiting for me when I arrived, which is super sweet, but I don’t like cheese, so that was kind of funny,” Lebo told the outlet of their first date.

Lebo added that the pair bonded over their past relationships. “We have so much in common because we have both been with people who are not the best for us, but we wouldn’t appreciate what we have together if it wasn’t for those experiences,” she explained.

Jon and Lebo announced their engagement in December 2024. He later told Entertainment Tonight that he “would definitely” invite his estranged kids to their wedding. They got married in November 2025.

Distraught British grandmother ‘duped’ £18k by Ghanaian lover

He told me I was beautiful and that he loved me but he lied

A lonely gran who claims she was conned out of £18,000 by her Ghanaian toyboy lover and accused of BEATING him has warned other woman not to be as naive as she was.

Former probation officer Beth Haining fell for Rodney Cudjoe, a Ghanaian musician 30 years her junior.

‘I’ve been a stupid old woman who should know better,’ said 68-year-old Beth, of Redditch in Worcestershire.

‘I used to laugh at women who fall for these good-looking toy boys from abroad and think how gullible they are. Now I’m one of them.’

Gran-of-four Beth met hunky 6ft 1ins Rodney, now 39, after the pair chatted online in December 2014.
She flew to Accra the capital of Ghana, where he seduced her and proposed to her in front of his friends.

Beth went ahead with the wedding even though her children back home begged her not to.

But after paying for a spouse visa and lavishing £18,000 of her savings on her new groom and his business ventures, she claimed the gentle, attentive man she’d fallen in love with became sulky, moody and cold.

He moaned about the food, the freezing British winters and accused Beth of treating him like a slave when she asked him to paint her living room blue.

Eventually after rowing non-stop, Beth refused to renew his visa and gave him the money to fly home along with the taxi fare to the airport.

Instead, he stayed in the country and falsely accused the 5ft 5ins granny of beating him so badly she split his lip – meaning she had to be quizzed by police after they turned up on her doorstep.

She wasn’t charged with assault and is now divorcing Rodney for the irretrievable breakdown of their marriage after complaining to the Home Office that he won’t go back to Ghana. They curtailed his leave to stay in the UK.

‘He told me I was beautiful and that he loved me, but he lied to me and used me,’ said Beth.

‘I had just sold my house when we met and had some savings.

‘I fell for him and thought he was genuine. I thought this was my dream romance coming true and I lavished him with attention and gifts.

‘I paid for everything, and we spoke about starting businesses together as I wanted us to be happy.

‘We had the most amazing time in Ghana, it was magical. He couldn’t do enough for me.

‘We had sex in the morning, at lunchtime and in the evening – it was at least three times a day every day.

‘But Rodney changed as soon as he came to Britain. He spent more time sleeping on the sofa than he did in my bed.

‘He would argue and shout about everything – the food, the cold and having to find work.

‘He got a job in a packing factory as I said I didn’t have enough money to pay for everything. But he said: ‘How can you be broke when you’re British?’

‘He thought this was the land of milk and honey.

‘It was a rude awakening when he saw the reality of British life and living with me. He was a completely different person – he was either shouting or sulking for days at a time.

‘My two children and friends didn’t like him and when they came round he would go into another room. I thought it was a culture shock and he would adapt.

‘I wanted to make it work but eventually I realised it was all a lie.’

When their relationship broke down, Beth and Rodney agreed he would return to Ghana as his visa was up for renewal.

‘I gave him the airfare and the money for the taxi but he took the key from the front door and didn’t leave,’ said Beth.

‘I had to change the locks and then two police officers came to the door saying that he had accused me of assaulting him. I never thought he would try and get me arrested.

‘I’m half his size, twice his age and have never hit anyone. It was ridiculous but they asked me to give a statement and so I ended up being quizzed for an hour in the local police station.

‘I was petrified, but luckily I had a solicitor and the police released me with no further action taken. I couldn’t believe the man I loved and who I’d brought over here so we could be together could accuse me of that.

‘The solicitor even recognised me because he’d read my reports when I was a probation officer. It was so embarrassing and I knew then I had to divorce Rodney.’

Beth first fell for music producer Rodney after they met online in December 2014.

She said: ‘I was a bit lonely as my sister Gaynor had died a couple of years earlier and my mum Barbara had been diagnosed with dementia but he was very friendly and chatty. We got on well.’

Soon the pair were messaging and then talking to each other every day.

‘I thought we were friends, but he started saying I had nice hair and he couldn’t wait to touch it,’ she said.

‘We’d seen pictures of each other and there was a huge age difference so I didn’t realise he was flirting at first. I liked him and after a few months he asked if he could borrow some money as he was waiting for a cheque to come through.

‘It was just £200 so I did, and he promised to pay me back. Then he needed some money for some studio equipment and to put on some shows where we would share the profits and I sent him another £2,000.

‘We began talking about meeting up. I’d been to Ghana before as I raised funds for and been a volunteer at orphanages over there and he asked me to visit him.’

She jetted out to meet Rodney in August 2015 – and he literally swept off her feet at the airport.

‘He picked me up and gave me a peck on the cheek, but in the car, he gave me a full-on kiss which gave me butterflies,’ Beth said.

‘I realised then we weren’t just going to be friends and that night we had sex.

‘We spent all our time together, eating out and drinking, meeting all his friends. He always had his arm around me and was kissing me. He couldn’t do enough for me.’
Rodney even asked Beth to marry him four or five times but she refused, saying they didn’t know each other well enough.

A week before she was due to fly home they went to a club – and he stood on the stage and proposed.

‘He said he wanted to spend his life with me and had arranged a surprise wedding for five days later on 7 October, 2015, the day before I was due to fly home.

‘All his friends were there and they were clapping and cheering. I didn’t feel like I could say no,’ Beth says.

‘I loved him but I thought it was too soon to get married.

‘I called my children who told me not to do it. They said he was too young and I didn’t know him, but I thought it was love.’

The next day she bought a green wedding dress, the rings and asked her neighbour to send over her divorce papers from her first marriage, which had ended in the 1970s.

‘It was when we handed in our papers that I realised Rodney’s real age. He had told me he was 40 but when I saw his date of birth I realised he’d lied and really he was 30.

‘I was a bit shocked but it was too late by then.

Beth flew home the next day and paid a lawyer £3,000 to arrange for Rodney’s visa.

It was granted in February 2017 – and he flew over to live in the three-bedroom former council house that she was eventually left by her mother.

‘My mum gave me half when she died and left the other half to her husband’s children in trust though I can live here for the rest of my life,’ Beth explained.

‘I was excited to see Rodney but he was a completely different person. He didn’t stop moaning and nothing I did was good enough.

‘I had a pension but also ran workshops for people with depression and anxiety, but I wanted him to work and he got a job in a packing factory.

‘He sent all the money back to Ghana to buy equipment for a music studio so I paid all the bills in Britain.’

Beth found her husband cold and distant – and they only had sex once that year. ‘He wanted kids and I said I obviously couldn’t have them and he then said there was no point in having sex.

‘He began criticising me, saying he didn’t like my cooking and wanted to cook his own food, like yams, plantains and rice.

‘He also said I was treating him like a slave as I asked him to do things round the house. I told him ‘that’s just being a husband’ but he didn’t like it.

‘He thought I should do everything as I was his wife. One time I asked him to clean up his mess and he slammed a knife down so hard on the kitchen worktop that he damaged it. I was a bit scared.’

Beth said she tried to make the marriage work but that after continuously rowing she decided to finish their relationship.

‘We went for dinner with friends and he told them he had three swimming pools at his house in Ghana when in reality he has a fish pond. I hated watching him lie and realised then it was never going to work,’ she said.

‘He begged me for another chance and said that he loved me. He bought flowers and tried to shower me with affection but it was too late.’

Eventually Rodney agreed to go home but Beth says she saw the front door key was missing. After getting the locks changed she thought that was the end of her marriage nightmare.

But she was shocked when the police arrived to question her saying that Rodney had claimed she’d attacked him twice, punching him in the face and busting open his lip.

After making a statement at the local police station she began divorce proceedings.

She also told the Home Office she was divorcing Rodney as she didn’t want to be involved with a man who could lie to the police I had attacked him.’

She is now waiting for her divorce, which has cost her £1,400 so far, to be finalised and has already changed her name back to Haining.

Now she wants to warn other women not to be as naïve as she was.

‘I keep asking myself how could I have been so stupid as to be taken in by him,’ she said. ‘I thought it could never happen to me. My job for years was doing risk assessments with criminals and so I thought I could never be duped by a man.

‘But I fell for it all, and realise it was all lie. I was a silly old woman who fell for the Mills and Boons chat by a good-looking, younger man from Africa, but he just wanted me for my money.

‘I’ve cried for a year over all this and put on four stone. Now I just need that divorce to come through and to get on with my life without him.’

Beth has now co-authored a book about her experiences, called The girls Who Refused To Quit.

Rodney, who is living in Birmingham and claiming asylum said: ‘I loved her. It wasn’t an act. I wanted to make it work. The money wasn’t for me, it was for businesses to make a future together. My visa was expiring on October 27 and she had slapped my face twice in the May.

‘The Home Office wanted to know why I had left my house and I had to explain I had been the victim of domestic abuse. I spoke to the Citizen Advice Bureau and Immigration Aid who said they couldn’t help me if I hadn’t made a formal complaint to the police. I went to talk to the local police as part of the process, that was all.’

Source: Daily Mail