Inside JoJo Siwa's rollercoaster love life... from PREGNANCY plans to romance with Chris Hughes

Daily Mail​

2 days ago

Between their massive age-gap and the controversial way they got together, JoJo Siwa 's new romance with Chris Hughes has set tongues wagging.
The Dance Moms alum, 22, and the British TV personality, 32, bonded while starring on the latest season of the UK show Celebrity Big Brother together.
From late night cuddles to intimate conversations about JoJo's sexuality, the entire world watched on as their relationship strengthened.
The only problem? JoJo, who previously came out as 'gay,' was dating someone else at the time - Australian influencer Kath Ebbs.
Even so, immediately after the show premiered, rumors erupted that JoJo and Chris were an item - but despite their obvious connection, the stars continuously insisted that they were just friends.
And when Kath announced that JoJo had suddenly 'dumped' them at the Celebrity Big Brother afterparty, it only strengthened the speculation.
Finally, after weeks of intimate outings, trips together, and sweet social media posts, JoJo and Chris confirmed that what started as 'platonic' had indeed turned romantic.
The news divided the internet. Some people were ecstatic, branding it a love story fit for the big screen, while others were unsettled over their 10-year age difference and the speed at which they fell for one another.
Either way, their relationship caught the interest of millions... and it turns out, this is certainly not the first time that JoJo has been embroiled in a controversial romance.
In fact, the former Nickelodeon star has actually had a slew of messy and extremely public breakups over the years.
She also once made a brazen confession about her pregnancy plans, revealing she is determined to have three children - at the same time - within three years.
As JoJo and Chris continue to make waves with their romance, FEMAIL has recapped the singer's rollercoaster ride love life from start to finish.
Here's everyone the blonde beauty has dated over the years... as well as everything she's said about her sexuality and plans to become a mother.
JoJo's first public relationship was with social media star Mark Bontempo at age 17 but they split after only a few months together
In June 2020, JoJo sent her fans into a frenzy after she revealed that she was dating someone... but wouldn't share their identity.
She explained during an interview with Seventeen at the time that she was waiting until her new beau was comfortable before she revealed who he was to the world.
'It's really up to him,' she dished. 'I'm really in the public light and the thing is is like, I don't care.
'That's a side of my life that I can keep public or I can keep private.'
She couldn't stop gushing over her man, adding, 'Honestly he's a dream. Really, truly unreal and I'm so happy.'
After weeks of swirling speculation, she revealed one month later via TikTok that her mystery man was none other than social media star Mark Bontempo.
At the time, she posted an adorable clip of her and Mark dressed in each other's clothing as they danced together.
'Meet Mark,' she wrote in the caption to her video clip.
But unfortunately, the couple announced that they had split by November of that year.
'We decided it's best for us to not be in a relationship... that's all,' JoJo stated at the time on social media.
'You have NO idea about Mark and I's relationship, how much fun it was, how happy we both were and how happy we both are.'
She also posted a few months later, 'People in life break up. People as teenagers break up, you have a boyfriend or you have a girlfriend when you're six years old and you break up with them, you're not with them for forever.'
JoJo came out as part of the LGBTQ+ community in 2021... and revealed she was dating her 'best friend' Kylie Prew soon after
In January 2021, JoJo appeared to come out after she shared a snap of herself wearing a T-shirt that said 'Best gay cousin ever.'
One day later, after a fan asked how she labeled herself during a livestream, she clarified, 'I have thought about this, and the reason why I'm not ready to say this answer is because I don't really know this answer.
'I think humans are awesome. I think humans are really incredible people,' she added. 'I'm the happiest that I've ever been. And that's what matters.
'I am really, really - I'm really happy. And now that the world gets to see this side of my life, it makes me really happy.'
When another fan asked how long she had been part of the LGBTQ+ community, she responded with, 'I don't know. I think my whole life.
'I always believed that my person was just going to be my person. If that person happened to be a boy, great. And if that person happened to be a girl, great.'
She also told People in 2021, 'I still don't know what I am. It's like, I want to figure it out.
'I don't know - bisexual, pansexual, queer, lesbian, gay, straight. I always just say gay because it just kind of covers it or queer because I think the keyword is cool.
'I like queer. Technically I would say that I am pansexual because that's how I have always been my whole life is just like, my human is my human.'
Soon after, JoJo revealed that she was dating a woman named Kylie Prew, whom she described as 'the most amazing, wonderful, perfect, most beautiful girlfriend in the whole world' during an appearance on Jimmy Fallon's The Tonight Show.
She later explained that they had met on a cruise in 2020, and instantly became 'best friends.'
But during a trip to Orlando together later that year, she said they realized they had feelings for one another.
They started officially dating in January 2021, and even moved in together a few months later.
But unfortunately, news that the pair had split hit the web in October 2021, less than a year after they started dating.
The two revealed they had gotten back together, however, in May 2022.
JoJo told People at the time, 'It's really nice. It's good to have people that have your best interest around you, and she really does have mine.'
When asked if she and Kylie had a different approach to their relationship the second time around, she replied: 'Oh yeah, definitely, and still as we go. We're still learning things, setting new boundaries, releasing boundaries... all the normal things.'
But that was short-lived, as JoJo confirmed during a livestream in August 2022 that she and Kylie had parted ways again.
'I don't really wanna talk about it for but someone asked me just now if I was single. I am,' she said.
'It's OK. It's not deep, I promise. Everything's fine. Not everything has to be messy and gross because it's not and I just want to clear the air.
'It doesn't need to be drama because that just gives everyone unwanted anxiety.'
Things seemed to end amicably as JoJo called Kylie one of her 'good friends' in 2024, and said they still talk 'all the time.'
JoJo was briefly linked to Katie Mills in early 2022, and the social media star later claimed the Dance Moms alum 'ghosted her'
During her break from Kylie, JoJo was briefly linked to social media star Katie Mills.
Rumors that they were dating first arose in December 2021, after they two started posting a slew of videos together.
They were even photographed on a romantic date night at a Los Angeles Lakers game that month.
In March 2022, JoJo seemingly confirmed that she and Katie were in a relationship when she admitted on the Rachel Uncensored podcast, 'I am not single and I don't want to mingle.
'Listen, I went around the block. I tried a lot, and I learned a lot and I'm very, very, very happy where I am now.'
They must have split soon after, however, because by May of that year, JoJo was back with Kylie.
Katie went on to throw some shade towards JoJo in 2023 after the Dance Moms alum posted a TikTok admitting that she experienced 'love bombing' and 'clout chasing' in a past relationship.
While JoJo did not mentioned Katie by name, Katie responded with a video of her own, in which she scathed, 'I'm done being quiet.
'You hold a lot of power, you and your platform. How can you tell someone you love them and ghost them the next day, and then post all over the internet that we're clout chasers and love bombers? I don't get it.'
JoJo had a short-lived romance with YouTuber Avery Cyrus in 2022, and accused her of 'using' her for 'clout' after their breakup
JoJo revealed that she was in a relationship with YouTuber Avery Cyrus in September 2022, when she shared a video of them packing on the PDA online.
But they called it quits that December after only three months of dating.
At the time, Avery confirmed the split by sharing a video of JoJo presenting her with a 'sorry for breaking up with you present.'
When one fan asked for an explanation for their split, Avery explained that she and JoJo had decided to just be friends and focus on themselves in a comment.
But things turned messy weeks later when JoJo seemingly accused her ex-girlfriend of trying to profit off her fame during their relationship.
In a video shared online, her mom, Jessalynn, asked JoJo why she was upset.
JoJo replied, 'Because I got used for views and for clout. I got tricked into being told I was in love and I got f**king played.'
Avery, however, told E! News that she was shocked by JoJo's accusations, and said the former Nickelodeon star was the one to break things off.
'The relationship was very real and I have nothing but love for JoJo and her family,' she said.
'I'm still very hurt that JoJo broke up with me and I'm saddened and confused by the situation.
'From my perspective, me and JoJo left on great terms and are still friends.'
After revealing she planned to have three babies within three years, JoJo started dating Dakayla Wilson... and forked over $30k on her birthday celebration
In July 2024, JoJo made headlines again after she opened up about her ambitious pregnancy plans to Cosmopolitan.
Two months later, she shocked fans when she revealed she had forked over $30,000 on her girlfriend's birthday celebration - whisking her away to Hawaii for a romantic getaway
She revealed at the time that she wanted to have not one, not two, but three babies - all at the same time with different surrogates.
'Because I'm gay and I have to plan a pregnancy much different than a straight person, I actually want to take three eggs, fertilize three eggs, and have three surrogates,' she said.
'So technically, they'll all be [from] the same batch but they would all be born separately.'
'Then maybe their little birthdays will land on different days and they can be like triplets, but like, not,' she continued.
The Karma singer confirmed confidently that her three children will 'be here' in three years 'whether you like it or not.'
Soon after making the brazen comments, JoJo started dating dancer Dakayla Wilson.
They first met when JoJo was a judge on Dakayla's season of So You Think You Can Dance, on which she placed second.
They went public with their love in August 2024 when JoJo shared snaps of them getting cozy on Instagram.
Two months later, she shocked fans when she revealed she had forked over $30,000 on her girlfriend's birthday celebration - whisking her away to Hawaii for a romantic getaway.
'We are very madly in love,' JoJo gushed to E! News afterwards. 'She is a very, very special girl. I'm very lucky to have her in my life.'
But in November 2024, JoJo confirmed they had ended their romance.
'We have gone our separate ways, but she is an amazing girl,' she told People. 'I'm happy for her.'
JoJo and Kath Ebbs kick off their romance in January 2025... but Kath accused the star of 'dumping' them after she starred in Celebrity Big Brother with Chris
Two months later, JoJo revealed that she was dating Australian influencer Kath by sharing photos of them kissing to Instagram.
They seemed as happy as could be together, but in April 2025, rumors erupted that JoJo was dating her Celebrity Big Brother costar Chris after the two were seen getting pretty cozy in the show.
During one episode of the reality series, JoJo confessed, 'I've always told myself I'm a lesbian, but I think you - I think being here, I've realized, "Oh no, I'm not a lesbian, I'm queer."'
Soon after the show premiered, Kath - who uses they/them pronouns - claimed in a scathing Instagram video that JoJo had dumped them at the CBB afterparty.
'Hello internet. I don't even know where to begin. I am filming this in a complete state of shock,' they said.
'I honestly feel so numbed out right now and disorientated that I feel like the only thing I have to do in this situation is to finally address it after two weeks of sitting back watching certain things unfold and not being able to get any clarity from the person who it involved.
'I guess in an odd way, I don't know whether to call it love bombing or whatever but it seems to me I have experienced a version of that.
'Being told I am the love of someone's life, being asked to marry them before this social experiment.
'Being adored throughout behind close doors. Being hurt by what I saw but wanting to work through it and have a conversation and get clarity.'
Detailing how JoJo ended their relationship they explained: 'I guess I feel further humiliated.
'In the last eight hours I flew here and I went to the live show to show up for my partner and support them in their experience and then later on address my feelings of hurt and work through them.
'Before I could even get back to the hotel I went to the afterparty with my, I guess now ex, crazy thing to say, and was dumped at the party.
'I was told that there are "confused feelings there" take from that what you will and that they had realized in the house that I wasn't the person that they wanted to spend the foreseeable.'
Speaking on The Viall Files podcast afterwards, JoJo insisted that Chris had nothing to do with their split.
'Obviously a lot of people think that Chris has something to do with it,' she dished.
'Chris does not have absolutely anything to do with it. Chris and I are friends, we have a very great friendship.
'It's a very special bond unlike any friendship I've ever created but my situations are completely unrelated and that kind of got misconstrued.'
JoJo and Chris bonded on set of CBB and after weeks of insisting they were just friends, finally confirmed their romance in late May
JoJo and Chris sparked romance rumors after they got flirty on CBB.
They were seen growing extremely close throughout the reality show, but the pair continuously denied that they were more than friends.
In late May, however, there was no denying that they were an item as they two stars were spotted kissing during a romantic getaway in Mexico.
The British star also jetted off to visit her in the states for her birthday, and the two were seen getting quite intimate in a series of social media snaps.
They were also photographed holding hands at the airport in London.
Then, in early June, Chris shared a steamy bedroom snap with JoJo on Snapchat, which showed them cuddling in bed together.
While chatting with the Guardian this week about their romance, JoJo gushed, I'm absolutely head over heels for him and he's the same way'
While chatting with the Guardian this week about how their romance blossomed, JoJo gushed, 'It's not platonic any more.
'It's been a beautiful development, a beautiful connection, and I'm absolutely head over heels for him and he's the same way.'
The Dance Moms star also hit back at speculation that their relationship is a 'PR stunt,' saying: 'Clearly, you've never been around us. I won't ever speak for him, but for me personally, the happiness in my life just radiates off of me right now.
'Literally yesterday, I was massaging my cheeks; I've never [before] been in pain from smiling so much.'