When someone mentions reality TV royalty in the UK, one name that pops into the spotlight time and again is Chloe Sims. She’s confident, stylish, endlessly intriguing, and always manages to keep her fans guessing, especially when it comes to matters of the heart.
For more than a decade, Chloe has been a staple in British entertainment through shows like The Only Way Is Essex and Celebs Go Dating. But in recent years, her journey has taken a new turn, one that’s led her across the Atlantic to New York City.
The big question on everyone’s lips lately is: who is Chloe Sims dating now? With her breakup from Miles Richie making recent headlines, fans are eager for answers.
This blog dives into her dating life, history, career milestones, and what lies ahead for the Essex icon who’s chasing dreams in the Big Apple.
Who Is Chloe Sims?
Chloe Linda Daisy Margaret Sims was born on 2 November 1981, in London, and raised in Essex, England. With her striking looks and charismatic personality, she always stood out, even before the cameras came calling.
Childhood And Family Life
Chloe had a difficult early start. Her mother left the family when Chloe was just three years old, and she was raised by her father, Tony Sims, who became the central figure in her life.
The experience of growing up in a single-parent household shaped her perspective and added layers to the emotional honesty she’s known for today.
She shares a close bond with her three siblings, Frankie, Demi, and Charlie Sims, all of whom later joined her on TOWIE.
Her cousins, Joey Essex and Frankie Essex, are also well-known names in the UK reality TV circuit, solidifying the Sims-Essex family name in British pop culture.
Rise To Fame
Chloe began her reality TV journey in 2011 when she joined the cast of The Only Way Is Essex (TOWIE).
What started as a glam-filled addition to a reality soap quickly turned into a decade-long tenure. Chloe became the longest-serving cast member before announcing her departure in July 2022.
Over the years, fans were captivated by her romantic entanglements, friendships, and family drama. Her unapologetic honesty and fashion-forward style helped her remain a favourite throughout her run.
Career Highlights
Aside from TOWIE, Chloe participated in:
- Celebs Go Dating -> 2018 and 2019
- Celebrity Karaoke Club -> 2022
- House of Sims –> 2023 to present, alongside her siblings
She’s also ventured into entrepreneurship, social media influencing, and fashion. In 2025, she continues to build her presence through YouTube vlogging and OFTV’s House of Sims, showing fans a new chapter of her life beyond Essex.
Personal Life
Chloe is also a devoted mother to her daughter Madison Green, born in 2005. Madison has grown up partly in the spotlight and shares a strong bond with her mum.
Chloe often speaks about the challenges of balancing motherhood with fame and how Madison keeps her grounded.
Who Is Chloe Sims Dating?
In 2025, Chloe Sims is not dating anyone officially, having recently ended her relationship with Miles Richie, the 29-year-old son of music legend Lionel Richie.
The Relationship With Miles Richie
Chloe and Miles reportedly started dating earlier this year. Their pairing caught attention quickly due to their high-profile backgrounds and contrasting worlds, Chloe from Essex reality stardom, and Miles from American celebrity royalty. For a while, things looked promising.
However, after just four months together, they called it quits. The breakup was reported as mutual and drama-free, with insiders revealing the main reason being lifestyle incompatibility.
Despite going separate ways, sources close to them confirmed they’ve stayed friendly. It’s one of those rare celebrity breakups that ended on respectful terms, no mud-slinging, no online feuds, just two people accepting reality and moving on with grace.
Chloe Sims Dating History
Chloe Sims has had a complex and high-profile dating history, one that’s been widely documented on television, in the press, and sometimes in her own words. Her love life often played out as part of the TOWIE storyline, making her romantic relationships part of her public narrative.
Major Past Relationships
Elliott Wright (2014–2015)
This was one of her most serious relationships during her TOWIE years. Their time together was passionate but volatile, ultimately ending due to clashes in communication and lifestyle.
Pete Wicks
The on-again, off-again connection between Chloe and Pete Wicks has become almost legendary. Their chemistry was undeniable, but they never seemed able to align on what they wanted. Despite ups and downs, they’ve remained close, often sparking reunion rumours.
Liam ‘Gatsby’ Blackwell
Their brief romance was fun but short-lived. Fans sensed there was more friendship than passion.
Dan Edgar, Mario Falcone, and others
Over the years, Chloe has been linked to various co-stars and celebrities, though not every rumour was confirmed.
Her dating history is a mix of heartbreaks and near-misses, but also a reflection of someone unafraid to love and learn, even in front of millions of viewers.
How Did Chloe Sims And Miles Richie Meet?
Although the exact details of their first meeting are not publicly confirmed, it’s believed that Chloe met Miles Richie through mutual connections in the celebrity and fashion world, likely during her visits to Los Angeles or through entertainment events.
Both Chloe and Miles move in similar circles, fashion, fame, family legacies, and reportedly connected over their shared understanding of public life. Their initial chemistry turned into a short relationship that gave Chloe fans some buzzworthy moments in early 2025.
Their connection, although brief, seemed genuine. Chloe herself never denied the relationship but also didn’t hype it, preferring to keep things real and grounded.
When Did Chloe Sims And Miles Richie Break Up?
The relationship between Chloe and Miles ended in mid-2025, after four months of dating. The breakup came at a time when Chloe was transitioning to life in New York and focusing on her career.
According to reports, the split wasn’t dramatic. It was simply a matter of them being in different places emotionally and geographically. Chloe was clear that while she admired Miles, the relationship wasn’t sustainable for the long term.
The fact that they remain on good terms speaks volumes about their mutual respect.
What Sparked The Breakup Between Chloe Sims And Miles Richie?
The official reason behind the breakup was cited as lifestyle differences. Chloe was in the middle of a major life move, from the UK to New York, and launching new projects. Meanwhile, Miles was rooted in Los Angeles, immersed in the music industry.
Their differing schedules and ambitions ultimately clashed. Chloe also made it clear that she’s entering a new phase of self-discovery and doesn’t want distractions that don’t align with her long-term goals.
It’s not a tale of heartbreak but rather a story of personal evolution and clarity.
Who Else Has Chloe Sims Dated In The Past?
Chloe’s dating life has often been a media focal point. Apart from Elliott Wright and Pete Wicks, she’s had a few other high-profile or rumoured romances.
Notable Former Flames
- Mario Falcone: Linked briefly in the early days of TOWIE
- Dan Edgar: Also briefly connected with Chloe
- Liam Blackwell: Their chemistry played out briefly on screen
While not all relationships were serious, each one contributed to the evolving story of Chloe’s love life. Unlike many celebrities, Chloe doesn’t shy away from talking about her experiences, which makes her even more relatable to her fans.
What Has Chloe Sims Said About Her Exes?
In her new YouTube vlog series, The Honest Edit, Chloe shared an especially personal and humorous story about unexpectedly running into an old flame at a party in New York.
“Carrie Bradshaw” Realness
Chloe described the awkward encounter with an ex she hadn’t seen in 20 years, and how it felt like a moment from Sex and the City. Despite romantic nostalgia, the moment fell flat, reminding her why they broke up in the first place.
Her honesty in recounting the story, from outfit regrets to unreciprocated small talk, was pure Chloe: funny, unfiltered, and totally human.
This episode highlighted Chloe’s new emotional maturity. She no longer glamorises the past but uses it to learn and laugh, and that’s growth.
Is Chloe Sims Seeing Anyone New In New York?
As of now, Chloe is single and has not confirmed dating anyone new since her split with Miles Richie. She has, however, been open about embracing her “dating era” and seems to be enjoying exploring life in a new city.
New York has provided her with a fresh start and a break from her UK reality TV image. She’s now more focused on self-love, career, motherhood, and city life, letting love come naturally if it’s meant to.
What Is Chloe Sims Doing In New York Now?
New York represents a new chapter for Chloe Sims. She’s rebranding herself as more than just a reality TV star. Her day-to-day life includes:
Chloe’s NYC Life
- Filming House of Sims -> A family-led series following their US move
- YouTube Vlogging -> Her “Honest Edit” gives fans behind-the-scenes access
- Fashion and Lifestyle Projects -> Regular shoots, collaborations, and styling content
- Apartment Hunting -> Searching for her dream space in NYC
She’s determined to succeed in a city where ambition never sleeps. Whether it’s through digital content, brand expansion, or personal growth, Chloe’s NYC journey is just beginning.
Is Chloe Sims Still In Touch With Pete Wicks Or Other Former Flames?
While Chloe hasn’t openly confirmed regular contact with exes like Pete Wicks, there’s a sense that mutual respect remains. Chloe and Pete have shared a long history and multiple emotional moments on screen, which suggests they may still keep in touch from time to time.
However, Chloe has made it clear that she’s no longer stuck in the past. Any contact with former flames now seems respectful and minimal, focused on closure rather than rekindling.
What’s Next For Chloe Sims’ Love Life?
The next step in Chloe’s romantic life remains uncertain, but what is clear is her maturity and self-awareness.
She’s no longer chasing idealised versions of love. Instead, Chloe’s approach is now grounded, she’s open to love, but it must align with her values, pace, and purpose. The future is wide open, and that’s exciting.
Net Worth Of Chloe Sims
Chloe Sims’ net worth in 2025 is estimated at £1.5 to £2 million.
Income Sources
- Reality TV salaries (TOWIE, House of Sims)
- YouTube and brand partnerships
- Fashion endorsements and social media deals
- OFTV revenue and entrepreneurial ventures
She’s not just surviving post-TOWIE; she’s thriving, creating a sustainable, stylish brand that spans continents.
Conclusion
From Essex royalty to New York dreamer, Chloe Sims has lived a colourful life that continues to evolve.
With her recent breakup behind her and fresh opportunities ahead, Chloe is stepping into a version of herself that’s wiser, more self-assured, and open to whatever comes next.
She may not have found her Mr Big just yet, but Chloe’s journey proves that sometimes the greatest love story is the one you write for yourself.
FAQs
Is Chloe Sims currently in a relationship?
No, Chloe Sims is currently single following her split from Miles Richie in 2025.
Who was Chloe Sims’ most famous ex-boyfriend?
Pete Wicks is widely considered her most iconic and publicised ex.
Why did Chloe Sims and Miles Richie break up?
They ended the relationship due to lifestyle differences and remain friends.
Does Chloe Sims live in New York now?
Yes, Chloe has recently moved to New York to start a new chapter of her life.
Is Chloe Sims still filming House of Sims?
Yes, she continues filming House of Sims alongside her family.
Has Chloe started dating again in New York?
Chloe is open to dating but hasn’t confirmed a new relationship yet.
