Emma Raducanu’s meteoric rise to tennis stardom following her stunning 2021 US Open victory has fans worldwide, but her personal life remains equally intriguing. The 22-year-old British tennis sensation, who became the first qualifier in the Open era to win a Grand Slam, has navigated the complexities of fame while maintaining a relatively private romantic life. From her strict upbringing that included a “boyfriend ban” to high-profile relationships with billionaire heirs, Raducanu’s dating journey reflects the unique challenges faced by young athletes in the spotlight.
Currently, speculation surrounds potential new romance as Wimbledon approaches, with recent sightings of childhood friend Benjamin Heynold sparking fresh rumors. The tennis star’s approach to relationships has been shaped by her parents’ emphasis on career focus and her own experiences with public scrutiny. Her previous relationship with Carlo Agostinelli, son of billionaire financier Robert Agostinelli, ended in 2024, marking a significant chapter in her personal development. As Raducanu continues to rebuild her tennis career following injury setbacks, fans remain curious about how she balances professional ambitions with personal happiness, making her dating life a subject of continued fascination in the sports world.
Current Relationship Status: Single but Sparking New Rumors
Emma Raducanu (Image via Getty)
As of June 2025, Emma Raducanu is officially single, but recent developments have tennis fans buzzing with speculation. The British number one has been linked with Benjamin Heynold, a 24-year-old former tennis prodigy who has known Raducanu since they were both six years old. Their childhood friendship has recently taken center stage after Heynold was spotted among Raducanu’s support team at Queen’s Club, joining her coach Nick Cavaday and agent Thomas Houchin courtside.
The pair’s connection runs deep, having competed together in junior tournaments across Britain, including at the Royal Albert Hall in 2017. Both represented Team GB during their junior careers before their paths diverged – Raducanu pursuing professional tennis while Heynold chose academics at the University of North Carolina. Friends suggest their shared tennis background and years of friendship may have evolved into something more romantic, though neither has confirmed these rumors publicly.
Adding to the speculation, there have been surprising rumors linking Raducanu with tennis legend Andy Murray, sparked by his new role as a “relationship guru” in an experimental LTA session. However, these appear to be more media fabrication than reality, with the rumors stemming from Murray’s venture into dispensing relationship advice rather than any genuine romantic connection.
The Carlo Agostinelli Chapter: A Billionaire Romance
Raducanu’s most publicized relationship was with Carlo Agostinelli, the son of billionaire American banker Robert Agostinelli. The romance began in May 2023 and quickly became the subject of intense media attention. Carlo, born on July 13, 2000, brought impressive credentials to the relationship – he was a former head boy at London’s prestigious Harrow School and studied International Relations at Stanford University in California.
The couple made their relationship public during Paris Fashion Week in September 2023, with particularly notable appearances at Dior events, leveraging Raducanu’s role as a brand ambassador for the luxury fashion house. Their romance included lavish trips and high-profile appearances, including the Dior 2024 Cruise show in Mexico. The relationship represented what friends described as Raducanu’s most serious romantic involvement to date.
However, by June 2024, the romance had “run its course,” with sources noting that the couple had unfollowed each other on Instagram – a modern indicator of relationship status. The split was handled quietly, with no official statements from either party, though observers noted that Raducanu had even blocked Agostinelli on social media, suggesting she may have initiated the breakup.
Tennis Connections: Alcaraz and Draper Speculation
Emma Raducanu (Image via Getty)
The tennis world has also generated rumors linking Raducanu with fellow players, most notably Carlos Alcaraz and Jack Draper. Speculation about Alcaraz intensified when Raducanu attended his Wimbledon final, but both parties have maintained they are simply good friends. When questioned about her attendance, Alcaraz diplomatically responded, “I don’t know if she came to see me.”
British number one Jack Draper has been another subject of romantic speculation, given their shared nationality and tennis careers. Draper has consistently praised Raducanu’s achievements, describing her US Open victory as “incredibly inspiring.” However, despite their apparent closeness and history dating back to their junior days, insiders maintain their relationship is strictly platonic, built on mutual respect and shared experiences in British tennis.
These tennis-related rumors highlight the challenges faced by young athletes, where professional interactions and friendships are often misconstrued as romantic relationships by the media and fans seeking compelling narratives.
The Impact of Strict Upbringing on Romance
Raducanu’s approach to relationships has been significantly shaped by her parents’ strict upbringing, which included what she describes as a “boyfriend ban” during her formative years. In candid interviews, she revealed: “My parents were very much against [boyfriends] as it interfered with training. When I was younger, I wasn’t even allowed to hang out with my girlfriends.”
This restrictive approach initially caused resentment, with Raducanu admitting she felt “very resentful” at the time. However, she now recognizes the positive impact this had on her development: “It made me very confident and comfortable in my own company, which is also a big strength.” This self-sufficiency has become a defining characteristic, helping her navigate the pressures of professional tennis and public scrutiny.
Her parents’ influence reflects their diverse backgrounds – her Romanian father, Ian, and Chinese mother, Renee, both grew up in challenging circumstances and emphasized the importance of focus and determination. This multicultural upbringing, combined with their emphasis on discipline, shaped Raducanu’s approach to both tennis and relationships.
Challenges of Dating in the Spotlight
Emma Raducanu (Image via Getty)
Raducanu’s dating life has been complicated by the intense scrutiny that comes with her celebrity status. Beyond media attention, she has faced serious safety concerns, including stalking incidents that have affected her sense of security. In 2022, a stalker case shook her confidence, and in 2024, she experienced another unsettling encounter that caused her to break down mid-match in Dubai.
The WTA has taken strong action to protect players, issuing statements and banning offenders from future events. These experiences highlight the darker side of fame and the additional challenges young female athletes face when trying to maintain normal personal relationships.
The constant media speculation about her romantic life adds another layer of complexity. Every public appearance with male friends or colleagues becomes fodder for relationship rumors, making it difficult to maintain genuine friendships without public scrutiny.
Looking Forward: Balancing Career and Personal Life
As Raducanu continues to rebuild her tennis career following injury setbacks and coaching changes, her approach to relationships appears to be evolving. With seven coaching changes in four years behind her, she seems to be finding a better balance between professional ambitions and personal happiness.
Her potential connection with Benjamin Heynold represents a return to her roots – someone who knew her before the fame and understands the tennis world intimately. This type of relationship, built on long-standing friendship and shared experiences, may offer the stability and understanding that previous high-profile romances lacked.
Whether or not the Heynold rumors prove accurate, Raducanu’s journey through love and relationships continues to fascinate fans. Her story reflects the broader challenges faced by young athletes’ fame, with the added complexity of maintaining authentic personal connections in an environment of constant public scrutiny.
Phoenix Suns shooting guard Devin Booker has become as well-known for his high-profile relationship with supermodel Kendall Jenner as he is for his basketball prowess. The 28-year-old NBA star’s romantic life has been a constant source of fascination for fans and media alike, particularly his tumultuous on-and-off relationship with the reality TV star and fashion icon.
Current Relationship Status: Back Together with Kendall Jenner
Kendall Jenner and Devin Booker (Image via Getty)
As of February 2025, Devin Booker is reportedly dating Kendall Jenner once again, marking their third attempt at making their relationship work. The couple, who first began dating in 2020, have had a notoriously complicated romantic timeline filled with breakups, reconciliations, and periods of uncertainty. Sources close to the couple confirm they are “very much together” and appear “very solid right now,” with insiders noting that “Kendall thinks Devin is really funny.”
The rekindling of their romance became public knowledge in February 2025 when the pair was spotted together during Valentine’s Day weekend in Aspen, Colorado. Photos shared on social media showed them bundled up in winter gear, enjoying a cozy meal at the Cloud 9 Alpine Bistro. This romantic getaway came after months of speculation about whether the former couple had reconnected following their previous split.
The Complete Kendall Jenner and Devin Booker Timeline
Early Days and First Connection (2018-2020)
Devin Booker and Kendall Jenner first met around 2018 through mutual friends, but their relationship remained platonic for nearly two years. The first public indication of a potential romance came in April 2020 when they were spotted on a road trip to Sedona, Arizona, during the early days of the COVID-19 pandemic. At the time, sources insisted they were merely friends hanging out within a small social circle that was following social distancing guidelines.
Official Romance Begins (2020-2021)
By June 2020, speculation intensified when the pair were seen getting into the same car after dinner at celebrity hotspot Nobu. Their relationship became more apparent in July 2020 when both posted Instagram photos from what appeared to be the same vacation, though they maintained their privacy about the nature of their connection.
The couple finally went Instagram official on Valentine’s Day 2021, sharing adorable photos of each other on their respective Instagram stories. This marked a rare public acknowledgment of romance from Jenner, who typically keeps her personal life extremely private.
First Breakup and Reconciliation Attempts (2022)
Devin Booker and Kendall Jenner (Image via Getty)
After nearly two years of dating, reports emerged in June 2022 that Booker and Jenner had decided to take a break from their relationship. Sources indicated that “Kendall feels like they’re on different paths” and that while they had discussed their future, “they are not on the same page.” The split was reportedly attributed to their demanding schedules and different life priorities.
However, the breakup wasn’t permanent. The couple was seen together at various events throughout 2022, including Kourtney Kardashian’s wedding in May 2022. Their final split occurred in October 2022, again citing busy schedules as the primary reason for their separation.
Kendall’s Relationship with Bad Bunny
Following her split from Booker, Jenner began dating Puerto Rican rapper Bad Bunny in February 2023. Their relationship quickly became one of the most talked-about celebrity romances, with the couple making several public appearances together. However, their romance was also marked by instability – they broke up in December 2023, briefly rekindled in May 2024, and ultimately ended things again by September 2024.
During Jenner’s relationship with Bad Bunny, she and Booker maintained some level of connection. They were spotted at the same events, including the 2024 Super Bowl where both were present in the same VIP suite, and at the 2024 Olympics gymnastics finals, though they were seated at opposite ends of the stadium.
Recent Reconciliation and Current Status
September 2024: First Signs of Reunion
The first concrete evidence of a potential reconciliation came in September 2024 when DeuxMoi posted a fan-captured photo of Jenner and Booker having dinner together at The Surf Club Restaurant in Miami. The timing was significant as it showcased Jenner’s fresh blonde hairstyle, confirming the photo was recent.
February 2025: Official Confirmation
The relationship was officially confirmed in February 2025 when sources revealed to Us Weekly that the couple had fully rekindled their romance. The confirmation came alongside reports of their Valentine’s Day weekend in Aspen, where they were photographed looking cozy and affectionate.
According to insiders, the couple has been keeping their relationship more private this time around, though they’re “very touchy-feely when they’re with friends.” They were reportedly seen “making out and being very affectionate” at a friend’s dinner party in New York City.
Other Dating Rumors and Speculation
While Booker’s relationship with Jenner dominates headlines, there have been occasional rumors linking him to other women. In April 2025, fans speculated about a potential romance between Booker and social media influencer Molly Murphy after they were seen together at the Stagecoach music festival. Photos showed them in what appeared to be a warm embrace, though neither party confirmed any romantic involvement.
However, these rumors appear to have been short-lived, as sources continue to confirm that Booker remains committed to his relationship with Jenner.
What Makes This Relationship Work (This Time)
Shared History and Understanding
After five years of knowing each other and multiple attempts at making their relationship work, both Booker and Jenner seem to have developed a deeper understanding of each other’s needs and lifestyles. Their shared experience of being in the public eye while trying to maintain privacy has created a unique bond between them.
Keeping Things Casual
Sources suggest that this latest reconciliation is being approached more casually than their previous attempts. This relaxed approach may be allowing both parties to enjoy their connection without the pressure that may have contributed to their earlier breakups.
Mutual Respect and Friendship
Even during their periods apart, Booker and Jenner have maintained a level of respect and friendship that has allowed them to reconnect multiple times. This foundation of genuine friendship appears to be serving them well in their current romantic reunion.
Looking Forward
As of June 2025, Devin Booker and Kendall Jenner appear to be in a stable and happy relationship, though they continue to maintain their preference for privacy. Their ability to navigate the challenges of celebrity relationships while maintaining their individual careers suggests a maturity that may serve them well moving forward.
Whether this third attempt at romance will prove to be their lasting connection remains to be seen, but their current status suggests they’ve learned from their past experiences and are approaching their relationship with renewed commitment and understanding.
