Danny Cipriani, a name synonymous with English rugby, has also garnered attention for his tumultuous romantic life. His relationships, often with high-profile figures in the entertainment industry, have been characterized by their passionate beginnings and equally dramatic endings. From brief flings to a year-long marriage, Cipriani’s romantic journey has been a rollercoaster ride played out in the public eye. This narrative of fleeting connections and public breakups has become as much a part of his public persona as his sporting achievements.
Cipriani’s romantic history begins in 2007 with a short-lived relationship with Monica Irimia of the pop duo, The Cheeky Girls. This relationship ended amidst accusations of infidelity, setting the stage for a pattern of brief, intense relationships that would characterize his romantic life. Following Irimia, Cipriani embarked on a more substantial relationship with model and actress Kelly Brook, a relationship that lasted from 2008 to 2010. Despite its duration, this relationship also ended acrimoniously, with allegations of infidelity surfacing once again. The emotional fallout from this breakup was significant for Cipriani, who later admitted to experiencing a period of depression following the split.
The years following his relationship with Brook saw a series of shorter relationships with high-profile women, including actress Lindsay Lohan and model Katie Price. His brief encounter with Lohan was marked by a bizarre incident involving an alleged altercation between Lohan and an unidentified woman, later revealed to be Jasmine Waltz, whom Cipriani would later date. His relationship with Price was equally dramatic, ending in a public feud and unflattering portrayals in Price’s autobiography. These short-lived connections seemed to reinforce the narrative of Cipriani as a restless romantic, constantly seeking new connections but struggling to maintain lasting relationships.
The pattern of brief relationships continued with Australian model Lara Bingle and, later, Jasmine Waltz. While Bingle expressed feelings of love for Cipriani, their relationship ended abruptly, leaving her surprised and disappointed. His relationship with Waltz, which began in 2014, initially seemed to hold promise, with Waltz believing that Cipriani had matured and changed. However, this relationship also ultimately ended, with Cipriani reportedly avoiding Waltz in Los Angeles. The revelation in Cipriani’s autobiography that Waltz was the woman involved in the Lohan incident added another layer of complexity to their already tumultuous relationship history.
In 2015, Cipriani began a six-month relationship with sports presenter Kirsty Gallacher. Despite initial intensity, their relationship ended due to the challenges posed by their 12-year age gap and Gallacher’s responsibilities as a mother. This relationship seemed to mark a departure from Cipriani’s previous pattern of dating younger women and suggested a desire for a more mature and stable partnership. However, the relationship’s brevity indicated that Cipriani was still struggling to find a lasting connection.
Cipriani’s first marriage, to Victoria Rose in 2022, seemed to signal a potential shift towards a more settled personal life. The couple met in 2020, became engaged a year later, and seemed to be embarking on a new chapter together. However, this marriage also proved to be short-lived, ending in separation just a year later. Cipriani announced the split publicly, citing their divergent paths and a mutual desire for happiness. Following this separation, Cipriani began dating actress AnnaLynne McCord. This relationship, which began in 2024, also ended in 2025. Despite referring to McCord as his “miracle”, their relationship ultimately did not last.
In the wake of these relationships, Cipriani has expressed a renewed focus on personal happiness and a desire for a more meaningful connection. His participation in the reality show Celebrity Bear Hunt, alongside other celebrities like Mel B and Shirley Ballas, presents a new chapter in his public life. This venture, along with his stated desire for a more fulfilling personal life, suggests that Cipriani is seeking a new direction, one that focuses on personal growth and self-discovery. Whether this new chapter will lead to a more stable and lasting romantic relationship remains to be seen. However, Cipriani’s past relationships provide a complex and fascinating backdrop to his ongoing journey.
