Chelsea Handler and Ralph Fiennes recently made headlines after being spotted together at the Vanity Fair Oscars 2025 afterparty, sparking curiosity and excitement among fans and media alike. The two celebrities, known for their larger-than-life personalities and talent, were photographed leaving the event arm-in-arm, both beaming with joy. Handler, the 50-year-old comedian and former host of Chelsea Lately, stunned in a sleek silver strapless gown by Khoon Hooi, paired with white sneakers—a practical choice after ditching her gold heels earlier in the night. She also carried a cocktail glass, adding to the carefree and celebratory vibe of the moment. Fiennes, the 62-year-old Oscar-nominated actor, looked dapper in a classic black tuxedo and bow tie, perfectly matching Handler’s energetic and playful demeanor. While reps for both stars have not responded to inquiries about the nature of their relationship, their chemistry was undeniable, leaving many to wonder if there might be something romantic brewing between them.
The pair’s seemingly flirty night out at the Oscars afterparty came on the heels of a memorable moment they shared at the Critics Choice Awards 2025, which Handler hosted on February 7. During the ceremony, the two teamed up for a cheeky bit that left the audience in stitches. Handler and Fiennes playfully recreated a scene from Nicole Kidman’s erotic film Babygirl, in which Kidman’s character chugs a glass of milk. Handler, known for her sharp wit and willingness to push boundaries, took the opportunity to poke fun at herself and the film. She quipped, “Babygirl was one of my favorite movies this year because I love everything Nicole Kidman does, and it even inspired me to hire a new sexy intern.” As she said this, someone offstage handed her a glass of milk, and she didn’t hesitate to take a swig. Fiennes, playing along, called her a “good girl” and urged her to “keep going! Don’t stop!” The lighthearted moment showcased the easy camaraderie and banter between the two, leaving fans and viewers at home thoroughly entertained.
While Handler and Fiennes’ relationship status remains unclear, the comedian has been open about her dating life in recent weeks. During a January appearance on the Call Her Daddy podcast, Handler revealed that she is currently in a relationship with someone she has known for years. “We didn’t really become lovers until about six or seven months ago,” she shared, describing her new flame as “sweet” and “caring.” Handler also admitted that she had been attracted to him for a long time but that he wasn’t available until recently. “I invited him to Mallorca on a trip with a group of friends,” she said, adding that their connection deepened during the getaway. Her comments about her new relationship come nearly three years after her split from fellow comedian Jo Koy, with whom she had a high-profile romance before parting ways.
Handler has been candid about the reasons behind her breakup with Koy, offering insight into the challenges they faced as a couple. In a recent interview on the Armchair Expert podcast, she opened up about the difficult decision to end the relationship. “I felt like it was a decision between having a relationship and being full-on or choosing myself and my sanity,” she explained. Handler described Koy as having “very outdated, old-fashioned” expectations for their relationship, which ultimately led her to realize that the dynamic wasn’t sustainable for her. “I would have compromised my own value system,” she said, emphasizing the importance of staying true to herself. While the breakup was undoubtedly tough, Handler’s willingness to prioritize her own needs and happiness has resonated with fans, many of whom admire her honesty and resilience.
Handler’s recent revelations about her personal life highlight her ability to navigate the complexities of love and relationships with humor and grace. Her openness about her experiences, both on stage and in interviews, has endeared her to fans who appreciate her unfiltered and relatable perspective. Whether she’s joking about her dating life during an awards show or sharing vulnerable insights about her past relationships, Handler’s authenticity continues to shine through. As she embraces this new chapter in her life, fans are rooting for her to find the happiness and fulfillment she deserves.
The buzz surrounding Handler and Fiennes’ Oscars afterparty appearance has only added fuel to the speculation about their relationship. While neither has confirmed anything official, their chemistry and playful interactions have sparked plenty of excitement. Whether they’re simply enjoying each other’s company as friends or exploring something more romantic, one thing is clear: Chelsea Handler and Ralph Fiennes are two talented individuals who know how to make an entrance—and an impression. As they continue to navigate their personal and professional lives, fans will undoubtedly be keeping a close eye on what’s next for these two charismatic stars.
