Comedian Pete Davidson recently made headlines with a grand romantic gesture, whisking his pregnant girlfriend, Elsie Hewitt, away on a private jet to a surprise Paul McCartney concert. This heartwarming event is just the latest milestone in their journey, as the couple excitedly prepares to welcome their first child, signifying a profound new chapter for Davidson, marked by sobriety and a deep commitment to family life.
Pete Davidson, known for his comedic timing and high-profile romances, has truly outdone himself with a romantic surprise for his pregnant girlfriend, Elsie Hewitt. On October 17, 2025, Davidson, 31, treated Hewitt, 29, to an elaborate date that began with a private jet ride, culminating in a cherished backstage meeting with music legend Sir Paul McCartney.
The Surprise Unfolds: A Date with a Legend
The surprise began when Elsie Hewitt shared on her Instagram Stories, “Pete is taking me on a surprise date,” alongside a photo of Davidson seated across from her on a private jet. She had no idea of their destination until the comedian revealed they were headed to Minnesota to attend Sir Paul McCartney’s concert at U.S. Bank Stadium that evening, according to Elle.
Hewitt’s reaction perfectly captured the magic of the moment. “I’m crying he’s so cute,” she captioned another post, clearly overwhelmed by Davidson’s thoughtful planning. The surprise escalated even further when Davidson arranged for the couple to meet the 83-year-old musician backstage before the show, a moment Hewitt described as a “special lil bucket list moment for me.” She gushed, “He’s pretty much the one person I’ve always wanted to meet. Do I have the sweetest, most thoughtful [boyfriend] or what?”
A Dream of Fatherhood Realized
This grand gesture comes amidst another significant life event for the couple: they are expecting their first baby. Hewitt confirmed her pregnancy on Wednesday, July 16, sharing maternity photos and jokingly writing on Instagram, “Welp, now everyone knows we had sex,” as reported by People. Though the pregnancy wasn’t planned, sources close to the couple revealed they are “over the moon” and “so excited” about the impending arrival, as stated in Us Weekly.
For Pete Davidson, becoming a father has been a long-held dream. He discussed his excitement on the August 6 edition of Late Night with Seth Meyers, saying, “I’m stoked. I can’t wait. Let’s go. I’m so excited.” Sources close to Davidson reiterate his long-standing desire to be a dad, believing the timing is perfect in his life, especially given his recent sobriety journey. They note that the pregnancy has “brought them even closer” as a couple.
Davidson himself acknowledged the significance of his sobriety in embracing parenthood. On Theo Von’s podcast, he reflected, “Thank God that I’m sober and where I am. I’m very grateful that it happened now and with Elsie.” He openly discussed his past struggles with alcohol and drugs, and how this new chapter comes at a time of personal growth and stability, moving past a period where he felt he “needed to have a kid and get married” without truly knowing himself.
Elsie Hewitt: A New Chapter for Davidson
Elsie Hewitt marks a distinct and positive new chapter in Pete Davidson‘s love life. The British-born model and actress moved to Los Angeles at age 10 and has built a diverse career:
- Modeling: She began as a teenager, notably starring in Guess’s spring/summer 2018 campaign and being named Playboy’s Miss June in 2017. She has spoken about overcoming initial rejections in the industry.
- Acting: Her credits include films like Teenage Badass (2020) and Turnt (2018), and TV series such as FX’s Dave and HBO’s Industry, where she played Suzie Huppert in season 3.
- Food Influencer: Hewitt has a passion for food, once running a YouTube channel called Elsie Eats and maintaining an active food Instagram account with over 45,000 followers.
Hewitt’s approach to romance resonates with Davidson’s current desire for a healthy, private relationship. She told Playboy in 2017, “Romance doesn’t have to be a grand gesture; it doesn’t have to be expensive. I think time is the most valuable thing.” This perspective aligns perfectly with the thoughtful yet low-key nature they initially cultivated. Before Davidson, Hewitt was rumored to be dating Jason Sudeikis and was in a relationship with music producer Benny Blanco.
Building a Family, One Milestone at a Time
The couple’s relationship has progressed steadily since they went public in March 2025, with Elsie Hewitt subtly soft-launching their romance on Instagram. By May 2025, they had moved in together, splitting their time between Davidson’s upstate New York home and a Brooklyn brownstone, as exclusively reported by People. Their relationship milestones include:
- March 2025: Relationship soft-launched on Instagram and confirmed by sources after they were spotted kissing in Florida.
- May 2025: Moved in together.
- May 15, 2025: Made their red carpet debut at the 13th Annual Blossom Ball in New York City.
- May 16, 2025: Attended a Knicks game together.
- July 9, 2025: Hewitt shared intimate photos from their Fourth of July trip.
- July 16, 2025: Hewitt announced her pregnancy.
- July 27, 2025: Attended the premiere of Davidson’s movie, The Pickup, where he praised Hewitt’s strength in dealing with endometriosis during pregnancy.
- August 2025: Hewitt shared glimpses of her pregnancy journey on Instagram, and the couple enjoyed a vacation in Greece.
- September 2025: Sources confirmed they were “so excited about becoming parents” and preparing for the baby’s arrival, strengthening their bond.
This steady progression, capped by Davidson’s heartfelt concert surprise, paints a picture of a comedian finding genuine happiness and stability, ready to embrace the most significant role of his life: fatherhood.
