A new chapter begins for Pete Davidson and it comes with a baby on the way. The Saturday Night Live alum, 31, is officially expecting his first child with model and actress Elsie Hewitt, the British-born beauty he’s been quietly dating since early 2025. What started with a PDA-filled beach day in Palm Beach has now blossomed into a full-fledged family unit, complete with red carpet appearances and a new Brooklyn address they now call home (per People).
But long before she became Davidson’s partner in parenting, Hewitt’s love life had a few Hollywood headliners. From Benny Blanco, now engaged to Selena Gomez, to even a deeply controversial legal drama with Ryan Phillippe, Hewitt’s romantic history reads more like a casting list than a dating timeline.
Hewitt launched a modeling career in her teens, and later pivoted to acting aspirations as bold as her red carpet looks. She once wrote on Facebook, reflecting on industry rejection.
Time and time again I was told my ‘look just isn’t right,’ I’m ‘too commercial,’ ‘too curvy’. The point is I didn’t take no for an answer.
Still, she pressed on, studying screen legends like Meryl Streep and Kate Winslet with the determination of someone who knew Hollywood wouldn’t hand her anything on a silver platter. Now, as the internet reacts to Davidson’s big baby news, fans are also revisiting Hewitt’s famous exes. Here’s a breakdown of the men she dated before Davidson, and how each relationship shaped the woman he’s now starting a family with.
1 Benny Blanco
Elsie Hewitt and Benny Blanco’s story began on the set of the 2019 music video for Graduation, a Juice WRLD and Blanco collaboration that featured Hewitt as the star. Their chemistry was immediate, and by early 2020, the couple had made their red carpet debut at the Spotify Best New Artist party.
Though they had a high-profile presence in industry circles, they parted ways later that year. Today, he is engaged to Selena Gomez. While Hewitt kept things quiet after the breakup, it was a relationship that positioned her deeper within the entertainment elite.
Anyway, the cat’s out of the bag: wedding bells are reportedly on the horizon for Gomez and Blanco. According to the Daily Mail, the Only Murders in the Building star and the chart-topping producer are set to tie the knot this September during a glittering two-day celebration in California.
“Selena and Benny’s wedding is going to be a two-day event in Montecito in September,” a source spilled to the outlet, lifting the veil on what’s shaping up to be one of Hollywood’s most anticipated nuptials.
2 Ryan Phillippe
Perhaps the most volatile of Elsie Hewitt’s past relationships was with Cruel Intentions star Ryan Phillippe. The pair were first linked in April 2017, but by July, they had split and what followed was a media firestorm. Hewitt filed a lawsuit accusing Phillippe of physical assault, alleging he had punched and kicked her during a fight at his home (via PEOPLE).
Phillippe, 50, through his representatives, denied the allegations vehemently, telling US Magazine:
Domestic violence is an incredibly serious issue and fabricated and proven false claims should not be used to unjustly slander the falsely accused. The claims are false.
Phillippe earlier dated Reese Witherspoon; they met at her 21st birthday in 1997, and a year later, they starred together in Cruel Intentions. The couple married in 1999 and went on to have two children. However, in 2006, they announced their separation, with Witherspoon filing for divorce, citing irreconcilable differences.
Despite having no prenup, she requested no spousal support and sought joint legal and sole physical custody, while Phillippe asked for joint physical custody and also declined support. Their divorce was finalized in 2007, with custody arrangements settled in 2008.
3 Jason Sudeikis
In early 2024, just a year before the Pete Davidson headlines, Elsie Hewitt was spotted in Hollywood getting cozy with none other than Ted Lasso actor Jason Sudeikis (per Page Six). The pair kept things low-key, but their romance made a few notable appearances, including a date at the U.S. Open that had fans and paparazzi buzzing.
Their relationship quietly fizzled out by the end of 2024. No statement, no scandal, just a mutual fade-out. Sudeikis, 49, who had previously been married to screenwriter Kay Cannon and famously dated Olivia Wilde, seemed to have found momentary happiness with Hewitt. But in true Hollywood fashion, it didn’t last.
Elsie Hewitt’s past partners read like a who’s who of Hollywood, but Davidson might be the first who stays through every chapter.
Soon after, she moved on, this time with Davidson. And this time, it’s for keeps… or at least, for future baby bottles and 2 a.m. feedings. The King of Staten Island star, whose love life has rarely stayed out of the spotlight, for better or worse, has long expressed his desire to become a dad. In a 2022 interview:
It’s super corny, but it would be so fun to dress up a little dude. I’m so excited for that chapter.
For Davidson, fatherhood isn’t just a life event; it’s something he’s been openly looking forward to for years.
With Davidson and Hewitt now preparing for parenthood, the question remains: how will this new phase shape both their lives and their careers?
Will the arrival of their child bring long-term stability for the often-spotlight-shy couple? Or are they in for more tabloid twists in the months ahead? With a winter due date approaching and a nursery to build, only time will tell if this romance becomes the one that rewrites the final act.
What do you think, is this Pete Davidson’s “forever girl,” or just another headline in his wild Hollywood timeline?
