MasterChef Winners Jessica Bosworth and Jesse Rosenwald Get Engaged After Season 15 Finale

Watch:Travis Kelce Shares Proposal Advice After Taylor Swift Engagement

The MasterChef finale was a big dill in more ways than one.

After being crowned the winners for season 15 of Gordon Ramsay‘s reality competition series Sept. 17, Jessica Bosworth and Jesse Rosenwald gave viewers something else to celebrate by getting engaged.

The winners of the “Dynamic Duos” season, who have no formal culinary training, gathered their friends and family at local Boston restaurant Revere to watch the season finale, Boston 25 News reported. Right after they were announced as the winners on the episode, Jesse popped the question to Jessica in front of the crowd of their loved ones.

And, while Jessica was surprised by the proposal, she had been preoccupied with trying to keep their win a secret until it was officially revealed on MasterChef.

As she told the local outlet, “It’s been pretty surreal to keep it under wraps for nine months now.”

Jesse also recalled how it actually felt in the moment when they won together.

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“First of all, we blacked out for like easily five to 10 seconds because that’s just what happens right,” he said of their winning moment, “you hear a name and you’re like, ‘Is that my name I heard? Is that her name I heard?'” 

As for Jessica, all she remembers is looking for Jesse’s face in the mayhem of their crowning moment.

Jessica Bosworth/Instagram

“I remember like sparklers going off in all directions,” she shared, “and just seeing his beaming smile from ear to ear and like I had no idea what else was happening around me.”

The couple also unlocked their dynamic as a duo during the course of the MasterChef competition.

“The reality is she’s the one that comes up with all the great creations and all the plating,” Jesse gushed, “and I’m just the work horse, tell me what to do, I’ll do it, we’ll get it done and that’s kinda how it goes.”

As for what happens next, the pair—who first started dating nine years ago after meeting when they were bartenders—plans on opening a restaurant together in Boston called 10 Inches South Shore Bar Pizza.

“This is our passion project,” Jesse explained. “Our day jobs are great, we love who we work for, they pay the bills that’s awesome that’s amazing, but we have aspirations to do things for ourselves and to really just let people enjoy our food.”

Keep reading for more 2025 celebrity engagements…

Jesy Nelson and Zion Foster

The Little Mix alum announced her engagement to the rapper in September, four months after they welcomed twins.

Jesy shared photos from Zion’s sunset proposal on the beach to pronounced, “Just got engaged to my best friend.”

Bozoma Saint John & Keely Watson

The Real Housewives of Beverly Hills star announced her engagement Sept. 3, several days after Keely popped the question in front of 35 family, friends and Bravo cameras in West Hollywood Aug. 29.

As Bozoma said, “This engagement is my testimony: you can rise from grief, reclaim your joy, and still find a love worthy of your ‘yes.'”

Cristiano Ronaldo & Georgina Rodríguez 

The soccer star and the model announced their engagement in August after eight years together. 

Georgina shared the news alongside a photo of her truly jaw-dropping diamond ring, writing on Instagram, “Yes, I do. In this and all my lives.”

Alaska Thunderf–k & Matthew Herrmann

The RuPaul‘s Drag Race All Stars season two winner announced that she and partner Matthew Herrmann are engaged.

“My longtime partner Matthew Herrmann proposed to me yesterday,” the reality star, who was runner-up on season five, told Entertainment Weekly in a statement Aug. 4. “It was after my grandma’s 90th birthday celebration.”

 

Zoey Deutch & Jimmy Tatro

The Set It Up actress got engaged in June 2025.  

Talita von Furstenberg & Rocco Brignone

Fashion designer Diane von Furstenberg announced that her granddaughter and longtime boyfriend, Rocco Brignone, got engaged after nearly seven years of dating. 

“Talita and Rocco are ENGAGED!!!” Diane, 78, wrote on her July 31 Instagram post, which features a sweet photo of the couple glowing after the proposal. “He proposed. She accepted! Join me in wishing them a happy joyful life together. LOVE is LIFE.”

Talita confirmed the romantic news on her Instagram shortly, writing, “Forever!!!!!!!!!!!! I love you so much my heart is bursting.”

Elsa Hosk & Tom Daly

The Victoria’s Secret model announced her engagement to Tom—with whom she shares 4-year-old daughter TuulikkiJoan—on Sept. 10. 

“I said yessss,” she posted. “In a Swedish wildflower garden, in our new apartment in the city we met. 10 years in—you and me baby.”

Tyrese Haliburton & Jade Jones

The Indiana Pacers player popped the question to his college sweetheart at their alma mater.

“The place where our story started,” he wrote on Instagram July 28, sharing photos and video from the romantic proposal inside Illinois State University’s Hilton Coliseum, “and where our next chapter begins.”

Zac Brown & Kendra Scott

The Zac Brown Band frontman and the jewelry designer announced their engagement in July 2025, just two months after they debuted their relationship at the American Music Awards.

“We are so happy and grateful, the couple told People at the time, “that we found each other.”

Venus Williams & Andrea Preti

The tennis star confirmed her engagment to the Italian actor following her July 22 win at the Mubadala Citi DC Open, crediting him with her return to the court.

“He encouraged me to get through this,” she said, “and it’s wonderful to be here. He’s never seen me play.”

Victoria Pedretti & Ethan Delorenzo

The You actress casually dropped the news July 21, writing on Instagram, “It’s no secret I’m deeply in love or that I’m engaged to Ethan. I tell everyone I meet.”

Uma Jammeh & Wil Anderson

The Love Island UK alums got engaged after finding love on season 11 of the series. Uma Jammeh, who left the villa after Wil Anderson was dumped from the island, wrote on Instagram July 14, “We’ve been sitting on a bad boy piece of information.”

Coco Jones & Donovan Mitchell

On July 11, the Disney Channel announced she got engaged to the basketbal player after he proposed poolside at an oceanfront resort. 

Will Peltz & Kenya Kinski-Jones

Nicola Peltz Beckham’s older brother and the late Quincy Jones’ youngest daughter confirmed their engagement after more than a decade together. 

“JUST ENGAGED,” Kenya captioned the July 9 Instagram post featuring a black and white photo of the couple kissing on a boat. “My whole heart for my whole life.”

Becca Tilley & Hayley Kiyoko

After seven years of dating, the singer-songwriter proposed to the Bachelor alum in Mallorca. Hayley shared a photo of the picture-perfect moment in a July 10 Instagram post, writing, “My dream girl said yes forever…”

While their romance first blossomed in 2018, the pair kept their relationship private until May 2022. “We’ve been together for four years,” Becca told E! News in 2022. “So the good thing is when we went public, we felt very solid in our relationship.”

Kevin Connolly & Zulay Henao

The Entourage alum proposed to the If Loving You Is Wrong actress on Fourth of July during a family celebration in Long Island, N.Y. 

Kelly Osbourne & Sid Wilson

The Fashion Police alum was surprised with an engagement ring from the Slipknot member during her dad Ozzy Osbourne‘s final Black Sabbath show on July 5. The proposal was witnessed by friends and family, including Kelly’s mom Sharon Osbourne, brother Jack Osbourne as well as her and Sid’s son Sidney.

Peter Kraus & Hana Ostapchuk

He may have failed to win the heart of Rachel Lindsay, but the Bachelorette alum did end up getting his happily ever after. He proposed to his girlfriend in July after one year of dating, writing on Instagram, “Throughout it all, it was always you. I just had to find you. I love you.”

James Maslow & Caitlin Spears

The Big Time Rush singer and his longtime partner announced their engagement May 15.

Candice King & Steven Krueger

The Vampire Diaries alum and The Originals actor prove that they’re a fang-tastic match, announcing their engagement on May 14.

Amy Slaton & Brian Lovvorn

As seen on the May 13 episode of1000-Lb. Sisters, the TLC star got engaged to her boyfriend of five months after he proposed inside a haunted house. 

Simu Liu & Allison Hsu

The star of Marvel’s Shang-Chi and the Legend of the Ten Rings and his longtime partner announced their engagement May 11.

Crystal Hefner & James Ward

Seven years after the death of Hugh Hefner, his widow got engaged on April 25 at her Hawaii home. 

Lacey Schwimmer & Frankie Moreno

The Dancing With the Stars alum got engaged to the singer during a Hawaiian vacation in late March, with Frankie writing on Instagram, “13 years in the making.”

Rachel Uchitel &Dan Donovan

Fifteen years after making headlines as one of Tiger Woods‘ mistresses in his marrige to Elin Nordegren, the former Las Vegas hostess announced her engagement to her businessman boyfriend on March 28.

Tallulah Willis & Justin Acee

Bruce Willis and Demi Moore‘s daughter got engaged to the musician, writing on Instagram March 23 alongside a photo of her 4-carat diamond bling designed by Karina Noel, “Never knew a ring could encapsulate a love so perfectly.”

 

Jake Paul & Jutta Leerdam

The YouTuber-turned-boxer announced his engagement to the Olympic speed skater on March 22, sharing photos of himself proposing on a balcony overlooking the water on Instagram.

Jacob Batalon & Veronica Leahov

The Spider-Man actor spun a web of love as he popped the question to the architectural designer, confirming his engagement with a March 5 Instagram post that read: “The beginning of the rest of our lives together.”

Este Haim

Though the Haim member kept the details on her partner private, she did confirm their engagment in a Feb. 13 Instagram post. 

Lo Bosworth & Domenic “Dom” Natale

The Laguna Beach alum announced her engagement to the investor on Jan. 21, writing on Instagram, “”For you, my darling, it could only be a ‘yes.'”

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