Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Milo Ventimiglia's irresistible allure has only intensified over the years Explore his captivating transformation from a shirtless music video cameo to his heartwarming role on 'This Is Us' Prepare to be captivated by the undeniable photographic evidence

Throughout his career, Milo Ventimiglia has captivated audiences with memorable performances. From portraying Jess Mariano in Gilmore Girls to the endearing Jack Pearson in This Is Us, Ventimiglia has consistently delivered swoon-worthy moments.

In 2009, Ventimiglia took on the role of Fergie's tattooed lover in the music video for her solo track, "Big Girls Don't Cry." Fergie herself revealed in a 2017 interview with Entertainment Tonight that Ventimiglia played a crucial role in teaching her how to kiss convincingly onscreen during the shoot. Fergie confessed, "I reached out to him and asked, 'Please help me with this. I want to fully immerse myself in the moment, without worrying about lighting or camera angles that might hide me under my hair.'"

Ventimiglia then had to film some passionate moments with Jennifer Lopez in the 2018 movie Second Act. In an interview with We in 2018, he admitted that he was not given much time to prepare for his shirtless scene after showering.

"When I arrived on set after a long flight, they informed me that I would have to do a scene post-shower with my shirt off and walk across the room to get dressed," he recalled. "I just went with it."

Scroll through to take a look back at his sexy transformation through the years:

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Getty Images

Milo Ventimiglia's Hotness Evolution Through the Years, From His Shirtless Music Video Cameo to ‘This Is Us’ 

Milo Ventimiglia's career has been filled with charming moments, ranging from his portrayal of Jess Mariano on Gilmore Girls to his beloved character Jack Pearson on This Is Us.

In 2009, he played the role of Fergie's tattooed lover in the music video for her solo track, "Big Girls Don't Cry." Fergie revealed in a 2017 interview with Entertainment Tonight that Ventimiglia helped her with onscreen kissing during the shoot. She expressed, "I just had to ask him, 'Please assist me with this. I want to fully immerse myself in the moment, without being distracted by the lighting or camera, as I might get lost behind my hair.'"

Ventimiglia proceeded to have steamy scenes with Jennifer Lopez, a fellow pop star, in the 2018 movie Second Act. In 2018, he disclosed to We that he had minimal time to get ready for his scene where he would be shirtless after taking a shower.

"I had just gotten off a red-eye flight to start working on my first day, and they informed me that I would have a scene after showering where I would be shirtless and walking across the room to retrieve my shirt," he recalled. "I was taken aback but went along with it."

Scroll through to take a look back at his sexy transformation through the years:

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Barry King/WireImage

No Shirt, No Problem!

A then-20-year-old Ventimiglia didn’t hesitate to ditch his shirt and get a little cheeky for a few headshots circa 1998.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

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Bad Boy

Ventimiglia’s big break came with Gilmore Girls, in which he played Rory Gilmore’s troubled love interest. Check out that leather jacket!

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: MGM/courtesy Everett Collection

In the Ring

Gloves up! Ventimiglia portrayed the son of Rocky Balboa (Sylvester Stallone) in the 2006 movie Rocky Balboa.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Warner Bros./Courtesy Everett Collection

Sex Ed

In the WB’s 2006 canceled drama The Bedford Diaries, the Screen Actors’ Guild Award winner played a college student hitting the books for a human sexuality class.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Trae Patton/NBC/NBCU Photo Bank via Getty Images

Super Stud

As one of the leads in Heroes from 2006 to 2010, Ventimiglia played a handsome hospice nurse with superhuman abilities.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

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Hot and Heavy

Ventimiglia, clad in only faux tattoos, exuded an air of brooding intensity for the camera while portraying Fergie's jilted lover. However, prior to that, he engaged in a passionate and steamy makeout session with the talented Nine star.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Tracy Bennett/Courtesy of Columbia Pictures

Man in Uniform

The hunk bulked up to play a Marine in 2012’s That’s My Boy.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Tracy Bennett/©Columbia Pictures/courtesy Everett Collection

Blond Babe

Ventimiglia proved he could pull off just about any hair color as a blond frat boy in 2013’s comedy Grown Ups 2.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Bob D'Amico/Walt Disney Television via Getty Images via Getty Images

Luscious Locks

2014’s The Whispers showed off another side of Ventimiglia that included flowing, shoulder-length locks.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: NBC

Towel-Ready

Swoon-worthy! The actor left fans in awe as he confidently flaunted his physique, sporting only a petite towel in the unforgettable opening scene of the very first episode of This Is Us. In an interview with Entertainment Weekly, he attributed his stunning appearance to an exceptional trainer, stating, "I owe it to my amazing trainer... I believe my behind was well-prepared." And boy, was he right!

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Netflix

Big Comeback

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Ventimiglia stole the show with his highly anticipated cameo as Jess on Gilmore Girl’s Netflix spinoff, A Year in the Life, leaving fans forgetting all about Dean and Logan. With a longing look towards Rory at the end, the actor undeniably delivered an unforgettable performance.

Credit: Michael Rozman/Warner Bros.

Soaking Wet

The stud stripped down for a dunk tank on The Ellen DeGeneres Show in October 2016 to raise awareness for the Breast Cancer Research Foundation.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Michael Rozman/Warner Bros.

What a Workout!

Ventimiglia did push-ups with Ellen DeGeneres — or, rather, on her — during a 2016 TV appearance.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Ron Batzdorff/NBC/NBCU Photo Bank via Getty Images

Hot Horseplay

Fans were treated to yet another tantalizing view of the actor's physique during a February 2017 episode of This Is Us. In the scene, he playfully frolicked with his on-screen wife, Rebecca Pearson (Moore), sporting nothing but a pair of boxers.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Ron Batzdorff/NBC

Clean-Shaven

The two-time Emmy nominee gave good face in 2017 when he shaved off his mustache and goatee to play a younger version of his character Jack on This Is Us.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Maarten de Boer/NBC/NBC via Getty Images

Sexy Stubble

Ventimiglia showed off a bit of sexy stubble at a press shoot for the NBC hit in 2017.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Maarten de Boer/NBC/NBC via Getty Images

Say Cheese!

The Gilmore Girls vet gave fans a look at his softer side while caught in candid laughter at a This Is Us photo shoot.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: JB Lacroix/ WireImage

Red Carpet Rockstar

The actor showed off a handsome smirk while hitting the red carpet at the 2017 summer TCA tour in Beverly Hills.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Dan MacMedan/Getty Images

All Suited Up

Ventimiglia did not win the 2017 Emmy for Outstanding Lead Actor in a Drama, but he certainly claimed the title of the most attractive man on the red carpet with his sleek black tuxedo. Yowza!

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Jason LaVeris/FilmMagic

Back in Black

Ventimiglia brought the heat at the season 2 This is Us premiere in L.A., donning a plain black tee and Jack’s signature slicked-back locks.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: NBC

Smoldering Stare

Gazing off into the distance with his buff arms on display, Ventimiglia had fans drooling in a pinup-worthy promo shot for his hit series.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Cindy Ord/NBCUniversal/NBCU Photo Bank via Getty Images

In His Element

With a fitted gray suit, a printed undershirt and a cute grin, Ventimiglia helped to promo another season of This Is Us in May 2018.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Rich Polk/Getty Images for IMDb

Switching It Up

Ventimiglia was once again among the hottest men at the 2018 Emmys, switching things up in a white Brunello Cucinelli jacket with black trousers and a bowtie.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Ron Batzdorff/NBC

Army Hero

Viewers dove into Jack’s past as an army veteran in season 3 of This Is Us, for which Ventimiglia donned a hunter green uniform.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

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Steaming Up the Shower

The attractive celebrity fully embraced the "dad bod" nickname bestowed upon him by fans after he revealed his physique in a sizzling shower scene alongside J. Lo in 2018. "To be honest, I'm portraying a college assistant baseball coach," he disclosed to Us in December 2018. "I imagine he's reasonably fit, but not exactly model material."

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Courtesy of Milo Ventimiglia/Instagram

'Peace Always'

Ventimiglia showed off his subtle salt-and-pepper scruff while touring Nairobi, Kenya, on a June 2019 backpacking trip.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Jason Merritt/Radarpics/Shutterstock

Best Dressed Alert

The male cast members of This Is Us made a striking appearance on the red carpet at the 2020 Critics' Choice Awards. However, it was Ventimiglia who stole the show, donning a sophisticated black pants ensemble complemented by a stylish brown silk Brunello Cucinelli jacket.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Darron Cummings/AP/Shutterstock

May 2021

Ventimiglia was the honorary start and waved the green flag to kick off the Indianapolis 500 auto race at Indianapolis Motor Speedway.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Courtesy of Milo Ventimiglia/Instagram

September 2021

The heartthrob showed off a rugged selfie from a Switzerland trip.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Broadimage/Shutterstock

February 2022

The actor cleaned up nicely in a navy suit for the Make Up Artist and Hair Stylists Guild Awards in Los Angeles.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Frank Micelotta/Shutterstock

May 2022

Ventimiglia attended a This Is Us event days before the series finale.

Milo Ventimiglia's Astounding Transformation over the Years, From his Sultry Music Video Debut to 'This Is Us'

Credit: Brian Bowen Smith

2023

Ventimiglia and his wife, Jarah Mariano, donned matching all-white outfits for their intimate wedding ceremony, which was attended by their immediate family and closest friends. We were the first to report on their marriage in October 2023.