Meet the Stallones! See Sylvester Stallone’s Cutest Family Photos Through the Years
Sylvester Stallone and his wife, Jennifer Flavin Stallone, along with their three daughters — Sophia, Sistine and Scarlett — have been relatively open about their lives, especially family moments.
Sylvester and Jennifer are known for sharing many glimpses into their world by regularly posting new and throwback photos on their social media. Fans have also learned more about the Stallones thanks to their reality program The Family Stallone.
“We share a lot more about our struggles and our good times and bad times,” Jennifer told PEOPLE. “And I think that people are really going to be able to relate more to us on a more human level instead of it being Sly as a movie star living with his family. I think the girls are really showing who they are.”
Ahead, check out some of the best photos over the years in the Stallone family photo album.
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Longtime Loves
Jennifer, a co-founder of Serious Skincare, and Sly tied the knot in May 1997.
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Vintage Vibes
According to Jennifer, this 1988 shot was the couple’s first photo together.
“LOVE LASTS!” she wrote on Instagram in a Valentine’s Day tribute to her husband.
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#TBT
The couple suited up for a night on the town in the ’90s.
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Costume Party
Before their youngest daughter Scarlett was born in 2002, the family got into the spooky spirit for Halloween.
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Golden Girls
The couple’s daughters rose to fame in 2017, when they served as joint Golden Globe Ambassadors at the star-studded awards show.
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Valentine’s Day Family
The mom-of-three shared one of the family’s old holiday cards on Instagram in 2017, writing, “Happy Valentine’s Day!❤️ I’m so blessed to have a kind and loving family!❣❣❣❣❣❣❣.”
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A “Royally” Good Match
The longtime loves posed together for a photo in matching royal blue looks.
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Glammed Up
The Stallones always step out in style! The family got dressed up for a night out in this shot that the proud dad shared on Instagram on Valentine’s Day in 2020.
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Looking Fierce
The family of five joined in on the viral Tiger King trend that saw celebrities dressing up as the subjects of the Netflix true crime documentary series in March 2020.
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“Hoppy” Easter
Looks like the Rambo star couldn’t handle the cuteness of matching bunny ears and adorable puppies!
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The OG Selfie
“Time flies by so fast! I try to fly ahead of it,” Sly captioned an old-school shot of him and his daughters, featuring a flip phone.
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Celebrating Love
“Happy birthday to the love of my life! My forever best friend❤️,” Jennifer captioned this sweet throwback shot of her and Sly.
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Safety First
They grow up so fast! Sly posed with his girls for a family photo in July 2020.
“Out with my daughters. We dropped our masks real fast for the picture. Be safe, keep punching!” he wrote at the time.
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Swimming Lessons
“I know it’s been said 1000,000,000,000 times before that you don’t realize how fast time goes until time has flown away! But it’s soooo true!” the actor captioned a pair of adorable throwback shots of him swimming with daughter Sophia.
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Smooth Sailing
The dad shared a trio of sweet shots from “a family outing” on a boat with his wife and daughters in January 2021.
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Like Father, Like Daughter
“There’s nothing better than having the respect in the love of your children. It’s the greatest wealth in the world,” the actor and artist wrote alongside a photo of him with his oldest daughter, Sophia.
“I’m trying to get photos with SCARLET and SISTINE but they’re not easy to nail down. They have very busy lives, thank God,” he added.
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Mother’s Day Lunch Date
Florals for spring! The family dressed up in coordinating outfits for a Mother’s Day lunch out at a restaurant together.
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Glowing with Gratitude
For their 24th wedding anniversary on May 17, 2021, the actor shared a tribute to his wife on Instagram, alongside a shot of them on vacation.
“It’s happy 24th Wedding Anniversary Time !!! Time is flying but I have a blessed life Thanks to my wife and Family,” Sylvester captioned the post.
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Sly’s 75th Birthday
When Sylvester turned 75 on July 6, 2021, Jennifer celebrated with a handful of throwback pictures on Instagram, including the couple on a motorcycle, Sly on a horse and the pair sharing a kiss.
Jennifer captioned the post: “Happy 75th birthday my love!🎉🎂🍰🧁💛 Thank you for always making me laugh and loving me so much! I love you forever❤️❤️❤️.”
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Glam Girls
The proud dad shared a photo of himself and his daughters on Instagram, writing, “I am a very very lucky man to have such wonderful, loving children who brought me nothing but joy.”
He playfully added, “Now I wish they would stop growing so tall! Lol.”
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Happiest Valentine’s Day
Sylvester sent out a “happiest Valentine’s Day ever” message “from the Stallone family” via Instagram in 2023.
The actor shared an older photo of him with Jennifer and their daughters as kids, along with a current picture of the family including their three dogs.
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Happy New Year 2024
The Stallone family rang in the New Year together as they welcomed in 2024. Jennifer posted photos of the group on her Instagram, showing them posing for the camera in one picture and being silly in another.
“Happy healthy New Year! Loved spending NYE with my family!❤️,” Jennifer wrote in the caption.
Source: People
