17 Pictures of Sarah Michelle Gellar and Freddie Prinze Jr.’s By means of the Years

Freddie Prinze Jr. and Sarah Michelle Gellar are one of the ’90s’ greatest love stories.

In 2000, the I Know What You Did Last Summer costars accidentally went on a first date after another friend canceled on dinner plans last minute. The chemistry was instant, and by 2002, they had tied the knot at the El Careyes resort in Mexico.

Today, the couple shares two children: daughter Charlotte, born in 2010, and son Rocky, born in 2012. They’re still as outwardly affectionate to each other as they were back in the day, too. Gellar frequently posts pictures of the pair on Instagram, and in September 2024, they celebrated their 22nd anniversary with a cheery photo.

As the happy couple celebrates 23 years of marriage, see their cutest photos through the years.

Ready for His Close-Up

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In Hollywood, a relationship that spans two decades is pretty much unheard of, but Sarah Michelle Gellar and Freddie Prinze Jr. have defied the odds.

The It-Couple

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The couple met while filming the 1997 scary movie, I Know What You Did Last Summer, but wouldn’t start dating until 2000.

Red Carpet Ready

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In fact, Sarah Michelle Gellar told PEOPLE in 2002, “We had made plans for dinner with a mutual friend and the person canceled. We decided to have dinner anyway and never looked back.”

Mid-Kiss

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They’ve never been afraid to show a little PDA. Here, the pair share some champagne and a smooch at the 2000 MTV Movie Awards.

For the Cameras

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And they courted the Kiss Cam while on a date at the New York Knicks game in May 2000.

Look of Love

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Get you someone who looks at you the way Freddie Prinze Jr. looks at his wife.

…and Another!

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Or the way Sarah Michelle Gellar looks at her husband.

Blonde Era

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They’ve stuck together through thick and thin … and that time Prinze Jr. bleached his hair.

A Foxy Pair

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Feeling foxy? In 2002, the pair visited with Arctic foxes in San Diego, California. Couples who wear matching red hoodies together, stay together, apparently!

2000s Icons

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The pair have acted together since being on the set of I Know What You Did Last Summer in 1997. They even starred as famous cartoon couple, Fred and Daphne, in the live-action Scooby-Doo in 2002.

Happy Halloween

Freddie Prinze, Jr and Sarah Michelle Gellar.

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And for Halloween 2022, the couple pulled a page from another ’90s favorite: The Mask of Zorro. “As you wish” Gellar captioned the fun pic.

Scooby saga

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And again when they teamed up for the sequel, Scooby-Doo 2: Monsters Unleashed, in 2004.

Selfie Time

Freddie Prinze, JR, Sarah Michelle Gellar.

Sarah Michelle Gellar/Instagram

A look down Sarah Michelle Gellar’s Instagram grid and you’ll see she loves sharing sweet selfies of her and husband, including this beautiful flick, taken as the pair celebrated Thanksgiving last year.

Happy Lounging

Freddie Prinze, JR, Sarah Michelle Gellar.

Sarah Michelle Gellar/Instagram

In another shot, the pair look nice and relaxed as they enjoyed their vacation in January.

Happy Father’s Day, Freddie!

Gellar celebrated her husband for Father’s Day 2023, writing in part, “And then to the incredible father of our two kids @realfreddieprinze – we love to celebrate you every day, but we will give you this day too!!! Thanks for… simply being you.”

Memory Lane

For his birthday this year, the Buffy actress pulled out the old wedding photos, writing, “Happy Birthday @realfreddieprinze The world got very lucky the day you were born, but no one more so than me (and our children) I’m so glad I get to grow old with you…and that you will always have a head start!!”