20 Adorable Throwback Photos from Sarah Michelle Gellar and Freddie Prinze Jr.'s Early Days

Mar. 15, 2025

Freddie Prinze Jr. and Sarah Michelle Gellar in 2007.Photo:Claire Greenway/Getty

Freddie Prinze Jnr. and Sarah Michelle Gellar arrive at the UK premiere of “Hairspray” at Odeon West End on July 5, 2007 in London

Claire Greenway/Getty

Freddie Prinze Jr.andSarah Michelle Gellarare one of the ’90s’greatest love stories.

Today, the couple sharestwo 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 their22nd anniversarywitha cheery photo.

As Prinze Jr. turns 49 on Saturday, March 8, 2025, see his cutest photos with his wife from the early years of their relationship.

01of 20Ready for His Close-UpJim Smeal/Ron Galella/GettyIn Hollywood, a relationship that spans two decades is pretty much unheard of, butSarah Michelle GellarandFreddie Prinze Jr.have defied the odds.

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Ready for His Close-Up

Jim Smeal/Ron Galella/Getty

Sarah Michelle Gellar and Freddie Prinze Jr.

In Hollywood, a relationship that spans two decades is pretty much unheard of, butSarah Michelle GellarandFreddie Prinze Jr.have defied the odds.

02of 20The It-CoupleRon Galella/GettyThe couple met while filming the 1997 scary movie,I Know What You Did Last Summer, but wouldn’t start dating until 2000.

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The It-Couple

Ron Galella/Getty

Sarah Michelle Gellar and Freddie Prinze Jr.

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

03of 20Red Carpet ReadyMirek Towski/DMI/The LIFE Picture Collection via GettyIn fact, Sarah Michelle Gellar toldPEOPLEin 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.”

03of 20

Red Carpet Ready

Mirek Towski/DMI/The LIFE Picture Collection via Getty

Sarah Michelle Gellar and Freddie Prinze Jr.

In fact, Sarah Michelle Gellar toldPEOPLEin 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.”

04of 20

Mid-Kiss

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05of 20For the CamerasKMazur/WireImageAnd they courted the Kiss Cam while on a date at the New York Knicks game in May 2000.

05of 20

For the Cameras

KMazur/WireImage

Sarah Michelle Gellar and Freddie Prinze Jr.

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

06of 20Look of LoveKMazur/WireImageGet you someone who looks at you the way Freddie Prinze Jr. looks at his wife.

06of 20

Look of Love

Sarah Michelle Gellar and Freddie Prinze Jr.

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

07of 20…and Another!Kevin Winter/GettyOr the way Sarah Michelle Gellar looks at her husband.

07of 20

…and Another!

Kevin Winter/Getty

Sarah Michelle Gellar and Freddie Prinze Jr.

Or the way Sarah Michelle Gellar looks at her husband.

08of 20They Have a PointRon Galella/GettyLook! Over there! It’s the world’s cutest couple!

08of 20

They Have a Point

Sarah Michelle Gellar and Freddie Prinze Jr.

Look! Over there! It’s the world’s cutest couple!

09of 20Super SmileyRon Galella/GettyJust kidding, that title goes to Freddie and Sarah.

09of 20

Super Smiley

Sarah Michelle Gellar and Freddie Prinze Jr.

Just kidding, that title goes to Freddie and Sarah.

10of 20Blonde EraKMazur/WireImageThey’ve stuck together through thick and thin … and that time Prinze Jr. bleached his hair.

10of 20

Blonde Era

Sarah Michelle Gellar and Freddie Prinze Jr.

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

11of 20Buzzcut SeasonSGranitz/WireImageThey even managed to get through Prinze Jr. buzzing all of his beautiful hair off.

11of 20

Buzzcut Season

SGranitz/WireImage

Sarah Michelle Gellar and Freddie Prinze Jr.

They even managed to get through Prinze Jr. buzzing all of his beautiful hair off.

12of 20A Foxy PairGettyFeeling foxy? In 2002, the pair visited with Arctic foxes in San Diego, California. Couples who wear matching red hoodies together, stay together, apparently!

12of 20

A Foxy Pair

Sarah Michelle Gellar and Freddie Prinze Jr.

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

13of 20

2000s Icons

Sarah Michelle Gellar and Freddie Prinze Jr.

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WireImage

Sarah Michelle Gellar and Freddie Prinze Jr.

15of 20Close to YouChristian JENTZ/Gamma-Rapho via GettyWhat makes their relationship so strong? They’re friends first. “We were friends for a good two years before we went on a date. She knew what kind of guy I was,“Prinze Jr. toldE! News. “She knew what my morals were, what my priorities were and vice versa. We already kind of knew all the faults in the other person.”

15of 20

Close to You

Christian JENTZ/Gamma-Rapho via Getty

Sarah Michelle Gellar and Freddie Prinze Jr.

What makes their relationship so strong? They’re friends first. “We were friends for a good two years before we went on a date. She knew what kind of guy I was,“Prinze Jr. toldE! News. “She knew what my morals were, what my priorities were and vice versa. We already kind of knew all the faults in the other person.”

16of 20Stay InseparableWireImagePrinze Jr. opened up toInStyleabout the key to a happy marriage. “Sarah and I still make each other laugh, which is really important,” he said. “When I say certain things to Sarah, and I see the look on her face, I know she loves me. And I live for that look, you know?”

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Stay Inseparable

Sarah Michelle Gellar and Freddie Prinze Jr.

Prinze Jr. opened up toInStyleabout the key to a happy marriage. “Sarah and I still make each other laugh, which is really important,” he said. “When I say certain things to Sarah, and I see the look on her face, I know she loves me. And I live for that look, you know?”

17of 20Reserved SeatTheo Wargo/WireImageFreddie always has her back.“I love you not only for what you are, but for what I am when I am with you,” Gellar wrote onInstagramin honor of the couple’s 13th wedding anniversary. “I love you not only for what you have made of yourself, but for what you are making of me.”

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Reserved Seat

Theo Wargo/WireImage

Sarah Michelle Gellar and Freddie Prinze Jr.

Freddie always has her back.

“I love you not only for what you are, but for what I am when I am with you,” Gellar wrote onInstagramin honor of the couple’s 13th wedding anniversary. “I love you not only for what you have made of yourself, but for what you are making of me.”

18of 20Back in BlackGettyBy 2006, the pair were old pros at having the best time on the red carpet.

18of 20

Back in Black

Sarah Michelle Gellar and Freddie Prinze Jr.

By 2006, the pair were old pros at having the best time on the red carpet.

19of 20It’s Always Looking UpEvan Agostini/GettyGellar joked onInstagram, “Thank you @realfreddieprinze for being almost a foot taller than me, so that no matter the picture, I never have a double chin.” Now that is a serious #RelationshipGoal.

19of 20

It’s Always Looking Up

Evan Agostini/Getty

Sarah Michelle Gellar and Freddie Prinze Jr.

Gellar joked onInstagram, “Thank you @realfreddieprinze for being almost a foot taller than me, so that no matter the picture, I never have a double chin.” Now that is a serious #RelationshipGoal.

20of 20Seat Partners for LifeFreddie Prinze Jr. and Sarah Michelle Gellar.GettyStay adorable, you two!

20of 20

Seat Partners for Life

Freddie Prinze Jr. and Sarah Michelle Gellar.Getty

Sarah Michelle Gellar and Freddie Prinze Jr.

Stay adorable, you two!

source: people.com