Chester Greenburg In "Dude, Where's My Car?" 'Memba Him?!

Minnesota-native Seann William Scott was only 23 years old when he landed the role of the 4/20 friendly Chester -- one of two best friends who set off on an epic adventure to find their car after a wild night of partying -- in the 2000 stoner masterpiece "Dude, Where's My Car?"

Scott was cast alongside Ashton Kutcher as Chester's pothead BFF, Jesse ... and Jennifer Garner and Marla Sokoloff as the twins girlfriends, Wanda and Wilma.

And if your struggling from some smoke-induced memory loss ... Seann William Scott is also known for his legendary character Steve Stifler in the 'American Pie' films.

Duuuude, Sweeeeeet!

Guess what he looks like now at 45 years old!

Kevin Gnapoor in 'Mean Girls' 'Memba Him?!

New York-based actor Rajiv Surendra is best known for playing the role of Kevin Gnapoor -- captain of The Mathletes ... a club suited for so-called 'math nerds' at North Shore High School -- in the iconic 2004 film "Mean Girls."

Surendra shared the big screen with some of Hollywood's biggest names including Lindsay Lohan as the new girl, Cady Heron, Tina Fey as the calculus teacher and supposed drug dealer, Ms. Norbury, Rachel McAdams as the snobby, popular chick, Regina George, Amanda Seyfried as the not-so-smart girl, Karen Smith ... and Amy Poehler as Regina George's hot cool mom, Mrs. George.

Guess what 'Kevin G' looks like now!

Kevin O'Donnell In 'Coyote Ugly' 'Memba Him?!

Australian actor Adam Garcia was 28 years old when he was cast as Kevin O'Donnell -- the love interest and male lead who is struggling to make ends meet living in New York City and holds numerous odd jobs including a comic book collector -- in the 2000 bar-stomping cinematic masterpiece "Coyote Ugly."

Adam Garcia shared the big screen with Piper Perabo as Violet Sanford, John Goodman as Bill and Violet's father, LeAnn Rimes as herself and Tyra Banks as Zoe ... one of the Coyotes.

In the words of Mr. O'Donnell himself ... "Have a nice day!"

Guess what he looks like now in his late 40's!

Singer Jewel 'Memba Her?!

American singer and songwriter Jewel grabbed the ears and hearts of the world when she released her debut album "Pieces of You" which landed in the number four spot on the U.S. Billboard 200 list and featured hit songs "Who Will Save Your Soul" "Foolish Games" and "You Were Meant For Me."

Jewel continued her success as the guitar-strumming songstress and has 4 grammy nominations to show for it! She came out with her fifth studio album, "0304" in 2003, which spotlighted the popular song "Intuition" ... and is currently preparing for a big U.S. tour this summer.

See what she looks like today at 47 years old!

Austin Ames In 'Cinderella Story' 'Memba Him?!

New York actor Chad Michael Murray was 22 years old when he landed the role of the popular jock Austin Ames aka 'Nomad' -- who winds up steering away from his father's plan for him to play professional football and instead scoops up his Cinderella -- in the 2004 high school movie "A Cinderella Story."

Chad was joined on the big screen with some big Hollywood names including Hilary Duff playing modern-day Cinderella, Sam, Jennifer Coolidge as the evil yet comedic step-mother, Fiona and Regina King as Sam's saving confidant, Rhonda.

Guess what Prince Charming looks like now at 40 years old!

Singer Jay Sean 'Memba Him?!

London native and singer Jay Sean took over 2009 with his breakout album "All Or Nothing" ... which included the hit singles "Down" and "Do You Remember."

The popular songs topped the Billboard Hot 100 making Sean the first solo artist of South Asian descent to achieve such greatness, but 2009 was a big year for the British artist for other reasons ... he also tied the knot to singer and model Thara Natalie.

The couple's family grew in 2013 when they added a daughter to their impressive list of creations.

"Baby, are you down, down, down, down, down?"

See what he looks like today at 41 years old!

Vicki Vallencourt In 'The Waterboy' 'Memba Her?!

Musician and American actress Fairuza Balk was just 23 years old when she played Vicki Vallencourt - the girlfriend who's a ride or die for her 'geek' of a boyfriend -- in the 1998 football film "The Waterboy."

Balk was cast alongside some of the greats including Adam Sandler as momma's boy and H20 enthusiast turned all-star player, Bobby Boucher, Kathy Bates as Bobby Boucher's overprotective mother, Mama Boucher, Rob Schneider as the annoying yet supportive "you can do it" character, Townie and Henry Winkler as the convincing coach, Coach Klein.

Guess what she looks like now at 47 years old!

Stephen Colletti from 'Laguna Beach' 'Memba Him?!

The OG of the OC Stephen Colletti brought the best out of high school surfing, girls, reality (well that's questionable) and straight-up DRAMA from his days on MTV's "Laguna Beach."

Known as the beach town's hot surfer boy, he was the instigator of one of the most iconic high school love triangles which obvi included himself, the sassy hot junior Kristin Cavallari and the quiet wholesome senior girl, 'LC' aka Lauren Conrad.

Stephen would later go on to act in shows like "One Tree Hill," "Hit the Floor," and was Taylor Swift's love interest in her music video "White Horse."

See what the rad star looks like now!

Meredith Blake In The Parent Trap 'Memba Her?!

Actress Elaine Hendrix put us all in our seats when she played Meredith Blake like a true boss in "The Parent Trap" --  back in 1998.

With her iconic wardrobe and her disdain for children, she shared the screen with lead actress Lindsay Lohan, Natasha Richardson and of course was gold diggin' her way to Nick Parker's heart -- played by Dennis Quaid.

We must applaud her performance in the 1999 film "Superstar" playing the character Evian ... another sassy role that she nailed.

"And for your 4-1-1," she is still serving us diva greatness today on the series "Dynasty" playing Alexis Carrington Colby -- a character Elaine brought back to life.

Guess what she looks like today!

GUESS WHO THIS CHEEKY CHICK TURNED INTO!

Before this modest baby in her high chair turned into a well-known actress and singer, she was a simple west coast gal roaming around her house -- singin' and dancin'.

Aside from listening to her on the radio and watching her on the big screen, this Disney princess is a hard-working businesswoman, with a successful brand, and her Instagram will not let you forget it!

Need one more hint on who this hungry baby could be? When she's not working and not hanging outdoors, she enjoys spending time and going on dates with her baseballin' boo.

Can you guess who she is?!

Mary Katherine Gallagher In 'Superstar' 'Memba Her?!

Ohio born comedian and actress Molly Shannon was 34 years old when she took on the role of Mary Katherine Gallagher -- an awkward catholic high school girl hoping to achieve her dreams of dating the school's popular boy and winning the school talent show -- in the 1999 'SNL' spin-off film "Superstar."

Shannon shared the big screen with quite an impressive cast including Elaine Hendrix as the popular cheerleader, Evian, Glynis Johns as Mary's loving devout, Grandma, Harland Williams as Mary's BF, Slater ... and of course Will Ferrell as the popular boy and dreamy Jesus, Sky Corrigan.

Guess what she looks like now!

Kenny Davis In 'Half Baked' 'Memba Him?!

Canadian-American actor Harland Williams was in his mid-30s when he blazed the role of Kenny Davis -- the high school teacher who goes to jail after accidentally killing a cop's horse -- in the classic stoner comedy "Half Baked."

Also featured in the film were actors Dave Chappelle playing Sir Smoke-a-Lot, Jim Breuer as Brian, and Guillermo Díaz as Scarface. Other notable stars included Snoop Dogg, Stephen Baldwin and Jon Stewart.

24 years later, Harland continues to bring the laughs with his stand-up comedy and his wacky IG antics ... like taking his Instagram followers on his shopping trips to IKEA.

See what he looks like now!

Stella Carlin in 'Orange Is the New Black' 'Memba Her?!

Australian actress and model Ruby Rose intrigued us all when she was locked up on the crazy popular prison show as the side-shaved Stella Carlin for season 3 of Netflix's hit show "Orange Is the New Black" back in 2015.

She shared the screen with lead actress Taylor Schilling who played the poorly adjusting inmate, Piper Chapman and Laverne Cox as the salon boss, Sophia Burset.

Rose was also an MTV Australia presenter and co-hosted "Australia's Next Top Model" in 2009 as well as "The Project" until 2011.

Today Ruby enjoys lounging around and hanging with her fur-babies.

Guess what she looks like today with spikey hair!

Twins Kyle & Nigel Baker in 'Cheaper By The Dozen' 'Memba Them?!

Identical twins Brent and Shane Kinsman were 5 years old when they ran across our screens while playing Kyle and Nigel Baker -- a boisterous set of twins who made up two of the dozen Baker children in the 2003 film 'Cheaper By The Dozen.'

The OG family comedy was packed with big named stars including Hilary Duff, Steve Martin, Bonnie Hunt, Dax Shepard and Ashton Kutcher were also cast in the movie.

Recently graduating from college, The Kinsman twins are now 24 years old and have plans to step back in front of the camera soon.

Guess what the rambunctious twins look like now!

Bruce In 'Not Another Teen Movie' 'Memba Him?!

Actor Samm Levine was just 19 years old when he shot "Not Another Teen Movie" -- starring as the Asian-influenced character Bruce -- a high school freshman who is parodying Jim Levenstein from 'American Pie' and Daniel LaRusso from 'The Karate Kid.'

Samm shared this iconic role with Cody McMains who played the little brother of Chyler Leigh AKA Janey Briggs, as well as A-lister Chris Evans, the high school jock who falls in love with the nerdy-hot girl -- a parody on "She's All That."

21 years later, Levine recently celebrated his 40th birthday.

See what he looks like today!

Killer T-X In 'Terminator 3' 'Memba Her?!

American actress Kristanna Loken was 23 years old when she landed her breakout role in "Terminator 3: Rise of The Machines" -- where she played the killer 'T-X' ... a powerful and strong cyborg with a form-fitting figure.

Playing such an adventurous and strenuous role in the 'Terminator' franchise, the actress' workout regimen included a stationary bike, aerobics and intense strength training.

Today, Loken still leads an active lifestyle ... the sporty actress enjoys Superkombat fighting, and when she prefers to be low-key, a horse trek on the mountain tops will suffice!

Kristanna Loken also starred as Jane Vasco in "Painkiller Jane" and played Rayne in "BloodRayne."

Guess what she looks like now!