Every celebrity has a few iconic moments from their career that they’ll always be remembered for. But before those incredible concerts and Oscar-winning performances happened, these stars were working hard to become household names. And apparently, doing some photo shoots along the way as well.

Below, we’ve gathered some of the most captivating pictures from photo shoots celebrities did when they were younger that have been shared in the OldSchoolCool subreddit. These photos might not be the first ones that come to your mind when you hear these stars’ names, but they’re certainly worth checking out. Keep reading to also find an interview with Portland-based photographer Becca Lueck, and enjoy taking this trip back in time!

#1 Keanu Reeves “Dracula” Promotional Photoshoot (1992)

Image credits: Inazumaryoku

#2 Princess Diana, Last Photoshoot By Mario Testino For Vanity Fair, 1997

Image credits: Sea_Land_1944

#3 Winona Ryder For Rolling Stone, 1991

Image credits: DolbyVision

All of our favorite celebrities have had flourishing careers, but it’s fascinating to look back on when they were younger and more fresh within their respective industries. Before Friends, Jennifer Aniston wasn’t a household name, and many people had never heard of Prince until he was in his 20’s. But it’s fascinating to see photos of them at the beginning of their careers versus where they are now. And lucky for us, all of those stars we know and love today were in some fabulous photo shoots in their youth. 

The Old School Cool subreddit is dedicated to sharing pics of “history’s cool kids, looking fantastic”, and it certainly does a great job of that. The community describes itself as “a pictorial and video celebration of history’s coolest kids, everything from beatniks to bikers, mods to rude boys, hippies to ravers. And everything in between. If you’ve found a photo, or a photo essay, of people from the past looking fantastic, here’s the place to share it.” It has amassed an impressive 17.6 million members over the past 11 years, and lucky for us, some of the photos featured are of the actors and musicians we love.

#4 Marilyn Monroe’s Final Photoshoot Photos, Just Three Weeks Before Her Death In 1962

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#5 Kate Bush During The Photoshoot For The Hounds Of Love Album Cover. 1985

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#6 One Of The Many Photos From The “Aladdin Sane” Photoshoot (1973)

Image credits: No_Knowledge_9202

To gain more insight on what it takes to make a timeless photo shoot, we reached out to professional photographer Becca Lueck, of Becca Jean Photography. She was kind enough to have a chat with Bored Panda, first detailing what she loves most about photography. “I love pretty much everything about photography, so that’s a tough one to answer!” she shared. “But I would have to say documenting different family’s personalities, and the way that they interact. Capturing their relationships is so special and my ultimate goal.”

We were also curious how Becca manages to capture a person’s essence when photographing them. “I am always looking for ways to get people to interact, rather than just standing there and smiling at the camera,” she explained. “So I will give people things to do that will help them bring out their personalities and feel comfortable in front of my camera.”

#7 Arnold Schwarzenegger Photoshoot In The 70’s

Image credits: dustofoblivion123

#8 Freddie Mercury At A Photoshoot, 1979

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#9 Angelina Jolie Rare Bikini Photoshoot By Harry Langdon In 1991

Image credits: MGHS10

When it comes to what kinds of photoshoots Becca enjoys the most, she says, “My very favorite sessions are family adventure sessions, where we get to go somewhere really beautiful here in the Pacific Northwest, with gorgeous scenery and interactive elements. It just makes the photos extra amazing.” In her portfolio, you can find many stunning photos Becca has taken with rivers, lakes, mountains and other amazing scenery.

#10 Pamela Anderson In 1993

Image credits: CurrentRoster

#11 Helena Bonham Carter, 1987

Image credits: InevitableClear

#12 The Beatles Getting Ready For The Abbey Road Photoshoot. Circa 1969

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We also asked Becca if she thinks all photoshoots are timeless or if there are specific ways photographers can ensure their shoots remain captivating decades later. “I always let people know that they should leave any digital watches at home and replace them with a more timeless watch, because nothing dates a photo more than a big Apple Watch on someone’s wrist,” she told Bored Panda. “I also help families figure out clothing, because what you would normally wear every day is not necessarily going to photograph well. So I am looking for clothing that is a bit more timeless, without any crazy prints that look super trendy.”

#13 Darth Vader Hugging Carrie Fisher, In The Legendary Princess Leia Gold Bikini, During A 1983 Rolling Stone Photoshoot

Image credits: GoodGriefWhatsNext

#14 Kurt Cobain Wearing A “Corporate Magazines Still Suck” Shirt During Nirvana’s Photoshoot For Rolling Stone Magazine, 1992

Image credits: thewickerstan

#15 Whitney Houston’s First Photoshoot, 1982

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“When I am doing a session inside of a family’s home, then I just ask them to put away anything that would be distracting, like dirty laundry, phone chargers and other cords,” Becca added. “I think that well placed and nice looking clutter is fine, but you don’t want a bunch of dirty dishes, or things like that in the background.”

#16 Clint Eastwood At A Lacoste Photoshoot In 1960

Image credits: now_im_toast

#17 Marvin Gaye In The Rain, A Shot From The Photoshoot For His 1971 Album, “What’s Going On” Released 50 Years Ago This Month And Considered By Many, Including Me, To Be The Greatest Album Of All Time

Image credits: fensterdj

#18 Cher… “Prisoner” Album Cover Photoshoot With Bob Mackie Styling… (Circa 1978)

Image credits: Reporter_at_large

“I’ve been photographing families for over 10 years, so I’ve definitely learned some things along the way. My biggest tip when it comes to getting family photos taken is to really focus on having a fun time with your family,” Becca says. “The more you can be in the moment and stop stressing over everything being perfect, the better your photos will turn out.”

If you’d like to check out Becca’s website or book a session with her if you live in the Portland area, be sure to visit her website right here.

#19 Sigourney Weaver In A 1980’s Photoshoot. What An Elegant Human Being

Image credits: reddit.com

#20 A (Then) Little Known Band By The Name Of Nirvana Does A Photoshoot In A Field (Charles Peterson, 1989)

Image credits: BaxterEllard

#21 Pink Floyd, January 1968, From One Of The Only Known Photoshoots Of All Five Members

Image credits: K1nsey6

To learn more wise words from photographers, we checked out this list from Full Frame featuring advice from some of the most famous names in the industry. Tom Hido, a San Francisco-based photographer who’s been featured in The New York Times Magazine and Vanity Fair, says, “To be kind is most important. After that, be prepared with a plan of how you’re going to make the picture. An example in my case would be, every time I photograph somebody, I always scout out the spot I’m going to photograph them in and try to anticipate what the light is going to be like and modify it if needed.”

#22 Chris Farley Photoshoot From 1994

Image credits: NickelCityRiz

#23 The Queen Of Soul, Aretha Franklin, Esquire Photoshoot, 1982

Image credits: Big_Shot_Gangster

#24 Prince’s First Photoshoot, Age 19, 1977

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Ami Vitale, a Nikon Ambassador and National Geographic magazine photographer who has traveled to more than 90 countries, shared the advice, “Every story has a variety of viewpoints and truths depending on where you stand. It really takes tremendous time and patience to get to the subtleties and nuances of any story… The world is a beautiful place, we need to celebrate the goodness because it is everywhere.”

#25 Keanu Reeves Photoshoot Circa 1985

Image credits: FajarNegan

#26 Audrey Hepburn, Breakfast At Tiffany’s Photoshoot, 1961

Image credits: eaglemaxie

#27 Angelina Jolie At Her First Photoshoot In 1990

Image credits: SelenaThomson

We hope you’re enjoying this list of old school photoshoot pics of some of the world’s most famous people. It’s always fun to look back at vintage photos, especially when they’re of our favorite celebrities. Keep upvoting the pics that take you back in time, and let us know in the comments which ones are your favorites. Then, if you’re interested in checking out another Bored Panda article featuring captivating, old school pics, look no further than right here!  

#28 Queen Posing Topless (‘The Nudie Sessions’) In A 1973 Photoshoot For Mick Rock, Who Has Gone On And Shot Their Iconic Queen II Album Cover A La Marlene Dietrich That Still Haunts Them Today

Image credits: victoiresylph

#29 Jennifer Aniston Doing Photoshoot For Friends First Season, 1994

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#30 Rare Backstage Photoshoot From Return Of The Jedi By Brian Griffin 1982

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#31 Bob Dylan And His Girlfriend Suze Rotolo During The Photoshoot For The Freewheelin’ Bob Dylan Album Cover. West Village, 1963

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#32 Roger Moore And Richard Kiel Doing A Photoshoot For Moonraker (1979)

Image credits: Great_Uncle_Waldo

#33 The Beatles In A Photoshoot For The “Saturday Evening Post” (1964)

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#34 Elizabeth Taylor, At 15, Riding Angels Flight Railway In 1947 While On A Photoshoot For Junior Bazaar Magazine

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#35 Stevie Nicks During A Self-Defense Book Photoshoot, 1983

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#36 14 Year Old Christian Bale. Photoshoot From Late 1980s. (@golldies Instagram)

Image credits: Noobthobn

#37 Jane Fonda – 1968 Barbarella Photoshoot

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#38 Sting – Photoshoot For Synchronicity, 1983

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#39 Kiss At A Photoshoot, 1975

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#40 Calvin Klein Photoshoot With Kate Moss & Mark Wahlberg By Mario Sorrenti In 1993

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#41 Photoshoot Of Sharon Stone In 1983

Image credits: FajarNegan

#42 Jamie Lee Curtis (1980)

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#43 Dolly Parton Photoshoot At Dollywood Back In 1987

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#44 Muhammed Ali Poses With His Prize Winnings During A Photoshoot In 1964

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#45 Jennifer Love Hewitt 1990’s Rollerskate Photoshoot

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#46 Actress Doris Houck Preparing For A Photoshoot Near To The Hollywoodland Sign. The H Was Missing After A Drunk Driver Lost Control Of His Vehicle And Crashed Behind The H, Making It Fall Down The Cliff. Los Angeles, California, 1945

Image credits: reddit.com

#47 Mark Hamill And Carrie Fisher Photoshoot, 1977

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#48 Nirvana In The Pool During The “Nevermind” Photoshoot (1991)

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#49 Nico And Andy Warhol As Batman And Robin For A Photoshoot In 1967

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#50 Claudia Cardinale And Frank Zappa, Italian Magazine Photoshooting, 1967

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#51 David Bowie Ziggy Stardust Photoshoot, 1972

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#52 Angela Bowie Photoshoot For A Black Widow TV Series, 1975. Photo By Terry O’neill

Image credits: Loose-Bus2035

#53 Outtakes From The Photoshoot That Would Eventually Become The Album Cover Of Pink Floyd’s Album Wish You Were Here (1975)

Image credits: Mad_Season_1994

#54 Friends Cast Photoshoot In The 90s

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#55 Humorous Outtake Of Queen From A Photoshoot For Their ‘Bohemian Rhapsody’ Single (C. 1975)

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#56 Kate Winslet – Ken Weingart Photoshoot 1996

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#57 Jennifer Love Hewitt (1998)

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#58 Uma Thurman / Photo By Frederic Meylan, 1989

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#59 18-Year-Old Kobe Bryant During His First Adidas Photoshoot As A Laker At Will Rogers State Beach. 1996

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#60 The Beatles Final Photoshoot, 1969

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#61 Drew Barrymore’s Gq Photoshoot, 1993

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#62 1953 A Peak Within A Photoshoot

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#63 Pattie Boyd, Cynthia Lennon, Maureen Starkey & Jenny Boyd Posed For A Photoshoot To Announce The Opening Of Apple Boutique (1967)

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#64 David Bowie’s Photoshoot For His Album ‘Heroes’, 1977 (Happy Birthday Starman)

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#65 One Of The First Photoshoots Of The Rolling Stones – 1963

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#66 Sean Penn And Madonna Wedding Photoshoot, 1985

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#67 Fleetwood Mac During A Photoshoot For The Album ‘Tusk’ In The Late 70s

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#68 Mary Wilson Of The Supreme, 1965, In Their Photoshoot For “A Bit Of Liverpool”

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#69 One Of LED Zeppelin’s First, If Not The First Photoshoot, 1968

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#70 Julie Newmar Doing A Cat Woman Photoshoot 1966

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#71 Director Joe Dante Doing A Photoshoot For Gremlins, 1984

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#72 The Beatles’ First Photoshoot, December 1961

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#73 Restored Images From The Beach Boys’ Photoshoot For Their Debut 1962 Album Surfin’ Safari, And The Location In Malibu Today

Image credits: Mad_Season_1994

#74 Dr. Hook During A Photoshoot In London. England, 1975

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#75 The (Still Very Active) Soul Singer Dionne Warwick During Her Photoshoot For Her Featured “Souled Out Special” Of 1969

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#76 Jean Shrimpton Aka Shrimp, Photoshoot 1971, Photography By Clive Arrowsmith

Image credits: Loose-Bus2035

#77 Philip Michael Thomas And Don Johnson Being Just The Coolest Moterf’ers Alove At A Photoshoot For Miami Vice In 1985

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#78 Laura Dern (1993) Jurassic Park Photoshoot)

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#79 Mariah Carey At An Snl Photoshoot (1990)

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#80 Ac-Dc Highway To Hell Photoshoot In 1979

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#81 Carrie Fisher Slave Leia Photoshoot (1983)

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#82 Patrick Demarchelier – Madonna Photoshoot Bedtime Stories Album (1994)

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#83 Stevie Nicks In The Photoshoot For Her Hit Album ‘The Wild Heart’, 1983

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#84 Van Halen During A Photoshoot, 1980 (Notice The Shark Guitar That Was Used For The Back Cover. Eddie Used This Guitar During Their 1978 World Tour)

Image credits: BurnoutJonathan02

#85 Monica Bellucci, 1991

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#86 20 Yr Old Mariah Carey Before She Was Famous At A Photoshoot For Her Self Titled Debut Album – [1990]

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#87 Barbara Stanwyck In A Photoshoot With A See Through Dress Circa Early 30’s. Man I Love Pre-Code Hollywood

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#88 River Phoenix And Keanu Reeves In The Promotional Photoshoot For My Own Private Idaho, 1991

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#89 Grace Kelly Looking Like A Total Angel. 1955 Photoshoot

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#90 Sally Field, Posing For A Photoshoot In The 70s

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#91 George Michael Doing A Photoshoot For His First Solo Single “Careless Whisper” In 1984

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#92 Doro Pesch Of “Warlock”. Photoshoot At Munich, Germany, 1985

Image credits: Loose-Bus2035

#93 Kylie Minogue In A Photoshoot For “Got To Be Certain” (1988)

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#94 Bollywood Glamor Girl Of 1950s, Begum Para In Life Magazine Photoshoot, 1951

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#95 1956 – Grace Kelly And Prince Rainier Of Monaco’s Photoshoot By Elliot Erwin

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#96 Bruce Springsteen In The Photoshoot For The Darkness On The Edge Of Town Album Cover, 1978

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#97 Alyssa Milano During A Physical Fitness Photoshoot, 1989

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#98 Uma Thurman Doing A Photoshoot In 1986

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#99 Rod Serling In A Photoshoot For The Twilight Zone, 1964

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#100 Robert Redford At A Photoshoot In 1959

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#101 Eartha Kitt Oozing Sex Appeal In A Life Photoshoot (1955)

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#102 Nalini Jaywant, Photoshoot For Life Magazine, 1951

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#103 The Stone Roses In A Photoshoot (1989)

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#104 Kurt Cobain & Kim Deal Xmas ‘93 (Melody Maker Magazine Photoshoot)

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#105 Dan Fogelberg At Home In Tennesee In 1974 During Photoshoot For His Album Souvenirs. © Henry Diltz

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#106 1995 Photoshoot Of 13yo Britney Spears By David Baren

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#107 Ricky Gervais In A Photoshoot For His Band Seona Dancing, 1980s

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#108 Kari-Ann Muller In An Outtake From The Album Cover Photoshoot For Roxy Music’s 1972 Debut Album

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#109 Irish Folk Group Clannad, With 21 Year Old Enya Sitting Next To Her Older Sister Moya, Posing During A Photoshoot For Their 1982 Album Fuaim

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#110 Genesis Photoshoot, 1973

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#111 Joan Jett And Mike Tyson Posing With Guitars (In Fashion Magazine Photoshoot 1985)

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#112 Clara Bow In A Promotional Photoshoot. So, The 1920s It Girl You Say? Yeah, I Think I Can See That

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#113 Contact Sheet Of Jim Morrison’s “Young Lion” Photoshoot (Joel Brodksy) 1967

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#114 Phil Collins Doing A Photoshoot In 1976

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#115 Hole – Photoshoot From 1991 For Pretty On The Inside – 1991

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#116 Dave Mustaine For A Photoshoot With His Jackson King V (1988)

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#117 1961. Warren Beatty And Natalie Wood In A Photoshoot For Splendor In The Grass. It Was Beatty’s First Film Ever

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#118 Greatest Rap Group Of The 90’s First Album Photoshoot In 1993

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#119 The Beach Boys, Looking Dapper During A London Photoshoot, 1964

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#120 Big L From A Photoshoot In 1994

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Source: boredpanda.com