Terry Crews and his classmate, voted Most Likely to Succeed in his yearbook (1986)1yr · Phenziox · r/OldSchoolCool
My deaf father, hugging a speaker to his chest to feel the vibrations of music. Early 1970s.8mo · LoveMinerals · r/OldSchoolCool
My Uncle Billy just turned 90, so here’s him on his boat during the early 80’s8mo · jeffpeepgrass · r/OldSchoolCool
My Mama circa '83. This explains why I'm the uncoolest person ever, cos she took it all! Oh and that bike? She built it.7mo · always-aimee · r/OldSchoolCool
The Paramount Pictures logo on the day it was originally painted. [1965]2yr · awfulmspaint · r/OldSchoolCool
My Gramma in 1973, she was a bartender until she turned 70 and she's the coolest person I know1mo · Bumbly_B · r/OldSchoolCool
Milla Jovovich answers fans questions in an online chat on AOL, February 13, 1995.4mo · Sumit316 · r/OldSchoolCool
Happy Fathers Day to my single dad who gave everything he had to raise me (1990s)4mo · thicknheart · r/OldSchoolCool
My grandma always used to tell us about this kid that would sing at the resort on her vacations in Hawaii. Turns out that kid was Bruno Mars. 19901yr · Trickydicknick · r/OldSchoolCool
In 1991, my Alabama school photo featured me bursting through a paper wall, on a skateboard with no back wheel, sporting what some might call a mullet.1yr · lyricistlibrettist · r/OldSchoolCool
Princess Diana’s iconic ‘revenge’ dress, worn the night Prince Charles publicly admitted to being unfaithful to her [1994]4mo · gob-bluth-jr · r/OldSchoolCool
My grandfather lighting himself a cigarette in a double-exposure self-portrait (1950s)1wk · midnighteyesx · r/OldSchoolCool
Friend showed me a picture of her parents in the 80's...and it is truly PURE 80's.7mo · tomjulio · r/OldSchoolCool
Before he was Morpheus, he was Cowboy Curtis on Pee-Wee’s Playhouse. 1986.10mo · PM_ME_FOODPICZ · r/OldSchoolCool
Dolly Parton in the 70's, offstage, relaxed, and looking simply angelic.2mo · tomjulio · r/OldSchoolCool
My mom and dad building their house in 1953. My mom (91 now) still lives there.4mo · Brack_vs_Godzilla · r/OldSchoolCool
Me picking mushrooms in Belarus in 1987, one year after the Chernobyl meltdown in neighboring Ukraine3mo · IamNiceButNotMuch · r/OldSchoolCool
My dad taking a selfie, using a piece of wood to activate the shutter, circa 19573wk · RAZORBACK_69 · r/OldSchoolCool
My grandpa Jack turned 100 today. WWII fighter pilot, shot down in the pacific and holds the world record for oldest person to have braces at age 98!4mo · Tcherry1234 · r/OldSchoolCool
French woman pouring tea for a British soldier fighting in Normandy 194410mo · onepersononeidea · r/OldSchoolCool
My son and I in the early 90s. We couldn‘t afford a camera, so we periodically went into a photobooth.1yr · askalottle · r/OldSchoolCool
In 2012 I came home one day with a new motorcycle, nobody in my family was happy about it except for my Nonna which was suprising. Not long after she dug up this picture of her in Italy shortly after ww2.9mo · puggernault · r/OldSchoolCool
My grandmother was a code girl during WWII. It was her best kept secret until 2017.8mo · Aek2332 · r/OldSchoolCool
My great grandfather holding my great uncle a hundred years ago in 1919.1yr · Chopperguy · r/OldSchoolCool
Talking with my mom about Ozark and she told me she went skiing with Marty Byrde (Jason Bateman) back on New Year’s Day 19877mo · bhuge33 · r/OldSchoolCool
40 years later, this badass would fix my pigtails and play Barbies with me. This was my grandpa, a Boilermaker on USN destroyer during WWII.1mo · Mercurial_Girl · r/OldSchoolCool
Wally Amos, founder of Famous Amos Cookies outside the original store in Los Angeles, 90s2mo · defactosithlord · r/OldSchoolCool
I found this cleaning out my Nana’s condo. She recently suffered a stroke and is struggling with dementia, but when I showed her this she remarked “look at that wasn’t I something?” and smiled :) [Circa 1958]1mo · kay-el-sea · r/OldSchoolCool
Nov 9, 1989—My gf was at the Berlin Wall when it came down and took this pic of an East German soldier. She passed him candy thru the hole and he went away and came back with a Soviet pilotka (side cap) and gave it to her (pic in comments). Sorry for flash glare.3mo · ecafsub · r/OldSchoolCool
Me and the homies before going to see Straight Outta Compton. The tour, not the movie. Circa 19891yr · iaintsaidshit · r/OldSchoolCool
My weight lifter great grandpa holding my grandpa over his head - 19471yr · brentgolding · r/OldSchoolCool
My dad on this day 49 years ago, waking up after getting hit in the head with a croquet mallet to find out he was unconscious through the whole moon landing2yr · Uraniumrainbow · r/OldSchoolCool
Inspired by others I saw so I though I'd share my early 90's family photo2yr · c0grm15 · r/OldSchoolCool
My dad diving off the starboard fin of a submarine and into the Pacific Ocean in the summer of 1983.1yr · MightyCornDog · r/OldSchoolCool
How about something other than celebrities and parents? LA, ca. 19801yr · OuijaAllin · r/OldSchoolCool
Franceska Mann, arrived at Auschwitz in 1943, when ordered to strip, she did so provocatively, distracting the guards. She grabbed the roll call officers gun and shot him dead, then wounded one more before other prisoners joined her rebellion, before all being shot dead, 1940's1yr · allthekos · r/OldSchoolCool
Anthony Bourdain preparing a meal in his New York City apartment, 19862yr · starstufft · r/OldSchoolCool
In 1938, L.A. Kindergarten teacher Helen Hulick went to jail for wearing pants in a courtroom. She was a witness scheduled to testify against two men. When she arrived in slacks, her testimony was rescheduled; the Judge ordered her to go home and return in a dress. She refused, noting inequality.1yr · Res_Ipsa77 · r/OldSchoolCool
My polish grandpa before and after WWII. It is supposed to be 7 years between the pictures according to my mother. He survived concentration camp and had an ID-tattoo. Never wanted to talk about which one. Something about his eyes tell me more than any history book ever could. Wanted to share.1yr · DontDeadOpen · r/OldSchoolCool
My dad and the Notorious B.I.G. circa 1996 when he visited my dad’s clothing store in Detroit, Michigan3mo · sloanmar · r/OldSchoolCool
When Albert Einstein met Charlie Chaplin in 1931, Einstein said, “What I admire most about your art is its universality. You do not say a word, and yet the world understands you. “It's true.” Replied Chaplin, But your fame is even greater. The world admires you, when no one understands you.2yr · bittybambi · r/OldSchoolCool
George Carlin being arrested after performing the controversial routine Seven Words You Can Never Say On Television May 27th 197210mo · Sleeeepy_Hollow · r/OldSchoolCool
Harold, 35 years ago as an electrical engineer, before he became the meme!2mo · mtimetraveller · r/OldSchoolCool
Back in the 80’s my in laws won a contest from collecting milk caps and got a visit from Ernest P. Worrell as the prize!1yr · fatal_fame · r/OldSchoolCool
My stepdad did the all the flight rigging for Jamie Lee Curtis in True Lies. He's 70 this year and going strong as an ox. This is him with Arnold Schwarzenegger and Jamie Lee Curtis.10mo · CoyoteTango89 · r/OldSchoolCool
Betty Robinson got into a plane crash and was mistakenly pronounced dead. She spent 7 weeks in a coma and it took her 2 years to learn to walk again. 5 years later, she won a gold medal in the Olympic Games 19361mo · onepersononeidea · r/OldSchoolCool
My younger brother and I after we were just adopted from Thailand in '91. It was just going to be me, but they found my brother living on the other side of the orphanage, so our parents took us both. Always joked we were a buy one get one deal.3mo · kenistod · r/OldSchoolCool
My grandpa worked as a park ranger in Yellowstone, where he took this photo of The Three Stooges when they visited. 1969.1yr · CaptainOutstanding · r/OldSchoolCool
Jonas Salk didn’t patent his 1955 polio vaccine so that it would be affordable for all people. As a result, he lost an estimated 7 billion dollars. Saying in an interview: “There is no patent. Could you patent the sun?”10mo · onepersononeidea · r/OldSchoolCool
Wait for Me, Daddy - One of the most famous Canadian photographs of WWII.1yr · qevoh · r/OldSchoolCool
Colorized by me: Albert Einstein teaching at Lincoln, the United State's first Historical Black University, 19463yr · veggytheropoda · r/OldSchoolCool
Here’s the “8th Wonder of the World” André the Giant, goofing around with his best friend (Dwayne “The Rock” Johnson’s 315lb grandfather), High Chief Peter Maivia. - 1970’s1yr · wick720 · r/OldSchoolCool
A member of the 369th Infantry Regiment (aka Harlem Hellfighters) holds a puppy that he saved during World War I (1918)2mo · WhileFalseRepeat · r/OldSchoolCool
Prince Roller skating on his Tennis court at home. Photo by Jeff Katz, 19891wk · Rattlesnake_Mullet · r/OldSchoolCool
My dad never talked about his childhood, but this picture of him gives me hope it wasn’t all bad. Lake Michigan beach,1950’s.9mo · RufRufRufio · r/OldSchoolCool
Napping on my father’s chest after being brought home the hospital. I was 4 days old. July 27, 19802yr · Xhkpw · r/OldSchoolCool
My mom in ‘78, Glendale, CA. Newly immigrated from Japan and working her butt off -but still managed to save up and buy this Chevy Impala for $500, from a little old lady who only drove it to and from church. I love her!!1yr · ijayl · r/OldSchoolCool
My grandparents being a controversial Caucasian and Hispanic couple in the early 1950s1yr · nessachez · r/OldSchoolCool
Windows on the World, restaurant on top of the former World Trade Center, 1980s3mo · earthmoonsun · r/OldSchoolCool
Here's a little story I got to tell about three bad brothers you know so well. NYC circa mid 80s.1yr · Ralph-Hinkley · r/OldSchoolCool
My parents got engaged 50 years ago today. Here is a picture from that day. 1970. Their 50th wedding anniversary is in April.9mo · Mahaloth · r/OldSchoolCool
LAPD officers dressed up as women to go undercover to catch a purse-snatcher 1960.6mo · Iangator · r/OldSchoolCool
Slash in 1982 before Guns N’ Roses was started, and he was known as Saul!2mo · Walusqueegee · r/OldSchoolCool
Leonard Nimoy The makeup folks put ears on my son Adam to surprise me. A precious moment while shooting the original series 1960s1yr · eaglemaxie · r/OldSchoolCool
German girl about to hit the road, 1940's. Got this photograph for $1 and decided to colorize it.1yr · lanxt · r/OldSchoolCool
Shoe shine boys listen to Civil War veteran tell his war stories, 1920s10mo · onepersononeidea · r/OldSchoolCool
My dad (front) in Vietnam in 1971. Didn’t know this photo existed until I came across it randomly on the internet. He cried when he saw it. Hope this is the right place to post it.2yr · strawberrygnome · r/OldSchoolCool
The creation of the recycling logo by G. Anderson, 23 at the time. [1970]1yr · dragonoid296 · r/OldSchoolCool
