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My movie star looking grandparents sitting for a portrait in the early 1940s.
(i.imgur.com)
1332
37 comments
its_not_appropriate
6 hours ago
r/OldSchoolCool
A then-unknown 18y.o. Mariah Carey meeting Will Smith at a radio concert in 1988
(i.imgur.com)
12437
549 comments
kevinlim512
19 hours ago
r/OldSchoolCool
U.S. Marines driving through burning oil fields in Kuwait, 1991.
(i.imgur.com)
27564
1234 comments
deathakissaway
21 hours ago
r/OldSchoolCool
My grandma chilling with Muhammad Ali in Puerto Rico in the early 1970s
(i.redd.it)
7143
56 comments
Maddiekathleen
19 hours ago
r/OldSchoolCool
Early 1990's, Russia
(i.redd.it)
6454
202 comments
DCCXXVIII
22 hours ago
r/OldSchoolCool
My grandmother at 18 in Michoacan, Mexico-1945
(i.redd.it)
3689
72 comments
chlorentine
22 hours ago
r/OldSchoolCool
My grandpa in front of the largest display of Clorox. 1965.
(i.redd.it)
91
17 comments
Blackout5154
3 hours ago
r/OldSchoolCool
Elon Musk when attending Queen's University, 1990-1992
(i.redd.it)
4711
168 comments
PoliQU
23 hours ago
r/OldSchoolCool
Jenna Fischer while working in fast food restaraunt in the 80s
(shared.com)
10654
254 comments
Riccardo91
1 day ago
r/OldSchoolCool
A young Bob Ross during his career in the Air Force circa 1960
(i.redd.it)
79
4 comments
oakwimble
5 hours ago
r/OldSchoolCool
Benny Hill, Make a wish, 1960s.
(i.imgur.com)
59
1 comments
deathakissaway
4 hours ago
r/OldSchoolCool
Two of my great-uncles in the 40’s
(i.redd.it)
34
6 comments
nietsllah
2 hours ago
r/OldSchoolCool
My dad on the left wearing the trend of his time.. early 1980s
(i.redd.it)
60
8 comments
Mantequilla_Stotch
6 hours ago
r/OldSchoolCool
Child goes to say bye to his dad before his dad goes war. (1940’s WWII)
(i.redd.it)
324
28 comments
AriesPassionXX
15 hours ago
r/OldSchoolCool
My dad, sister, and mother on student residences at Karazin University, Kharkiv, USSR (1978)
(i.redd.it)
21319
738 comments
blaqrushin
1 day ago
r/OldSchoolCool
A Korean-American civilian engaged in a shootout with drive-by shooters or snipers as he defended his grocery market during the 1992 Los Angeles riots, April 30, 1992
(i.redd.it)
25
7 comments
TrendWarrior101
2 hours ago
r/OldSchoolCool
Last photo of The Beatles together, August 22, 1969
(i.redd.it)
32
11 comments
Churly10
3 hours ago
r/OldSchoolCool
Two waiters serve two steel workers lunch while building the Waldorf-Astoria Hotel on Park Avenue in NYC, 1930
(i.redd.it)
7823
160 comments
batmanbutawesome
1 day ago
r/OldSchoolCool
My uncle chillin' with his pals in San Quentin, 1970
(i.imgur.com)
43
13 comments
le_Francis
5 hours ago
r/OldSchoolCool
Frank Zappa and his cat Marshmoff, 1987
(i.redd.it)
32
1 comments
dittidot
4 hours ago
r/OldSchoolCool
My grandmother in German occupied Paris during the 1940s. Note the soldiers in the background.
(imgur.com)
25
2 comments
Czarvana
3 hours ago
r/OldSchoolCool
Iron Mike Tyson 1975 (age 9)
(imgur.com)
24
6 comments
Sh1fty3yedD0g
4 hours ago
r/OldSchoolCool
Mom holding dad and my older sister, 1987.
(i.redd.it)
3335
69 comments
AstrologicalSin
1 day ago
r/OldSchoolCool
My dad (age 4) and his father in 1970
(i.redd.it)
29
1 comments
cloudpulp
4 hours ago
r/OldSchoolCool
Gothenburg, Sweden. 1966.
(i.redd.it)
55
7 comments
mjomark
9 hours ago
r/OldSchoolCool
My parents on their honeymoon, 1987.
(imgur.com)
42
12 comments
kittykween611
7 hours ago
r/OldSchoolCool
Vivien Leigh during production of Victor Fleming’s “Gone with the Wind” (1939)
(i.redd.it)
19
1 comments
RainbowCloud5
4 hours ago
r/OldSchoolCool
My grandmother modeling a necklace and earrings - 1976
(i.redd.it)
90
5 comments
ianccoco
12 hours ago
r/OldSchoolCool
Marilyn Monroe with mandolin, Los Angeles, 1953
(i.imgur.com)
27
2 comments
notbob1959
6 hours ago
r/OldSchoolCool
Kurt Cobain and Dave Grohl - New York 1993
(i.redd.it)
30
2 comments
RipplingShore
7 hours ago
r/OldSchoolCool
Legendary Ford Bronco 1994
(i.redd.it)
13
2 comments
bilbodoyle96
2 hours ago
r/OldSchoolCool
The cast of Reservoir Dogs, 1992
(i.redd.it)
21
0 comments
nedelbach
5 hours ago
r/OldSchoolCool
Well, cool off pilgrim. John Wayne, 1959
(i.redd.it)
39
12 comments
305FUN
8 hours ago
r/OldSchoolCool
Sgt. Leslie Caraway from Nixon, Texas, stops along a trail for a rest and a cigarette, North of Pracchia, Italy. 7 December 1944. (Colorized)
(i.redd.it)
9
1 comments
rwwhite20
1 hour ago
r/OldSchoolCool
My Grandpa drinking a beer and petting his dog, circa 1945
(i.redd.it)
19
1 comments
jozimmer
5 hours ago
r/OldSchoolCool
An ad for aftermarket seatbelt installation from Chevron (Life Magazine, May 1963)
(i.imgur.com)
26
1 comments
Recursi
8 hours ago
r/OldSchoolCool
Justine Bateman (Mallory from Family Ties), 1982.
(i.pinimg.com)
129
16 comments
WorkTomorrow
16 hours ago
r/OldSchoolCool
Olivia Hussey late 60’s
(i.redd.it)
15
1 comments
sresendes73
5 hours ago
r/OldSchoolCool
The Wilson sisters (Ann and Nancy) of Heart. [1970's]
(i.redd.it)
9
1 comments
justatheery
2 hours ago
r/OldSchoolCool
My dad David Brenner boxing a kangaroo on The Mike Douglas Show, 1978
(i.redd.it)
12
4 comments
umiland
4 hours ago
r/OldSchoolCool
My grandfather testing out his new pistol 1947
(i.redd.it)
12
0 comments
Fine_bobby
4 hours ago
r/OldSchoolCool
Two Polish Boys Reading Mickey Mouse, Warsaw, 1939
(commons.wikimedia.org)
8
0 comments
ringoandgibby
2 hours ago
r/OldSchoolCool
The Jordache Look, 1984. Yikes.
(youtu.be)
11
8 comments
ConsumerTimeCapsule
4 hours ago
r/OldSchoolCool
My grandmother (left) and her best friend ca. 1955-always thought they evoked “coolness” in this photo
(i.redd.it)
7
2 comments
FatsyCline12
2 hours ago
r/OldSchoolCool
Kate Hudson posing with her mother Goldie Hawn and their dog in 1996 for InStyle. I really love those "famous child with famous parent"-photos.
(i.imgur.com)
12
1 comments
I-ate-your-pony
6 hours ago
r/OldSchoolCool
My paternal grandfather at a high school dance (late 60s or early 70s)
(i.imgur.com)
8
3 comments
AvuncularPederast
3 hours ago
r/OldSchoolCool
I see your early 90’s Russia, and raise you early 90’s Canada
(i.imgur.com)
108
11 comments
Michellehas2ls
17 hours ago
r/OldSchoolCool
This is the original 1920's control panel at the power station that generated all the electricity for the London underground tube (subway) system.
(i.redd.it)
6
1 comments
Hidethegoodbiscuits
2 hours ago
r/OldSchoolCool
Jupiter, FL Lighthouse - 1891
(i.imgur.com)
14
0 comments
JupiterUnleashed
7 hours ago
r/OldSchoolCool
My great grandparents and kin to The Bell Witch of Tennessee. Nannie and Pap Bell. (April 1970)
(i.redd.it)
6
0 comments
SilentWalrus92
2 hours ago
r/OldSchoolCool
French Nun, circa 1900.
(i.redd.it)
16
2 comments
thebeanpole16
7 hours ago
r/OldSchoolCool
My grandpa, then boxing commissioner of Minnesota (back right in blue), w Muhammad Ali and company. 1970s
(i.redd.it)
11
2 comments
lil_doopy_doop
5 hours ago
r/OldSchoolCool
My grandmother at 2 in 1922
(i.redd.it)
6
0 comments
mangosplumsgrapes
2 hours ago
r/OldSchoolCool
Kate Chase Sprague, best known as a society hostess during the Civil War, 1860
(i.imgur.com)
9
2 comments
RyanSmith
5 hours ago
r/OldSchoolCool
Captain Bruce Ballantyne, Patrol commander of T Patrol, the Long Range Desert Group (LRDG), probably taken in the Western Desert, Libya, 1940-43
(i.redd.it)
24
0 comments
therunawaychain
11 hours ago
r/OldSchoolCool
Virginia Bell, 1950s
(ist3-1.filesor.com)
154
30 comments
joeclark5
21 hours ago
r/OldSchoolCool
This is my Grandpops teaching students in Andrew Jackson High School Queens NY in 1959.
(i.redd.it)
4
2 comments
thisboyhasverizon
1 hour ago
r/OldSchoolCool
Me and my Ironhead Sportster circa 1990.
(i.redd.it)
17
3 comments
DJThruxton
9 hours ago
r/OldSchoolCool
Burlesque Performer, Barbara Yung, 1940's.
(i.redd.it)
41
0 comments
bbambzi
14 hours ago
r/OldSchoolCool
Churchill and Eisenhower overseeing a drill in my grandad's farmland-1943
(i.redd.it)
22
2 comments
king12435
12 hours ago
r/OldSchoolCool
My photographer dad and my mum testing the lighting for a shoot mid 80s
(i.redd.it)
818
30 comments
ArtturPonde
1 day ago
r/OldSchoolCool
East German soldier helping a boy cross the new Berlin Wall, to reunite with his family. 1961.
(i.redd.it)
31946
775 comments
codywinters327
1 day ago
r/OldSchoolCool
Verne Troyer's Prom Photo, 1980's
(imgur.com)
178
6 comments
a_bitch_on_a_mission
23 hours ago
r/OldSchoolCool
My grandmother in New York circa 1945
(i.redd.it)
57
2 comments
mangosplumsgrapes
17 hours ago
r/OldSchoolCool
my mother, me and my grandmother around 1994.
(i.redd.it)
10
0 comments
WaterMelonE0001
7 hours ago
r/OldSchoolCool
1951 - Vampire the cat, one of five similarly named cats my Grandfather had in his lifetime. He thought fierce names made animals brave and proud. Photo taken on the bank of the Ottawa River.
(imgur.com)
39
2 comments
sailwithgrace
15 hours ago
r/OldSchoolCool
(1930) My great grandfather at Highcliffe beach UK
(i.imgur.com)
8
1 comments
HeWhoCannotBeArsed
6 hours ago
r/OldSchoolCool
My Parents Shortly After Getting Married - 1960s
(imgur.com)
3
0 comments
PrettyPandaPrincess
1 hour ago
r/OldSchoolCool
R. Lee Ermey (aka Gunnery Sergeant Hartman) shining his boots while serving in the U.S. Marine Corp - 1961
(i.redd.it)
379
48 comments
Dont_Jersey_Vermont
1 day ago
r/OldSchoolCool
A musician carries his bass, 1961 [photo by Yomislav Peternek]
(i.redd.it)
26
0 comments
highcontrastgrey
14 hours ago
r/OldSchoolCool
Just watched Daisies(1966) Czech arthouse film, and fell in love with Jitka Cerhova. Anyone know any information about her?
(i.redd.it)
4
0 comments
barbarossa1973
4 hours ago
r/OldSchoolCool
Uncle Larry, the ladies man. 1964
(i.redd.it)
2
0 comments
derpywaffle24
1 hour ago
r/OldSchoolCool
My dad hanging with his classic beauty in the 70's.
(i.redd.it)
195
21 comments
waroftyr
1 day ago
r/OldSchoolCool
My grandparents young and in love in 1950's
(i.redd.it)
2
0 comments
Celetron
1 hour ago
r/OldSchoolCool
My uncles Johnny, Timothy, Maffa and Adam 1960's
(i.redd.it)
104
6 comments
dragonbornsqrl
22 hours ago
r/OldSchoolCool
In honor of my little sisters 32nd birthday today, here’s a pic of us from 1988.
(i.redd.it)
2
0 comments
LydierBear
1 hour ago
r/OldSchoolCool
I posted them on here a few weeks ago, but this one warms my heart more. My Gramma, Grandpa, Dad (the smartass), and Uncle in ~late 1970s. The horrible matching outfits and my grandfather's hair situation just push me over the edge.
(i.redd.it)
34
9 comments
andthenioverthought
16 hours ago
r/OldSchoolCool
Johnny Cash mugshot 1966
(i.redd.it)
50
4 comments
K1nsey6
20 hours ago
r/OldSchoolCool
It's a Major Award! Grandfather, a traveling salesman in the early 50s, receiving a watch for top sales. (Zippo Lighter sales we believe.)
(i.redd.it)
32
7 comments
mightydeez
17 hours ago
r/OldSchoolCool
James Brown teaching dance moves in the 1970s
(youtube.com)
2
2 comments
jcepiano
2 hours ago
r/OldSchoolCool
Quadricycle c.1894
(vergue.com)
32
1 comments
highcontrastgrey
17 hours ago
r/OldSchoolCool
My great-great grandfather smoking a pipe while driving a convertible c.1930
(imgur.com)
2
0 comments
dexterpine
2 hours ago
r/OldSchoolCool
My grandma when she was 16, 1976
(i.redd.it)
49
16 comments
kaylacactus
20 hours ago
r/OldSchoolCool
My grandparents (January 1968)
(i.redd.it)
51
5 comments
SilentWalrus92
20 hours ago
r/OldSchoolCool
Brigitte Bardot (1950s)
(i.redd.it)
238
9 comments
Bolinas99
1 day ago
r/OldSchoolCool
My grandparents; late 40s / early 50s.
(i.redd.it)
17
1 comments
god-of_tits-and_wine
14 hours ago
r/OldSchoolCool
Young George RR Martin circa 1972
(pbs.twimg.com)
3
6 comments
iaxeuanswer
6 hours ago
r/OldSchoolCool
My grandfather’s family of illegal bookmakers in 1930s Coventry. My granddad at the front in the shorts, with my great granddad holding his hand.
(i.redd.it)
12
9 comments
IrvingWashington2322
12 hours ago
r/OldSchoolCool
Helen Mirren - 1960's
(i.redd.it)
191
23 comments
Anton_Tobias
1 day ago
r/OldSchoolCool
My grandfather (left) sparring in the early 60's
(i.redd.it)
20
8 comments
LetsGetBlaziken
15 hours ago
r/OldSchoolCool
William Hartnell (as Will Buckley) and Peter Sellers (as Tully Bascombe) in the movie "The Mouse That Roared" (1959)
(i.redd.it)
18
0 comments
SF_Dweller
15 hours ago
r/OldSchoolCool
My aunt with her cat, Brawny, in her pocket. Circa 1975
(i.redd.it)
19
2 comments
dirtmop28
15 hours ago
r/OldSchoolCool
One of the few pics I have of my grandpa. Approx. 1950 I believe. He was a Korean war vet, a farmer, and a house builder.
(i.redd.it)
15
0 comments
Deppfan16
14 hours ago
r/OldSchoolCool
Another picture of my mother, on the left, as a nurse, Mexico July 25, 1970
(i.redd.it)
4099
65 comments
princessfafa
1 day ago
r/OldSchoolCool
The grandparents - RAF in Aden (1960's)
(i.imgur.com)
6
0 comments
Dannyguard
10 hours ago
r/OldSchoolCool
Vintage Harley 1904
(i.redd.it)
35
2 comments
K1nsey6
20 hours ago
r/OldSchoolCool
Grandmother in Cuba around the 1940s/50s
(imgur.com)
20
2 comments
birdieflo
17 hours ago
r/OldSchoolCool
My father on the USS Orion, mid 1950's
(i.redd.it)
14
2 comments
badtux99
15 hours ago
r/OldSchoolCool
Dad Jumping His Boat, 1971
(i.imgur.com)
197
5 comments
no_problemo
1 day ago
r/OldSchoolCool
Betty White (1957)
(i.redd.it)
1274
23 comments
KinneyBoi
1 day ago
r/OldSchoolCool