/r/OldSchoolCool - top ten submissions for each month of 2020
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2020, December
76595 My grandma and great aunt (50’s)
75448 Freddie Mercury said to Mary Austin in his will...
65456 Incredibly sharp looking kids in Harlem, 1970
62818 My mom, Japan, 1966 - Taken by my dad
59076 Found this old picture of my dad from back in 1...
55698 Ralph Foody on the set of “Angels With Filthy...
49287 My daughter said I should post this, her mum 1989
48538 My Grandpa in the late 40s
48343 My great grandfather goofing around before goin...
47722 mom & pops back in the 60s
2020, November
78463 Today I turn 50, but here I am at 18- summer of...
70779 Rick Steves: "Here I am, heading off to Europe ...
59834 My mom voting for the first time in a president...
59518 Dave Chappelle and Cary Elwes 1993
59031 My Grandmother Nancy on her honeymoon near Capi...
54910 My Nana, who is 92 now, in the midst of the Gre...
52963 Hedy Lamarr, who’s scientific discoveries hel...
44028 Faye Schulman (1940s), member and main photogra...
43656 Carrie Fisher in a trash can with a bottle of w...
42419 Jonesy and Sigourney Weaver in '79
2020, October
88443 My grandfather lighting himself a cigarette in ...
59250 1980's Tony Hawk at a local skate park
56209 Prince Roller skating on his Tennis court at ho...
54791 I acquired and scanned in over 500 of my Grandp...
51719 My grandma holding my mom. 1958
49293 My Grandfather born 1919 with his Grandfather B...
48836 From the left to the right: my great-great-gran...
48199 Farmers “arrest†the sheriff for trying to ...
44110 My grandma and grandpa in the 1960’s
43837 Pulp Fiction hit theaters on this day in 1994.
2020, September
73741 My dad taking a selfie, using a piece of wood t...
66438 I found this cleaning out my Nana’s condo. Sh...
59618 Betty Robinson got into a plane crash and was m...
59424 My dad kind of looking like Chris Pratt in 1980.
56420 Monica Bellucci in Rome, 1991
50607 My bio-parents and the van where I was most lik...
50390 My mother in 4th grade in the 70s. Her mother w...
47670 Today while sorting through my grandma’s atti...
47253 Tom Selleck, Nancy Reagan, Clint Eastwood and P...
46949 My mama with Chuck Norris on set for Braddock: ...
2020, August
78483 Dolly Parton in the 70's, offstage, relaxed, an...
65034 Bearded Mark Hamill in 1989
63710 Old school public shaming in Times Square, 1955
57488 The coolest couple I know 1972 / 2019
56869 A member of the 369th Infantry Regiment (aka "H...
54495 Louis Armstrong signs a French Punk (1961)
53360 1976. It was a very good year for a pink polyes...
52941 It’s my birthday today; here I am at the peak...
48957 My grandparents, 1958. They were both migrant f...
46794 No Matter How Cool you are you are never going ...
2020, July
88086 Digitizing my family’s 8mm film reels and fou...
82622 My mom and Arnold on a date in the '70s
77911 My Uncle and I playing poker. Circa 1978. RIP U...
73328 Me picking mushrooms in Belarus in 1987, one ye...
68132 Christmas 1981 - I had been begging for an Atar...
64685 [1995] Interview with Princess Diana about how ...
61094 My dad and the Notorious B.I.G. circa 1996 when...
59276 My younger brother and I after we were just ado...
55887 Jackie & Kelso from “That 70’s Show†remi...
55149 My grandpa in 1948 looking like a total model.
2020, June
86639 Princess Diana’s iconic ‘revenge’ dress, ...
74321 My mom and dad building their house in 1953. My...
73059 My grandpa Jack turned 100 today. WWII fighter ...
68160 Harlem grocer standing in front of his store, 1...
67670 So glad I found this subreddit, so I thought Iâ...
54789 Milla Jovovich answers fans questions in an onl...
53203 Rick Astley meeting Princess Diana, 1988
52116 My mom in Japan, 1950s
50945 African-American Man Protests Labor Discriminat...
42580 This tracking shot from the movie Wings (1927) ...
2020, May
82916 Eddie Murphy at the premiere of Purple Rain, 1984.
74528 1950s necklines
51034 1950s Necklines - Colorized by me
49538 Two children posing as Mt St Helens erupted beh...
48918 My auntie graduating from Cal Berkeley In 1952....
47710 80's Sigourney Weaver
44925 Bill Watterson drawing Calvin and Hobbes (1986)
44201 Me on the right and my best man Cleveland Locha...
43708 The original sci-fi baddass, Sigorney, testing ...
43557 My Nana lookin’ fly per usual, 1974.
2020, April
72240 My dad (left) looking like a young Luke Skywalk...
70446 Rolling to Work, 1940's.
69153 My Friends and I waiting for the School Bus in '89
67561 Talking with my mom about Ozark and she told me...
62599 Stealing a drink of wine at a wedding while my ...
60372 My grandfather always disliked his white strand...
58967 A very handsome Native North American couple, S...
53730 LAPD officers dressed up as women to go underco...
49909 [1986] I don't know about 'cool' but I'm old no...
48686 Discovery of the Statue of Antinous at Delphi i...
2020, March
111254 My Uncle Billy just turned 90, so here’s him ...
103002 My Mama circa '83. This explains why I'm the un...
79784 Friend showed me a picture of her parents in th...
65845 Franklin Delano Roosevelt Jr. Outside Universit...
57235 Net fix and chill in 1900
57067 Pat Carroll singing 'Poor Unfortunate Souls' in...
54000 Bob Ross with his pet squirrels, 1991
52579 My aunt and my mom being told that my grandma w...
48146 R. Lee Ermey was given the choice of either jai...
47501 A police officer keeping his cool during a Halo...
2020, February
109372 My deaf father, hugging a speaker to his chest ...
74045 My great grandfather, a popeye impersonator. 19...
69666 In 2012 I came home one day with a new motorcyc...
68286 My grandma just showed me this photo. It’s he...
53402 Stephen Fry's words to live by, early 1980's.
50558 Hook 1991
48651 Tim Curry in Legend, 1985
41888 My grandmother was a code girl during WWII. It ...
41633 Budapest Marketplace, 1984
41065 Ian McDiarmid, Mark Hamill, and Denis Lawson wh...
2020, January
117579 My dad with David Bowie in a vacation in Greece...
77797 Before he was Morpheus, he was Cowboy Curtis on...
73891 Perseverance [1985]
62450 My parents when they were 16 and 17 (1987). The...
60974 My mother (left) and her friend Nina, circa 1975
60600 George Carlin being arrested after performing t...
59485 My stepdad did the all the flight rigging for J...
52003 Arrested protesters of the Vietnam war, 1971
49888 A punk, a “rude boy†and a skinhead hanging...
49878 In 1983 I was chosen along with 3 other student...
![[1995] Interview with Princess Diana about how ...](https://b.thumbs.redditmedia.com/0ahN_saagVS2LWXFsfnHoL6_Pi2NXiO_fGW1MA8ITqU.jpg "64685 - [1995] Interview with Princess Diana about how she will never be Queen.")
![[1986] I don't know about 'cool' but I'm old no...](https://a.thumbs.redditmedia.com/NNUIzZCqcDVDz2KkKBNTUfKpNznOrFVIA4lqHy28hi0.jpg "49909 - [1986] I don't know about 'cool' but I'm old now and this was me in school")
![Perseverance [1985]](https://b.thumbs.redditmedia.com/T2Ga1bG5RM-gNkwBDWDoa1VDN1VhdQlLO6SKh-sJ-wY.jpg "73891 - Perseverance [1985]")
