/r/OldSchoolCool - top ten submissions for each month of 2025

sfw subreddits | << OldSchoolCool 2024
2025, March
Kris Kristofferson tells Sinéad O'Connor ‘Don't...
50170 Kris Kristofferson tells Sinéad O'Connor ‘Don't...
A man with his dog in the 1920s
49935 A man with his dog in the 1920s
A man begging for his wife's forgiveness inside...
41934 A man begging for his wife's forgiveness inside...
My mom, age 17, late 1960s
36795 My mom, age 17, late 1960s
My mom having a drink with some British guy in ...
36253 My mom having a drink with some British guy in ...
A 16 year old girl takes this picture at a Quee...
34031 A 16 year old girl takes this picture at a Quee...
Love story. Couple at Woodstock, 1969 (48 hours...
31093 Love story. Couple at Woodstock, 1969 (48 hours...
‘Queen of Pinups’ Bettie Page, and her sister G...
29294 ‘Queen of Pinups’ Bettie Page, and her sister G...
My parents in the 1970s and in their 70s ??
29056 My parents in the 1970s and in their 70s ??
Pamela Anderson draped in a Canadian flag, 1999...
23172 Pamela Anderson draped in a Canadian flag, 1999...
2025, February
Posing for my boyfriend after our high school d...
99034 Posing for my boyfriend after our high school d...
Woman pointing a gun at a computer for some rea...
84495 Woman pointing a gun at a computer for some rea...
Rick Astley's father Ossie Astley celebrating "...
51032 Rick Astley's father Ossie Astley celebrating "...
Grace Brewster Hopper was an American computer ...
37883 Grace Brewster Hopper was an American computer ...
Mads Mikkelsen and wife Hanne Jacobsen in the l...
31666 Mads Mikkelsen and wife Hanne Jacobsen in the l...
Audrey Hepburn in her kitchen, 1950's
31498 Audrey Hepburn in her kitchen, 1950's
A glorious family photo of my parents and me fr...
26903 A glorious family photo of my parents and me fr...
Robin Williams and Shelly Duvall on the set of ...
26901 Robin Williams and Shelly Duvall on the set of ...
Half of my face looks like my great great*** gr...
26490 Half of my face looks like my great great*** gr...
Three Dutch boys, recently liberated from a Naz...
26157 Three Dutch boys, recently liberated from a Naz...
2025, January
In 1974, Masahisa Fukase photographed his wife,...
151202 In 1974, Masahisa Fukase photographed his wife,...
My parents getting me baptized by Bishop Marian...
36346 My parents getting me baptized by Bishop Marian...
EST. 1930s, North Carolina. Women of Color prot...
31344 EST. 1930s, North Carolina. Women of Color prot...
My wife’s great-grandma in 1945 Seattle
30013 My wife’s great-grandma in 1945 Seattle
My Great Grandfather getting the MOH after kill...
25081 My Great Grandfather getting the MOH after kill...
My great aunt Frida circa early 1940s. She was ...
21644 My great aunt Frida circa early 1940s. She was ...
My grandpa marrying my grandma and going off to...
20467 My grandpa marrying my grandma and going off to...
Actress Sandra Bullock at her home in 1978.
18743 Actress Sandra Bullock at her home in 1978.
Two Ottoman Wrestlers visiting New York for a w...
16298 Two Ottoman Wrestlers visiting New York for a w...
This sub liked my fascist-fighting grandfather ...
15247 This sub liked my fascist-fighting grandfather ...