/r/OldSchoolCool - top ten submissions for each month of 2025
sfw subreddits
| <<
OldSchoolCool 2024
2025, June
59367 John F. Kennedy smoking a cigar. He’d buy 1,200...
52883 My Grandpa, one of the designers on the Dodge V...
36719 My mom around 1963 in the Mojave Desert.
32508 a young man caring for his grandfather, 1974
29889 Lamborghini Countach on Beach Blvd., 1990
25013 John Travolta, Phil LaMarr (Marvin) and Samuel ...
20730 Roger Troutman showing off his talk box skills ...
12680 Don Rickles’ prank on Frank Sinatra (The Tonigh...
11853 This is my mom in the 70s when it was still the...
9362 Married couple Mildred and Richard Loving in th...
2025, May
87747 My mother in 1991
19340 17 to 60
18466 In an attempt to balance out all the “would you...
18018 When I was a baby my mom made us matching party...
17923 my dad made sure I never had to miss out on fri...
14412 My late mom in 1972. Hippie, mom to 7, calculus...
10549 My Grandpa in 1955
10271 My visitations with dad (parents divorced) was ...
9694 Michael Caine and Shakira Baksh; on their weddi...
9603 My Brother In Law getting slimed at Universal S...
2025, April
56017 1979. 13th Birthday. Mom made me the best cake ...
55297 Gary Sinise here. I was going through some old ...
45421 1979 - my middle school bus driver was the coolest
44267 Me turning 23, 1976
23106 My grandfather, 1975
18482 Walton Goggins, high school senior, 1989.
15196 Sigourney Weaver and Winona Ryder, 1997
12984 Princess Diana hugging a young fan in Birmingha...
10216 Joel McHale and his wife Sarah in the 90s
9559 Tom Hanks in Beaufort, SC, Sept. 11, 1993. Mary...
2025, March
50170 Kris Kristofferson tells Sinéad O'Connor ‘Don't...
49935 A man with his dog in the 1920s
41934 A man begging for his wife's forgiveness inside...
36795 My mom, age 17, late 1960s
36253 My mom having a drink with some British guy in ...
34031 A 16 year old girl takes this picture at a Quee...
31093 Love story. Couple at Woodstock, 1969 (48 hours...
29294 ‘Queen of Pinups’ Bettie Page, and her sister G...
29056 My parents in the 1970s and in their 70s ??
23172 Pamela Anderson draped in a Canadian flag, 1999...
2025, February
99034 Posing for my boyfriend after our high school d...
84495 Woman pointing a gun at a computer for some rea...
51032 Rick Astley's father Ossie Astley celebrating "...
37883 Grace Brewster Hopper was an American computer ...
31666 Mads Mikkelsen and wife Hanne Jacobsen in the l...
31498 Audrey Hepburn in her kitchen, 1950's
26903 A glorious family photo of my parents and me fr...
26901 Robin Williams and Shelly Duvall on the set of ...
26490 Half of my face looks like my great great*** gr...
26157 Three Dutch boys, recently liberated from a Naz...
2025, January
151202 In 1974, Masahisa Fukase photographed his wife,...
36346 My parents getting me baptized by Bishop Marian...
31344 EST. 1930s, North Carolina. Women of Color prot...
30013 My wife’s great-grandma in 1945 Seattle
25081 My Great Grandfather getting the MOH after kill...
21644 My great aunt Frida circa early 1940s. She was ...
20467 My grandpa marrying my grandma and going off to...
18743 Actress Sandra Bullock at her home in 1978.
16298 Two Ottoman Wrestlers visiting New York for a w...
15247 This sub liked my fascist-fighting grandfather ...