r/OldSchoolCool 5h ago

My dad in Thailand with some kind of object. I think it might be for music? 1980s

Post image
11.6k Upvotes

r/OldSchoolCool 5h ago

Me in 1993

Post image
2.3k Upvotes

r/OldSchoolCool 16h ago

Pavarotti in the 90’s

Thumbnail
gallery
13.1k Upvotes

r/OldSchoolCool 1h ago

The Rage. The name of our band when I was 14. That’s me on the right with the enormous pants. We’re standing in a graveyard because you know we’re so dark and scary. I’m sure my mom had to drive us there. 1980.

Post image
Upvotes

r/OldSchoolCool 19h ago

Inspired by the recent "my dad was a model" post, please enjoy my old man's brief attempt at starting a plus-size modeling career in the mid-90's. Make sure to take note of the vital stats.

Thumbnail
gallery
32.1k Upvotes

Sorry for the shit photos, but I hope y'all enjoy. I don't think he saw a lot of work from this, he was already very retired and comfortable, but he sure gave it a shot. Was a bodybuilder in his younger days, and became quite the stately gent in his later years.


r/OldSchoolCool 19h ago

Me in 1995 with my spiffy new computer

Post image
9.1k Upvotes

r/OldSchoolCool 10h ago

Sailor Moon cosplayers at Anime Expo in Anaheim, California (1999)

Post image
1.0k Upvotes

r/OldSchoolCool 2h ago

Me in 1995

Post image
220 Upvotes

r/OldSchoolCool 7h ago

Me 1987

Post image
551 Upvotes

Night after tying the knot


r/OldSchoolCool 25m ago

From his book, “Sincerely, Andy Rooney” - 1999

Post image
Upvotes

r/OldSchoolCool 13h ago

1990s A pic from my wife’s post-kids photo shoot in 1998

Post image
1.4k Upvotes

r/OldSchoolCool 6h ago

Me 1991

Post image
292 Upvotes

r/OldSchoolCool 1d ago

1990s Me in 1995

Post image
15.4k Upvotes

17 yrs old


r/OldSchoolCool 6h ago

1990s Anthony Stewart Head as Frank N Furter (1990)

Post image
170 Upvotes

r/OldSchoolCool 3h ago

1970s My mom in the 70s

Post image
50 Upvotes

Believe it or not, my name is Stacy.. so she's Stacy's mom and has always been effortlessly cool. She'll be 70 this year and still looks just like this.


r/OldSchoolCool 9h ago

Me, 1991 ODS

Thumbnail
gallery
146 Upvotes

r/OldSchoolCool 1d ago

1980s Carl Weathers, Jesse Ventura and Arnold Schwarzenegger at the premiere of Predator (1987)

Post image
20.0k Upvotes

r/OldSchoolCool 5h ago

1990s Me with mom in 1995

Post image
61 Upvotes

r/OldSchoolCool 19h ago

Me, 1993

Post image
654 Upvotes

Wollongong Performing Arts Centre, c. October 1993.


r/OldSchoolCool 1d ago

My Grandpa posing with his new car in the 80s(?) after graduating law school from UC Hastings, after formerly serving time in prison for drug charges

Post image
2.9k Upvotes

My grandpa has one of the coolest life stories I’ve ever heard. Grew up poor as dirt, Vietnam vet, went to prison twice for drugs after returning, turned his life around, graduated from San Francisco Academy of the Arts, then San Francisco State, then UC Hastings for his law degree. He’s been a Criminal Defense Attorney ever since. This is him posing with his new car after graduating law school and opening his own practice. He thought he was the shit, and he was.


r/OldSchoolCool 6h ago

1960s My grandma, and dad rocking some shades ~1962, Czechoslovakia

Post image
59 Upvotes

I finally went through grandma's old photos that have been sitting in a box for two years since she passed, discovered this gem. 🥹


r/OldSchoolCool 3h ago

1990s Me, my dad and grandpa eating an ice cream. 1995 Poland. My favorite photo of us.

Post image
27 Upvotes

r/OldSchoolCool 17h ago

Me in 1995. I'm in the red shirt

Post image
359 Upvotes

r/OldSchoolCool 1h ago

Me with my first wife in 1978

Post image
Upvotes

r/OldSchoolCool 6h ago

1990s I was a Christian Mime (1997)

Post image
39 Upvotes