Being at home at your TV at a certain time to catch a show, and expecting everyone to leave you alone so you could watch it with no interruptions.

You could be out with friends and you'd look and say "oh it's 7:30 I got to get home to catch my show!" And nobody looked at you like a strange social outcast.

Leaving your young kids unsupervised most of the time.
 
I remember at 5 years old sitting in the parking lot of the bowling alley in my dads car for 3 hours while he was inside bowling. Also, most of the time, my parents had zero clue as to where I was. I would leave the house in the morning on my bicycle and be home for dinner. Suited them just fine.

Having a binder full of CD's in your car.

Going on road trips without a phone.

Dial Up internet.

Being able to take a look in the cockpit of a plane.

The stewardesses would activly ask some kids on the flight if they wanted to take a look in the cockpit. I remember when I stepped in the cockpit of a Boeing 747 I decided I wanted to become a pilot someday.

Paying $1.29, so 9 seconds of a song played when your phone rang.

People would go to carnivals and shove their face in the same water barrel to grab an apple with their mouth. Completely bonkers in 2021.

That every computer on the planet was going to go nuts on New Year’s Day.

My highschool had an area where we were allowed to smoke. A designated smoking area for kids under 18.

Not having airport security.

People riding in cars without seatbelts plus four or five kids seated in the back.

People spending thousands of dollars on Beanie Babies.

Not password protecting your devices.

Frosted tips.

Justin Timberlake’s dried up, uncooked, ramen noodle looking hair.

Boots with the fur.

Shutting down Napster.

The Playboy Mansion.

The Patriot Act.

JNCO jeans.