Who wants in? We can talk about what is was like to write a letter to your grandma or having no other way to ask someone out other than by calling them on the phone. Or checking out movies at Blockbuster or whatever your national equivalent was (we usually checked out videos at the grocery store, actually).
We’re cool because we can actually remember the USSR and “East” Germany. Although not as cool, I can remember when homophobia and transphobia was so much more widely accepted and the “default” position for most Americans. Not as cool.
I remember that getting high paying short term jobs was kinda easy. If you luckily got in touch with someone the likelihood that they would contract stuff out to you was there, especially in terms of electronics, IT, or event organization.
I did fly around a bit and that was quite relaxed back then. The security was virtually non existence, the food was somehow nicer (except if you were vegan, vegetarian or had trouble with lactose or didn't eat pork for religious reasons). There was little on board entertainment though that would fit your interests, so talking with your random neighbours was more common (this was true for any location really).
When I was a kid we would re-purpose wire from construction sites to dig our own land lines between friends and used self constructed radios to stay in touch. Weekends at the scrap yard were quite common. During summer you would have some locations in parks, at the river or alike you would meet up and those were social meeting places, where you could expand your social circle or make out with persons during holidays you often wouldn't see again. A similar attitude I only found later on in live at cruising places (and some festivals with swinger/hippy vibes or left flat shares).