I remember Emule, with its IRC client we discovered by chance, or BearShare, which had a whole social network, you could search for people based on age, country and whatever. We used to get together at a friend's house because he had decent internet, in front of a CRT monitor, chatting with people around Europe with our broken english.
Music piracy also changed the course of my life, thanks to a DVD full of music I discovered my passion for metal, picked up the electric guitar, met a lot of friends, partners and had a lot of fun (I could say it was the best time of my life, but that was just because I was younger and without worries ;)
I also had no money to spend on CDs, nowadays I'm often thinking about buying a blu-ray player to buy the albums and movies I love... but I don't want them to collect dust, so I'm waiting for an excuse...
I do have a Sony Walkman (the new one) with a nice collection of music, but with spotify (which I want to replace with Qobuz) it's not getting used. I'm also selfhosting NaviDrome.