I can recall how cool it was when they came out with ear buds (they go directly inside the ears as opposed to just over them). Once I arrived at my destination, I could simply put the buds in my pocket. I didn't switch to CD headphones until the late 90's.
This past week marked the 30th anniversary of the introduction of the Walkman. A 13-year old gave up his iPod for a Walkman for a week to commemorate the occasion.
"It took me three days to figure out that there was another side to the tape. That was not the only naive mistake that I made; I mistook the metal/normal switch on the Walkman for a genre-specific equaliser, but later I discovered that it was in fact used to switch between two different types of cassette."