I have joined up as a former cassette enthusiast who was alive before CDs were a thing and, as such, has a foggy memory of things I once owned. I will probably be asking questions about stuff I remember owning 40 years ago but can't quite recall what they were!
First question: I once had a portable cassette player that I recall being a little smaller than a cassette case and had to be expanded/stretched to fit a cassette in. Have I imagined this?
I remember my first and last "Walkmans". The first was a Toshiba that was large and silver and had a cassette shaped radio module that turned it into a wireless. The last was a real Sony (maybe a DC2?) and I think it may be still kicking around somewhere, condition and location unknown. It had developed the dreaded capstan click last time I remember trying it out. The case on the faux leather window had also rotted out.
After more searching it was a Toshiba KT-S1. You always remember your first! It's the inbetweeners that get forgotten. I think the one that got fatter when a cassette was inserted was a JVC or an Aiwa?
I have vague recollections of an auto reverse player that kept swapping sides mid way through songs. It was metallic red and I snapped it in half in a rage because it was incapable of playing a whole cassette.
Got a feeling that one was an Aiwa or a JVC. I've only owned 4 or 5 'Walkmans' and your memory jigs are helping, as I think the snapped one may have been an Aiwa HS-P7 in red? It just flipped sides constantly so I filed it in B1N!
The JVC was a CX-5 and definitely red so that was the one I snapped in half! The internet is a wonderful memory jogger...
Welcome to the forum! They made so many players over the years it can take a long time to find the right one. We get a lot of new members that are trying to remember what they owned, it took me a few years to find my first boombox again.