Not sure if it fully fits, but one of my old HTC android phones has a bug where it would randomly fail any network request, by just never finishing it. No timeouts either.
It never got fixed. Loading a page in the browser, got stuck, and would need a new refresh. Some apps like Baconreader would get stuck doing the same, any app could have it happen. But sometimes the stars align, Facebooks Messenger had (has? don't see it anymore) the chat bubbles that showed over whatever else on the screen. And i clicked one of those, and they got stuck loading. And there was literally no way to close it. There was no timeouts, so i eventually had to hold the power button and reboot...
Other notable mentions, Spotify on android did not handle duplicated files (since you could add your own music to it) with the same filename or at least artist - title metadata. It would always only play one of them. It was very interesting because Spotify on pc worked, so i could play the second track fine there, but if i told it to continue play through my phone then it would continue form the same timestamp on other track.... Might be related to my phone being stupid, but there was a whole range of infuriating spotify issues. So i just moved to use poweramp and store and sync local music since i had a lot there to begin with .
They had different names like (1) if they were duplicates. But all my files were named something like "Artist - title.mp3", and the Metadata tag for artist and title were generated based on the filename. I don't know how they would look after being synced over to my phone from Spotify though, but it is probably how Spotify names the files that broke it on my phone.
All the files were in the same folder on my pc too, for reference. So they have unique filenames, but two files could have the exact same artist and song title. I give that's it's an obscure edge case, but really frustrating.