DodoGeo: The worst offender for me was the CD check, the problem being that I had some bad experience of my favorite games CDs dying on me because of intense use/abuse.
Apart from DRM-free digital downloads (GOG and DotEmu), the early CD-ROM era was the golden era for me in that sense.
I hated the manual checks, it took longer time trying to find the correct manual and the correct word from certain page and line. Manuals also seemed to wear down much faster than e.g. CDs. The worst ones were the code wheels, when the flimsy wheel breaks down, no more game for you.
CDs, on the other hand, are much more durable, and as long as you have the CD in, it causes no more hassle (e.g. you don't have to eject and reinsert it every time you play, unless you play something else in between. Manual checks had to be done every time you play).
The only time I seem to had problem with CD media is when it was already broken when I bought it. E.g. one of the Journeyman Project CDs was badly scratched due to poor packaging and shipment from US to Europe (but I think I actually fixed that CD with a CD repair kit), and I think there is a small crack in my Descent Freespace 2 CD, which was already there when I bought the game second-hand (the CD still works, but I think I can see a small crack in the inner circle that could become a problem; hence I bought the game also from GOG).
One more thing I liked about the early CD-ROM-era: since the pirated versions were apparently usually ripped versions without e.g. FMV and music (due to room constraints or whatever), the original versions were indeed superior to the lowly pirate version, giving a good incentive to stay away from the pirate versions, free or not.
SimonG: Most DRM discussions nowadays are pseudo philosophical.
Not anymore than fretting about the game CD possibly getting broken in the future. I've never broken any of the game CDs I've played myself, but Steam offline mode has ceased to work for me, blocking me from playing any of my Steam games as long as internet was unavailable for me.
Also, people have hit e.g. the installation caps before.
SimonG: And Disc check "DRMs" were the worst. Securom, Starforce with all their rootkits and scanning for emulation software.
I didn't like Starforce either, but then back then there were people like you saying that Starforce never caused them any problem, and people bitch about it just because they can.
My golden era of PC gaming was the CD-check times _before_ Starforce etc. I disliked manual checks and code wheels much more than CD checks.
SimonG: And even before that, changing discs every time I switch games is just not worth the hassle. It is one of the reasons most of my 3DS playtime goes to downloaded titles, because even though I really want to get on with Zelda, I always loose interest when I need to get the cartridge.
To each his own. PS3 or XBox360 gamers don't seem to mind swapping game discs, while the rumors of "always online DRM" on future consoles seem to gather quite a lot of attention. Why, considering "they'd hardly notice it"?