A lot of people make reference to the 90s being a darker edgier time for comics in terms of story-tone. Did this bypass Superman completely, or are there some runs on particular comics where things got intense and edgy, with shocking swerves and whatnot? I've read some things from the 90s that seem to fit that description more than the Rebirth Superman does, but since the Rebirth Superman is aiming for the opposite, that's not saying a lot!
Can anyone think of anything off the top of their head that might fit that bill? I really only got into comics during the New52 era and worked my way backwards to specific things, so like I've read a ton of Superman stuff from various different eras (And am "in progress" actually reading some other runs people have recommended to me as money and time allow from all different points in the Superman timeline), but not the way some people who were actually following along month to month and issue to issue in the moment for decades now have. I guess I'm a lifelong Superman fan in a sense- I saw the movies at a young age, watched Lois and Clark: The New Adventures of Superman (Dean Cain, Terri Hatcher])on TV, etc.. But I came to comics kind of late (Albeit several years ago now. I watch to say maybe 2012, which would be five years ago, but I don't really remember. I know it was after the beginning of the New52, but not *right* at the start.).
The first thing that occurred to me when I thought 90s and dark and edgy was Superboy Prime. I've read Infinite Crisis, but I think it was literally the second thing I read- the first being Crisis on Infinite Earths (After the two Crisises, I went forward to Flashpoint and then launched into New52 Superman several years ago)- when I got into this stuff, so I would have just understood Superboy Prime as an evil Superboy or Superman from an alternate universe (A concept I'd have already been familiar with from my lifelong enjoyment of science fiction novels and television shows- all the alternate universe stuff was a draw and didn't cause me to miss a beat), but I probably wouldn't have really "gotten it" in the sense of understanding just who this guy is in precise terms and the tropes and meta commentary that he would have represented to the fan base. I think I'd get it now. So, I'm actually going to re-read that soon- the 7 issues I already have, and also "Countdown to Infinite Crisis", which I didn't read at the time, but which is free on Comixology.
Anything else dark and edgy from that time period involving Superman?