The Spectacular Spider-Man #246

Spider-Man looks genuinely exasperated — his "You've gotta be kidding!" speech bubble says it all — as he faces down a scraggly mob of C-list villains the cover proudly declares the Legion of Losers, pointedly not the Sinister Six and not the Emissaries of Evil. Luke Ross and Al Milgrom pack the cover with kinetic energy, pitching Spidey against a wild-looking crew that includes a spotted-costume villain, a winged figure, and a pair of hulking bruisers amid a rooftop brawl. Writers J. M. DeMatteis and Glenn Greenberg lean into the absurdity with evident affection, making this 1997 issue feel like a fun, self-aware chapter in the wall-crawler's long history of punching — and quipping — his way through opponents of every caliber.