Spider-Girl #85

This 2005 Marvel issue delivers one of the more playfully self-aware covers of its era, with a grinning, green-costumed villain pressing a finger-gun threat against a startled Peter Parker — whose face is half-obscured by a Spider-Man mask — while demanding readers "Buy this comic or I'll shoot Peter Parker!" Parker's wide-eyed "Hoo-boy!" reaction sells the humor perfectly. With a cover by Ron Frenz and interiors from the DeFalco-and-Olliffe team inked by Sal Buscema, Spider-Girl #85 wraps sharp wit and genuine superhero stakes into one irresistible package.