The Spectacular Spider-Man #85
In "The Hatred of the Hobgoblin," Spider-Man shares a rare dinner with Black Cat before the night turns dangerous—literally. As they face off against the Hobgoblin, their uneasy alliance is tested when her inexperience nearly costs them the fight, leaving the villain to slip away. Written by Bill Mantlo and Roger Stern, with dynamic art by Al Milgrom and inks by Jim Mooney, this 1983 issue captures a tense, character-driven clash with the cover by Al Milgrom.
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Spider-Man and Black Cat share dinner and then a fight with Hobgoblin. But during the fight Black Cat's inexperience at fighting crime gets in the way, and Hobgoblin escapes.
Plot details indexed by the Grand Comics Database (CC BY-SA).