The 1990s were an odd little crossroads for gay entertainment. The dominant mainstream narrative — when it paid any attention at all — trended towards the AIDS crisis and tragedy. At the same time, far from the mainstream, the cottage industry of gay romantic comedies pitched itself to a greatly underserved market. These movies barely made it to a theatrical release, and it’s fair to say that most of them weren’t great films, but they were what passed for a niche genre back then, and that makes them important. Certainly, for a child of the ’90s, they were formative in ways both good and bad. We’re going to examine this subgenre one film at a time and examine what they said about gay entertainment and the era that once was.