Gay Best Friend: Todd Cleary (Keir O'Donnell) in "Wedding Crashers" (2005)
A series by Christopher James looking at the 'Gay Best Friend' trope
I don’t love to complain (okay, sometimes I do). Most of the times I write this column to understand how gay representation in mainstream film has changed and evolved over the decades. Each shortcoming could be seen as another toe that LGBTQ+ characters stuck through the door of mainstream society. However, not all representations are good. Especially in the late 90s and early/mid 2000s, male focused comedies used gay characters as particularly malicious punchlines. As cartoonish as these characterizations are, they did paint a horrifying portrait of gay life to straight people. To gay people, these characters also served as a vision of what straight America hated about them.
My dark confession is that I love Adam Sandler comedies. They remind me of being an immature teenager and immediately bring back the sense memory of my hometown and a specific period in my life. Yet, these films were often the main source of these mockeries of gay life. (Though Sandler could be an equal opportunity offender, making himself the butt of the joke, too). Other mainstream comedies followed this formula to diminishing (and more demeaning) returns. The biggest R-rated comedy of this time was Wedding Crashers. The film grossed $205 million domestically (only to relinquish this title later to The Hangover 1 and 2) and was a word of mouth hit.
Today, the film’s success feels completely wild...