Theodore Mennington has been best friends with Henry, the superintendent of the apartment building where they both live, since childhood. He's also been in love with the man for almost as long, knowing his feelings will never be returned, especially since Henry is happily anti-monogamy.

Sheldon Wickens is one of Theodore's copier service clients who's been asking him out on a date for years. Theodore thinks he's hot but always blows him off, thinking there's no way Sheldon would be interested in a blue-collar guy who's a little overweight. Plus, he's tired of one-night stands.

But things take an interesting turn when Sheldon signs a lease in the same apartment complex where Theodore lives. When Henry sees the simmering attraction between them, he decides to play Cupid at the end of summer lounge party.

Will Theodore take a chance on something new, despite the bumbling efforts of his best friend, or remain unrequited forever?