Starring in "The Voices" opposite Anna Kendrick was one of those times.
When a fan tweeted to Reynolds, 38, asking what it was like to kiss the hilarious actress, he responded in the witty sense of humor we expect from him.
"Like taking your face to Awesometown," he wrote.
The "Pitch Perfect" actress, 29, fired right back and said, "That IS the Kendrick-train guarantee. With local stops in Awkwardville and Tolerableshire."
According to IMDB, "The Voices" is "a dark comedy about a likeable guy pursuing his office crush with the help of his evil talking pets."