Autocorrect
We could make an entirely new list of awkward moments that occurred thanks to autocorrecting. The tool used to make sure that words are spelled correctly can be incredibly helpful and annoying at the same time. This is an example of when autocorrect really sets the tone in a conversation and takes it in a different direction.
This conversation between Donna and her boss Matt was pretty cringeworthy up until the point where the two shared a laugh. At least we think that Matt was really laughing, we did not get a chance to see the rest of the conversation. We sympathize with Donna, we would want to stay home as well after this.