Communication is difficult. Whether between humans, machines, or a combination of the two, trying to translate meaningful information is a lossy process. Converting programming languages to use the new Unicode standard is hard, but once it’s in place, you get this marvelous feature-add: emoji compatibility. No longer do we have to make faces with symbols or use platform-specific emoticons. Rejoice in the extended character set. Emoji have a rich history as a way to allow the communication of ideas in a reduced amount of data. They date back to a time where this was important: SMS communications in Japan. However, as social networks feverishly try to clamber onto this bandwagon, their implementations of the standard create issues with miscommunication that aren’t possible with a 12×12 pictograph. We’ll discuss the history of emoji, cross-platform adoption, the Unicode standard, and emoji accessibility in web applications.