Technologies for generating an avatar with a facial expression corresponding to a facial expression of a user include capturing a reference user image of the user on a computing device when the user is expressing a reference facial expression for registration. The computing device generates reference facial measurement data based on the captured reference user image and compares the reference facial measurement data with facial measurement data of a corresponding reference expression of the avatar to generate facial comparison data. After a user has been registered, the computing device captures a real-time facial expression of the user and generates real-time facial measurement data based on the captured real-time image. The computing device applies the facial comparison data to the real-time facial measurement data to generate modified expression data, which is used to generate an avatar with a facial expression corresponding with the facial expression of the user.