A method comprises a computer-implemented contextual virtual assistant (CVA) analyzing one or of a user corpus and input user information to determine to communicate user information to a primary recipient. In the method, the CVA receives information associated with a recipient context that includes the primary recipient, and can determine from the context information that an ancillary recipient is privy, in the recipient context, to information output by the system. The CVA further determines, in the method, output information, based on the user information, and a recipient context to communicate to the primary recipient. The recipient context, comprises a preferred location of the primary recipient, and preferred time, to communicate the output information. A CVA system includes a user corpus, CVA input and output devices, and processors. The processors can perform the method. A computer program product can include instructions to cause one or more processors to perform the method.