Calling while driving a car has become very common since the rise of mobile phones. Drivers use their phone despite the fact that calling in the car is potentially distracting and dangerous. Prohibiting communication while driving is not a good idea as there are also positive effects of calling (e.g., ability to notify about a delay, staying awake, preventing fatigue, guidance at foreign places).In contrast to passengers in the car, remote phone callers do not know any context details about the driver besides transmitted background noise. Using driving-related context information and live images allows to create situation awareness for the caller outside of the car and share a passenger-like view of car, road, and traffic conditions. In this paper, we explore drivers' and callers' expectations and reservations towards context and video sharing before and during phone calls. First, we explored which data can be shared between callers and drivers. Based on a web survey conducted with 123 participants, we evaluate the callers' and drivers' attitudes towards sharing of such information. We then conducted separate interviews with various drivers to get deeper insights about their attitudes towards sharing context information while driving and their expectations towards systems that provide such features. We found that automatic context and video sharing is less preferred than situation-based sharing. If drivers like the idea of video sharing, they also assume that it would have a positive influence on driving.Automotive user interfaces, calling while driving, context sharing, driving safety, phone call, video call. Permission to make digital or hard copies of all or part of this work for personal or classroom use is granted without fee provided that copies are not made or distributed for profit or commercial advantage and that copies bear this notice and the full citation on the first page. Copyrights for components of this work owned by others than the author(s) must be honored. Abstracting with credit is permitted. To copy otherwise, or republish, to post on servers or to redistribute to lists, requires prior specific permission and/or a fee. Request permissions from Permissions@acm.org.