This paper is devoted to an analytical, numerical, and experimental analysis of adhesive contacts subjected to tangential motion. In particular, it addresses the phenomenon of instable, jerky movement of the boundary of the adhesive contact zone and its dependence on the surface roughness. We argue that the “adhesion instabilities” with instable movements of the contact boundary cause energy dissipation similarly to the elastic instabilities mechanism. This leads to different effective works of adhesion when the contact area expands and contracts. This effect is interpreted in terms of “friction” to the movement of the contact boundary. We consider two main contributions to friction: (a) boundary line contribution and (b) area contribution. In normal and rolling contacts, the only contribution is due to the boundary friction, while in sliding both contributions may be present. The boundary contribution prevails in very small, smooth, and hard contacts (as e.g., diamond-like-carbon (DLC) coatings), while the area contribution is prevailing in large soft contacts. Simulations suggest that the friction due to adhesion instabilities is governed by “Johnson parameter”. Experiments suggest that for soft bodies like rubber, the stresses in the contact area can be characterized by a constant critical value. Experiments were carried out using a setup allowing for observing the contact area with a camera placed under a soft transparent rubber layer. Soft contacts show a great variety of instabilities when sliding with low velocity — depending on the indentation depth and the shape of the contacting bodies. These instabilities can be classified as “microscopic” caused by the roughness or chemical inhomogeneity of the surfaces and “macroscopic” which appear also in smooth contacts. The latter may be related to interface waves which are observed in large contacts or at small indentation depths. Numerical simulations were performed using the Boundary Element Method (BEM).