From a parent assisting to their child to use a spoon, to a physical therapist helping stroke patients to relearn walking, haptic assistance via haptic feedback plays an important role in skill learning. It is known that skill learning is associated with learning unknown dynamics within the interaction. For instance, while learning skills with a new partner under unknown environmental dynamics, humans are specifically exposed to two unknown dynamics: partner dynamics and environmental dynamics. Although recent studies have focused on skill learning mostly through adaptation to environmental dynamics or partner dynamics, much less is known about ’dual instability’. Is it possible to deal with dual instability? We developed a new paradigm in which we asked paired participants to control the joint cursor, representing the interaction dynamics e.g. partner, own self and environment. Note that the haptic device controls the joint cursor through two springs connected to cursors controlled by the paired participants, however, only the joint cursor was made visible. As the environmental dynamics exert the forces on the joint cursor, dual instability for the participants was realised. Under the cooperative task, we assessed whether one can learn to bring the joint cursor to the target with a partner. We examined skill learning under four conditions: (1) cooperative sequential learning, (2) simultaneous learning of partner and environmental dynamics, (3) individual sequential learning, (4) individual learning. Skill learning were quantified using time to target, trajectory smoothness and force. Experimental results suggested that if two-people interact actively (i.e. move the joint cursor together), there could be a separation of dual dynamics, which result in skill learning. The order of the unknown dynamics is not matter (e.g. sequential or simultaneous). There could be skill learning even though exposed to the most difficult condition, in simultaneous learning.