Wearable robots have become increasingly prevalent in various applications, including rehabilitation, power augmentation, and assistance. However, one of the challenges in designing wearable robots is how to attach them to the human body. The attachment method should be secure, reliable, comfortable, effective, and controlled for the user. Moreover, the attachment points should not interfere with the user’s daily activities, and the attachment process should not be time-consuming or complicated. Typical straps nowadays require a time-consuming and cumbersome donning and doffing procedure from therapists for users needing rehabilitation therapy. Therefore, we propose a novel pneumatically actuated soft strap to enclose the limb and automate part of the strapping procedure. This paper proposes a preliminary design utilizing soft bending actuators for attaching physical interfaces to humans, with integrated active elements for facilitating and automating the strapping process. Finite element analysis was conducted to assess pressure requirements, bending curvature, and geometry, with simulation results demonstrating a promising agreement, with a root mean square error (RMSE) of 3.4° in bending angle. In the future, an additional locking mechanism would be required to provide the necessary holding force and fully constrain the limb.