Students with developmental disabilities may not have the necessary skills or the same opportunities to access multimedia-based leisure materials as their typical peers. Portable multimedia devices such as the iPod Touch[R] may provide them with a useful tool for accessing age-appropriate leisure material. The present study examined the feasibility of teaching 3 students with developmental disabilities to independently operate an iPod to watch age-appropriate entertainment videos. A delayed multiple-probe design across participants was implemented with baseline, intervention, fading, and follow-up phases. Video modeling and least-to-most response prompting were successfully used to teach these 3 students to operate an iPod Touch[R] to watch preferred videos without adult assistance. The results complement previous findings supporting the use of video modeling as an instructional strategy and add to the literature by using portable multimedia devices as assistive technology for teaching an age-appropriate leisure skill.