The impracticality of a device does limit how free you can be with it. I knew a sub and dom who would do months on end with chastity play. He would come to her for a session and to be anally every few weeks. That was interesting because his body would release but he couldn't feel it in an orgasmic way. It must have been a thrill for him to have to wear an encumbrance device for so long. When you say that you like a chastity device in session, is this an hour long session or extended? Are you allowed to release before leaving?