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My husband has a number medical issues and I have a few. Together, these conditions have caused us to become rather creative for Hubby to climax, as we employ a number of kinks to accomplish the task at hand.
Anything anal works for Hubby. For example, I insert my lubricated finger, then my lubricated fingers, and then sometimes my extremely lubricated hand, but you won't do this last one first. It will take some time stretching before anyone is ready for the entire hand/fist, but oh, what a feeling, so he says, or, more precisely, so he moans.
Vibrating dildos, vibrating/thrusting dildos, and a variety of butt plugs, inflatable butt plugs, and other anal toys can add a little spice to a masturbation session, as well as connected balls that can be inserted one at a time.
Many of these items can be purchased at Amazon, SiliconeNozzles.com, Adam & Eve, and other establishments.