1. void bowels and wash with soap & water
2. have partner perform analingus/rimming for fun
3. using a latex gloved hand gently work a well-lubed finger into and out of the ass
4. move upto two fingers and more lube
5. start with small toys and lube and gradually increase until the appropriate toy of desired size is achieved, or the toy is approximate size of your erection
6a. even more lube and slowly but firmly
tap dat ass
6b. If working with a male use the toy slowly but firmly until prostate has sufficient attention (they'll tell you when). Then continue until desired climax is reached.
Not all men can climax from anal play alone, some reach-around may be required.
Always use anal lube made for that purpose.
Always use anal toys designed for that purpose. using other devices may cause damage or get stuck.