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You'll need latex or similar gloves, some water-based lubricant, some baby wipes, pillows and some towels The skin of the anus and rectum are very delicate. If you have long fingernails, trim them or pad them with a band-aid. Put on latex gloves and lubricate your finger (middle or index) with a water-based lubricant. This is a must as the anus and rectum do not produce any natural lubricant! Your man should be on his back in a relaxed position, hips slightly raised with a towel underneath his bottom. Placing one or two pillows under his hips may help in positioning. Slowly insert your finger into his anus and with steady, gentle pressure push your finger into his rectum. The rectum has a delicate wrinkled lining that can be easily injured; see the illustration below for more about the internal anatomy of the rectum. Give him time to relax, gently moving your finger in and out helps to relax surrounding muscles and prevent spasms or discomfort. Once fully inside him, curl your finger upwards slightly towards his belly and feel for a walnut-sized lump. This is the prostate. Placing your other hand flat on his belly may help in positioning. Stroke or tap it gently for stimulation. Use prostate stimulation in combination with fellatio (oral stimulation of the penis) to give him a powerful orgasm.
When removing your finger from his anus hold the bottom edge of the glove with your other hand and turn it inside out as you pull your finger out. Dispose of the glove. Use a baby wipe to remove any excess lubricant. That's all there is to it.
