Anal is not 100% painless. The ass is a delicate muscle that doesn’t get wet when you’re aroused, and it all depends on how you train yourself. Also, some people love the “no pain, no gain” approach to anal, and they like to feel a little pain to make them get off harder. If you feel too much discomfort, try to stop and leave your dildo for another day. Alternatively, get a small anal dildo to start and take it easy on your hole. If you work hard, you’ll be ready for a bigger dildo or a real cock in just a few days.