I had bad experiences having anal sex or play and was very hesitant to the idea of trying it again. My Sir talked with me about my prior experiences and explained why it had been so unenjoyable for me. My prior experiences were uncaring and were not taken slow. He had me start slow and make sure to use lots of lubricant. I started out with just my finger tips and that was enjoyable so we continued to work up. He told me to take it slow and if it was uncomfortable or hurt to stop and see if I relaxed and was able to continue. I enjoy it now and never thought I would. I am so lucky my Sir is patient, kind and understanding and we have a great communication.