So my boyfriend and I tried anal yesterday. It was the second time, the first we were completely unprepared and it hurt too much, this time we got lube and it was a lot easier and didn't hurt as much. I actually kinda liked it. We were able to have two rounds of anal that night and when we tried again the morning it hurt again that I started tearing up and told him to get off. Are you supposed to wait a little while before having anal again. My butt is sore now :)