How many time did you do anal before it became enjoyable?

When does anal start to feel good? Just half way succeeded at anal for the first time. Every other time I've tried it he couldn't even get the tip in. This time I applied anal ease on anal beads to numb myself before he put himself in. After a bit i was numb and was able to handle it for a little bit before I couldn't take it anymore. How many times did you do it before it became enjoyable?