I have had anal sex. My first time was bad experience, but I loved using toys so I knew that must not have been the right experience. With my newest partner who is patient, loving and trusting it has been absolutely amazing. I would totally recommend it if you are trying it with someone you trust where you can experiment with toys, go slow, tease it up etc.
A friend of mine, male, hates anal with girls. He's pro-vaginal all the way but LOVES anal probes and prostate toys. It's his hidden pleasure and he has trusted few with his secret.
His girlfriend, is anal-only because she wants to stay a vaginal virgin till marriage. Losing her anal virginity was HORRIBLE. She didn't know she needed lube and she tightened up horribly making entry hard. What MrWilly said is right, lube and relax then repeat. It can be a very enjoyable experience or a horrible one. Some people have to get used to it and have a hard time (sorry to say) pooping afterwards from the pain but it goes away with time.
I actually stopped what I was doing to answer this post but the answer is a huge YES!! I really believe it has to be done slowly if you are just being introduced to anal play though. It can be hard to get used relaxing when being touched there at first and I'm not going to lie there was a slight pain aspect for me when we graduated from small anal toys and intercourse was first introduced but after we got the hang of it, it led to some of the most intense orgasms I have ever had. Especially when you combine anal stimulation with stimulation of other sensitive areas.
Yes, yes, yes. However, I was introduced to it by some very gentle and patient lovers. My hubby was also "schooled" by some experienced girls who taught him well. Thus, by the time we got together, it was only fun and pleasure. Now,after decades together, it is a regular and wonderful part of our love life. No inch of my body goes unappreciated or unpleasured by my wonderful and amazing man, in any way he can think of.