No, Noel,
Anal should NEVER hurt. If it does, you're doing something wrong.
First, it requires LOTS and LOTS of lube. Second, the entire anal cannal needs lubrication before starting. (It doesn't self lubricate like the vagina does.)
Third, you MUST go slowly. The woman is in control of the speed and at what rate you progress.
Fourth, if there is ANY pain=== I said, ANY PAIN--- you stop immediately.
Anal is not for everyone. Many people get no thrill from it. Others swear by it for any number of reasons, but each is personal.
See my other answer to your question for a reading list.
well basicly when a guy tries the anal it hurts for the woman and its natural because it never was streached that way ( depending if you had sex more than once) but if it starts bleeding stop immediately and then try calling a doctor and they will tell you why its bleeding
I would take issue with what darkwarrior has said.
The source of pain MAY be the lack of stretching AND the lack of lubrication.
I would argue that you should stop immeidately if there is ANY pain...not waiting until or unless there is bleeding. Who needs to wait that long?
If you're in pain, STOP. That's not hard to understand, is it? Just make sure HE understands it as well. YOU'RE IN CONTROL, MISSY!
Anal sex... sometimes hurts. Look, let's be honest here, when you do your business on the toilet, your waste (you know damn well what I'm talking about) is probably close to the average width of a penis. I know, there's a big difference between stool going out, and an erect penis going in, but the principle is the same.
I've found that a big part of it is not knowing how to relax. Whenever I tried any kind of anal play, I had to go slow and consciously relax my anus and rectal muscles the whole way down. But when I did, that toy went in surprisingly smoothly. Granted, I was using a fair amount of lube, and my anus was relaxed from a hot bath, too.
The bleeding, on the other hand, is not good. No, it isn't catastrophically bad, it just means you - and I'm referring to you and your boyfriend - were not properly prepared. Maybe he didn't go slow enough, or use enough high-quality lube. Or, like I mentioned above, your muscles weren't relaxed thoroughly.
Incidentally, on that idea of relaxing your butt, one tip that I found invaluable is to push out, like you're trying to... you know. At the very least, I've found it makes the first inch or two much easier to handle.