If I might add a bit to the already list of good advise! First, why do you feel that it is necessary for you to enjoy anal sex? Anal sex isn't for every one.
What turns one man on, doesn't turn on the next! Some men like a women's tongue in their ear, well that drives me crazy, I don't like that! It does nothing for me.Lol..
Did you know that in the gay world, if I might put it that way, You have tops, and you have bottoms! Everyone doesn't enjoy anal sex. Some men like to give, and some just like to take, and some love it both! Now that being said, let's explore why you don't. If you've never done this before, you're a virgin.
Now, if you were going to enter a virgin, you would have to use lubrication right? And you would need to be very patient using slow movements, entering an inch at a time.
If you're very big, you would have to use a lot of lub, and be very patient! Speaking of dildos, they do have small ones. If you insist on expeirencing anal sex, you're going to have to start with something small and lubricated. The mood has to be right, and you need the time and privacy! So, what I'm saying, if you are rushing as well as using the wrong toys, you're not going to get anything out of it but a sore bottom.