Bend over, I'm going to take your temperature

Anal sex! Anal sex! Anal sex!
That simple phrase that has so many implications. In school growing up I never even thought about it. I pretty much saw it as a thing guys do, not girls. When I finally realized that girls do it I felt that they were just trying to get as close to real sex as they could. I personally thought that was pretty dumb, and if they really wanted sex so bad they should just do it. The only thing you prevent with anal sex is pregnancy. All the other treats of sex, STDs and such, still 'cum' with the package.
Really, I never considered anal as something on my list of things to do. The idea of vaginal sex just sounded too good to pass up. It wasn't until I first started seeing my partner that the idea even came up. It had been his fantasy for quite a long time.
In the beginning when he brought it up I said no way. I was new to sex, and the idea of something up the butt just didn't do it for me. He persisted though, so I finally caved and gave it a try. Well, that is sort of a lie. There was a 'slip' during sex one evening first.
You see my partner is much taller than me so I was standing on a large phone book so we could have sex standing up. I stood up on the phone book and put my hands on the counter in front of me for balance, while he grabbed onto my ass, hands on each side. In his haste to get back in he certainly got in, but not in the hole I wanted pounded. It was the most immense pain since he wasn't really lubed up because the vagina usually provides the lube. I remember collapsing on the bed and hearing him apologize over and over again.
Anyways, when I finally decided to try anal sex properly we loaded up on the lube and I got on all fours on the bed. Fire once again! It hurt so bad! Once it pulled out and went back in it only got worse. We decided a bit of research should be done. A few slim toys were purchased and were to be practiced with.
Since this point we have had a couple of okay anal sex sessions, but it is still not a pleasurable thing for me. I would like it to be, I just feel like I am missing the secret.