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There is truth in all of these.
Here's what works for me. You have to condition them that sexual pleasure is always present when there is something in her ass or some kind of ass play. Even if the cause of the sexual pleasure for her, isn't the ass aspect, it should have convinced her enough to try it. Thus whenever messing around always rub the outside of her asshole, usually with your thumb. A good trick when you are hitting from behind is to rub it with your thumb without sticking your thumb in. Eventually you can kind of rub it open, not by sticking your thumb in pointy side first, but like you are pressing with the ball of your thumb.
Back to the main point, whenever you are eating her out, or fucking her and her pleasure is increasing, always have a digit there or some kind of presence. As she is getting ready to cum slowly slide more and more fingers in or increase the presence. You can't do it too quick or you will fuck it up and she will equate things in her ass to ruining her orgasm rather than contributing to them. Even if she derives no pleasure from shit in her ass, in her mind she will realize whenever she comes theres something in her ass, thus shit in her ass can make her cum. Creating the perfect girlfriend is a lot like training a dog, sometimes you have to trick them, but it's out of love. The anal thing is an art, and it took me all of college to figure out.
85% of girls will be down with you playing with their ass and you should be able to get them to equate getting off with shit in their ass. Eat a lot of pussy, and after she's really fucking hot, then start fucking with her ass and escalate it till she gets off. Now some chicks just freak out when they feel anything in their ass, if thats the case, dump her.
Now, when you get her to let you fuck her in the ass, make sure she's drunk and make sure you put more oil on that shit than an F-1 car. Take it slow, and don't go more than half way in the first time. Even if she's digging it, take it slow. Don't comment on there being any shit on your dick, even if there is, and tell her how sexy she looks. What you are trying to do is subconsciously equate her being beautiful (or funny, or smart or whatever the fuck she wants to be) with taking it in the ass. You know what sells to your girlfriend, you want to equate that action with whatever she wants to be. This works for anything, find out how they want to be seen, and when you want to reinforce that behavior, when the behavior is present you make them feel how they want to feel. Again it's an art and it takes practice. You know, you really gotta good dog a bitch when they do what you want.
Now, a big part of the fun of fucking a chick in the ass, is the fact that you get to give them shit about it, and 'shame' them for it afterwards. Don't do this after the first time, don't do it after the third time. Wait until it's on the menu for sure, and you are sitting next to her with an audience of her parents. Then lean into her ear and whisper, "(insert her father's name here) daughter just had a big angry cock in her ass" Watch her choke on her water and laugh to yourself.
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