When you get a girl into your room and you have been fucking her for a while it can be awkward to find out of she wants it up the ass or not. The best way to check is by doing something a bit kinkier first to see how she responds. If she is willing to swallow your spit like this whore you can bet her asshole is open for business as well.
Another important aspect of being an ass master is knowing how to handle her tears. When you DP a girl and her eyes well up with water do you stop because she is crying or keep going because she loves it? Pay close attention to her ankles. If they stay far apart keep pounding her holes until she cums, if she starts closing them a little stop so she can cry a bit before you try again.
Fucking a thick girl in the ass is much easier than railing a very thin girl's backside. You have to treat them more delicately if you want to be sure that you can use their asses again the next day. While many men prefer petite poopers their lack of durability is a concern that should not be overlooked.
For beginners a common question is "Should I DP my slut while she is face up or face down?" The answer of course is face down. The reason is all a matter of balance. If the whore is new to being DPed and loses her balance face up your cock becomes a spike in her asshole, if she is face down it is only her pussy that gets stabbed by dick which is obviously less of a problem for her.
Why do so many anal scenes take place on the floor you might ask? Even when a bed or couch is right nearby... the floor is always the safest place for it. A girl already on the floor can't fall down to the floor. A guy with his dick in her ass can feel safe that she will not slip and strain him. Only the real pros are allowed to get ass fucked higher up off the ground.
Breaking in a new asshole can be fun if you make a nice game out of it. Try not to let it bother you that her asshole is not immediately available for a direct ass ramming, go a bit slower and let her try a few different positions so she feels like she is more involved in the process. Eventually she will loosen up and you can go back to boning her cornhole however you like it best.