Thanks for all the info guys.
I guess I'll invest a bit on a few butt plugs to train.
As for the Ass to Mouth, I'll do it when I'm ready or when I'm extremely horny, which ever comes first.
Again, thanks, was really helpful.

I'm just a novice in anal play and the largest thing I can insert these 2 toys http://www.amazon.com/Real-Skin-American-Whoppers-Flexible/dp/B00163K7ZS/ref=sr_1_1?ie=UTF8&s=hpc&qid=1276517650&sr=1-1 and http://www.amazon.com/Doc-Johnson-Veined-Double-Header/dp/B000ITRISU/ref=sr_1_13?ie=UTF8&s=hpc ...

Is it safe to insert a 12 inch double-headed dildo all the way up the anus?
I seen videos of people doing it and wondering if its safe or they were harming themselves.