After fifty years of anal intercouse, I can't say that I have orgasmed solely from the anal stimulation. Given the difficulty, I really don't even try anymore for an anal orgasm. It took some time for me to get myself together and decide what to do next. I even had to stop the second time because I was very certain that I was about to shit all over myself and my partner. After I began to relax I just began to slide it in and out. Get the dildo inserted then, as she gives you oral sex or masturbates you, or concentrates on anal stimulation alone, ask her to work the dildo around and up and down inside you.