He told me to stand up, bend over and spread my cheeks again. I obeyed, feeling the raised welts on my hot, stinging buttocks. He stood up behind me, and gave my anus ten hard strokes of the riding crop. This hurt even worse than the whipping. My anus was already sensitive from the Tiger Balm and tender from his attentions, and the riding crop has a stiff leather tip which he is very accurate at aiming. He pushed me back onto the bed, kneeling over the bolster, and then I felt his cock pressing up against my asshole. Slowly he worked it in, and at first it felt nice and warm. Compared to that riding crop sodomy is soothing. This feeling did not last as once he was properly in he thrust his very stiff cock deeply into my rectum and reamed me hard for a time, then pulled out with a pop and again applied the riding crop to my buttocks. Another nice thing about the bolster is that it muffles all but the loudest screams.
He bade me to stand up, staying bent over, and spread my cheeks. He gave me another ten sharp, hard blows on my sore, throbbing anus. He enjoys doing this as I pucker up after each stroke, in an attempt to relieve some of the sting. I can't help it. Of course, he sees this as an invitation to whip my anus more, and harder. Having to maintain my balance and keep myself spread for him, plus not moving to evade the riding crop is all very difficult and makes the punishment much harder to bear than when I'm tied down and unable to move, I've noticed. More obedience, discipline and attention to detail is required to stand and present for punishment; we both know I need development in this area.
After my ten he fucked my ass some more, with long, slow, deep thrusts. I could tell by his breathing that he was getting excited and tightened up to encourage him to cum. He pulled out before that could happen, and one final time applied the riding crop vigorously to my already well-marked bottom.
"I'm going to the gym," he said.
"Please, I need another enema," I asked. He replied, "You are running out of time, you better go get more water and a fresh towel." He gave me one more enema, this time without any other business. While I was in the loo (sitting very gingerly on the toilet) he called good-bye through the closed door and headed to the gym at last. Hubby likes taking the time to help me.