Lady is always on the lookout for more ways to give me pain/pleasure. One day She was looking in the medicine cabinet and notices the collection of prescription bottles from Target Stores. These bottles are red with a color band identifying who in the household the prescription is for. Why i saved all the empty container i am living to regret.

She held one up and said, “Look maid, these rings are bigger than your clitty. Here, put one on.” She was right, with my flaccid little man-toy the ring could be pulled over the head and down the shaft.

“Oh, that is so cute; look we have more. Lets make it a game. There are 10 bottles. I want you to put each ring over your tiny thing. If you fail to get them all on in say, 5 minutes, each one left over will be 10 swats with a tool of My choice.”

The challenge did not seem to hard, after all, i easily put on the first one. But much to my dismay, my neglected sissy clit had not been fondled in quite some time, and as i pulled each ring over the head, my penis began to grow. After just the third one, it was already very difficult to slide the ring on; the fourth was near impossible, but i got it on. Try as i might, the head had swelled to look like a mushroom and i could not get the fifth ring on. As i was now dripping with my own juices, i tried to lubricate the ring, but my cockhead was getting more sensitive by the second and continued to grow. The four rings already on my penis were beginning to get very uncomfortable as my flesh bulged between the rings. The more i tried to slide it on, the more it grew.

Lady was quite amused. “Look at that silly thing. Times up. Bend over”

I began to sob as the first of 60 swats hits my backside.

Tags: Cock Torture Humiliation Spanking Sissy