Close to Strap On

She was a woman in her early 40's and I had just turned 30. I wouldn't say that I was a novice. I had felt the sting of the hand, the paddle, the riding crop on my bare ***. I seen the world from on all fours and at the end of a leash. I had felt the ropes dig into my flesh while I lay helpless. But this was a new experience.

She sat on her chair and motioned me to stand next to her. Then she began to undo my jeans. I reached down to help her, but she slapped my hand away. She undid my pants and pulled both my pants and underwear down to my knees. Then I was ordered to bend over her lap.

I lay across her lap with my exposed *** raised and a sudden fearful thrill came over me. I could not hear her words and simply muttered "Yes, Mistress" to her every word. All I could hear was the sound of a latex glove being snapped onto her hand. I could see this hand reach out and dip its fingers into a container of KY. I could feel her latex fingers spread the KY on my *** crack.

She traced my crack up and down, lubricating me. Then her finger found THE spot and she invaded me. I groaned with joy and humiliation, discomfort and intense pleasure. My eyes teared up. I laughed and cried. I thanked her.

SweetHelen SweetHelen
41-45, M
2 Responses Mar 15, 2009

It's a great feeling.

I did much the same today, but we are past using gloves. I keep my nails short and my fingers clean. Of course we are also past fingers. Today, my sissy took a larger strap on than he has in the past. He begged me to take it out, but I insisted. In a few moments, his *** eased, and I could **** him. He's not sore, and tomorrow he will come back for more... I love ******* him.