Day 4 Orgasm 5 & 6

"So.....what are your feelings about men using toys?" His question was asked in a light tone, as if he was purposefully trying to avoid attaching too much importance to the words.
"You mean men using toys on themselves? Sort of in general?" I needed more information.
"Yeah. Just curious." He was washing dishes while he spoke the words, so I couldn't see his face.
"Well, I've never really thought about it. But now that I am, it would be pretty hot to sit and watch you play with yourself with a toy…because I told you to."

He turned and looked at me at that point. His cheeks were colored and his eyes were a little wide. It was as if he didn't quite believe me. In that moment I knew it was something I wanted to do.

A week passed before the day he walked in the door from work and greeted me with a kiss. I grabbed him and pulled him to me, extending the kiss. I'd been thinking about this all day, so I was all hot and bothered, but he had no clue.

"Go get undressed and come back here to me." He smiled at my request, knowing play was afoot.
"Yes, Ma'am."
As he walked down the hall toward our bedroom, I added, "…bring the dildo, and the lube."
"Yes, Ma'am. The harness too?"
"No, just what I asked." He nodded and went down the hall.

I settled myself comfortably in the overstuffed chair, pulled my skirt up, slipped a hand in my panties and started caressing the wetness between my legs. He walked back into the room, holding the items requested, and offered them to me. I didn't take them. I kept one hand on my skirt, holding it up to my waist, and the other nestled between my wet lips.

"No, you're going to need those." He looked at me questioningly.
"Lie down over there, on your back." I pointed to the large leather ottoman across from me.
"Yes, Ma'am." He did as I asked, still holding the dildo and the lube.
"Now. Take that dildo, lube it up, and stick it up your ass."

I watched as he carefully covered the dildo with lube before sticking two fingers into his ass, getting it ready for the toy. As he laid on his back, he spread his legs and began to push the toy inside himself. It took a while. No foreplay, and everything. I was patient. One of my fingers traced around my clit as I watched the toy disappear into his ass, little by little.

His eyes were closed with concentration. I knew he felt embarrassed. It was quite a vulnerable position for him to be in. I'd never done anything quite like this with him before. Once he got the toy all the way inside, he waited. He was waiting for new orders, knowing better than to ask. He'd been down that road before, and it wasn't pleasant. Patience was rewarded in our house.

"Now. I want you to jerk yourself off while you fuck yourself with that toy." My fingers sped up on my clit as he grabbed his cock.
"Yes, Ma'am."

His legs were pulled up and wide apart. He pushed the toy into his ass all the way up to the balls at the base of it. I watched in fascination as he did exactly as I asked, and started to fuck himself. I always find it fascinating to watch him pleasure himself. The familiarity in his movements contains a quality that mesmerizes me. This time, it was so hot to watch that I had to back my fingers off, so I wouldn't come too soon. Way hot.

"I want all of your come to land on your chest. Understand?"
"Yes, Ma'am!"

His voice was tight with passion as he neared his point of no return. I could tell by the way his body moved, and by his breathing, that he was very close to coming. Sure enough, he came hard, amidst a chorus of groans and grunts. Still continuing to fuck himself slowly with the toy, he milked the last drops of come from his cock.

It was all so hot to watch that it pushed me over the edge. I allowed my orgasm to come at last, whimpering and writhing a bit in my chair. He watched me with a smile on his face, still holding the toy in his ass with his legs in the air. I got up off the chair, letting my skirt fall back down, and walked over to him. I sat on the edge of the ottoman beside him. I put my fingers in the pool of come on his chest, and brought them up to his mouth. He sucked on them eagerly. I bent down to him and kissed him deeply, sharing it with him.

His legs were beginning to tremble.

"You can relax, babe. Put your legs down." He gratefully lowered them to the floor off the end of the ottoman.
"Now go get cleaned up, come back and cook me dinner."
"With pleasure, Ma'am!"

He could not have been smiling any more widely. He cupped one hand under the remaining come on his chest, kept the toy in his ass with his other hand, and managed to get up and walk down the hall. Now there was a multi-talented man.

When I heard the shower turn on, I picked up the phone and called for Chinese food. He'd been such a good boy. I'd pushed his boundaries tonight big time. He deserved a reward.

©Ruby Ryder