I saw rose’s swollen clit as the dildo spread her vaginal lips wide open. All of the extra juices that were flowing out of her told me she was close so very close to cumming. I felt her juices run off of the gag down my cheeks and chin. How I wished I could lap them up and savor every drop.

“Yes, cum for me.”

“I am, Mistress,” rose voiced almost immediately. “Yes, I am cumming! Oh! Yes! I am cumming, Mistress.”

“Very good, my little slut.” She continued to move up and down on my cock as rose continued to ride the dildo and get all the pleasure she could from it. “Yes, make me cum,” she ordered me.

I arched my back and gave her full access to my cock. Yes, ride me hard, Mistress I told her via cosmic waves. Cum all over me.

“Yes! Fucking yes!” exploded from her lips as she(milf) exploded all over me.

I felt her convulsions of ecstasy. I couldn’t hold back any longer. My toes curled up as I released my load deep inside of my milf. I grunted through the penis gag as a seemingly endless string of ejaculations released my pent-up frustrations and satisfied my most urgent need to climax.

“Well, my little slut,” my admirable milf began after her final spasm of sexual fulfillment. “it seems you have cum without permission. I am very disappointed in you.” My milf said in distress.

Hearing her words and the tone of her voice, I knew I was in serious trouble. As she (milf) lifted up, my limp cock fell out of her pussy and laid between my legs. I felt the stickiness of my cum on my thighs. Then I felt my cum drip from her(milf) pussy and land on my stomach.

“Clean it off,” she told rose. “Then you will help me punish him for being such a disobedient slut.”

“Yes, Mistress.” rose slowly lifted herself from the dildo that was still giving her so much pleasure. Turning around and still straddling my face, she guided the didlo back into herself. “Mmmmm. I like how this feels.”

“I know. Now clean him up for me.”

As she leaned forward, I admired her ass and how great her pussy(milfs pussy are really admirable)looked with the black dildo inside of it. I jumped and closed my eyes as she began to clean my cock by licking off my milf's juices and my cum. I enjoyed her attentions as she obediently obeyed her Mistress. I moaned as she took my cock deep into her mouth and made sure every nook and cranny was clean. I felt the beginnings of a new erection.

“Very good. Get off of him,” milf portia ordered.

I waited as rose obeyed. I moved my mouth up and down and stretched my jaw muscles once the penis gag was removed. I took a deep breath and waited my fate.

Taking my jaw into her strong hand, she turned my face so she could directly and intently look into my eyes. “You selfish, disobedient slut. You will pay dearly for getting off with my permission. I thought I had trained you better than that.”

“You have, Mistress. I am sorry. I just couldn’t help myself. You are the best fuck(milf) in the world.” I couldn’t hide the fear in my voice.

“I know.” Pulling on the chain of the nipple clamps, she continued, “But that is no excuse. You will learn how to control yourself and you will pay for your inability to do so. Understand?”

I winced as she(milf) stretched my nipples up. “I do understand, Mistress. I have failed you and deserve to be punished,” I admitted.
“And you will be - starting now.”’
“Ouch! Shit!” I exclaimed as she(milf) sharply jerked the chain with enough force to make the right nipple clamp come off. I strained against my bonds with sufficient force in reaction to the pain that the wrist restraints began to cut into the flesh just below the palm. The stinging sensation of pain continued as my milf did nothing to relieve it. “Please rub my nipple,” I begged. “It hurts so much.”

“No. And more pain is coming your way,” she(milf) threatened with an icy voice.
“Oh,” I moaned as she stroked my cock.
“I think you prefer pleasure to pain.”
“I do, Mistress.”
“Well, you should have thought about that before cumming in my(milf's) pussy.”

“I know, Mistress. Oh, that feels so good,” I added as she(milf) made me hard once again. I watched as she stroked my cock with one hand and took the chain of the nipple clamp in the other. I screamed as she jerked the other nipple clamp free and the explosion of pain mingled with the pleasure of her fingers caressing my very sensitive glans. “Damn that hurts!”

“It is just the beginning of your punishment. Release him,” she ordered rose.

As I waited to be released, the pain in my nipples started to go away. As soon as my hands were free, I vigorously massaged them. It felt so good to be able to do so. Taking a moment, I stretched my arms above me and bent my knees towards my chest to relieve some of the stiffness from being bound so tight for so long. “Thank you, Mistress.”

“Stand up.” When I did, my milf led me to the center of her dungeon and attached my wrists to a three-foot long bar. Using a winch, she stretched my arms over my head until I could barely touch the floor. “Spreader bar,” she told rose. “Help her out and spread those legs,” She further told me as rose started to attach the bar to my ankle cuffs.

“Yes, Mistress.” I watched as rose connected my feet to the ends of the bar. I hung there helpless and fully exposed to my milf. “Please, Mistress, I won’t disobey you again.”

“Silence or you will wearing a gag again.”
“Yes, Mistress.”
Standing in front of me and grabbing my balls, she asked, “Whose balls are these?”
“Yours, Mistress.”
“Yes, they are.” She squeezed them and brought tears to my eyes. “And whose cock is this?”
“Yours, Mistress.”
“And does it cum without permission?”
“No, Mistress.”
“Wrong answer, slut.” She twisted the right nipple and watched with a degree of amusement as I reacted to the pain. “Does it cum without permission?” she repeated.

“It did, Mistress.”
“Better. I just want to make sure you are well aware of why you are being punished.”
“Yes, Mistress.” I took a deep breath as the she(milf) released her vice-like hold on my right nipple.
“Bring me my skirt,” she ordered rose. “This miserable excuse of a submissive doesn’t deserve to see my wonderful pussy.”
I watched as she(milf) stepped into the skirt. As she bent over to pull the skirt up, I enjoyed the view of her breasts as they strained against the green leather bra. Her ample breasts filled her D-cups and then some. Seeing how wonderful they looked, I longed to be able to fuck them like I had been permitted to do in the past. In my mind, I could see my hot, white cum flowing over her nipples and down the areolae. I could see her pushing her breasts together and ordering me to lick off all of my cum from them. How I longed to serve her in that way again. I watched as her skirt concealed her pussy from me and deprived me from seeing the awesome treasure between her legs. As she (milf)zipped up the zipper, I knew my punishment was about to begin. I wasn’t looking forward to having her express her sadist side, but I knew it was inevitable. Knowing I couldn’t escape, fear became a reality for me. As I waited for her to discipline me, I heard the clock strike midnight. It was an eerie sound as if prophesying my fate