When I met William, I had no idea how shy he was. He was definitely my kind of guy. I liked men to know their place, and usually that meant I had to put them there myself. He was very, very well behaved- well, almost...
One evening, I invited him over to try and get to know him better. After many failed attempts, he finally decided to come over. When he arrived, I took his coat and led him to the kitchen where I offered him a seat and a beer. He was so attractive; I couldn’t help sneaking peeks at him when he was not looking. He seemed like he liked me, but he wasn’t making a move. I played with his ponytail, and tugged on it. I pulled a little harder, pulling his head back a little.
“Did that hurt?” I asked him.
“Yeah…but I like it.”
“Really?”
“Very interesting, William. Do you like to be hurt and humiliated?”
He looked at me with his pathetic pleading eyes that answered my question loud and clear before he nodded yes.
“Excuse me a moment, won’t you? While I am gone, I want you to strip down to your bare ass.”
I went into the bedroom and I took out strips of cloth, a leather strop, and my big pink dildo.
Back in the kitchen, Will took off all his clothes and folded them neatly, placing then on the chair. He was standing there with his back to the door as I approached with my supplies. He turned around as I walked in, and I nearly dropped everything I was carrying.
For a moment I thought he had no cock at all. I had to do a double take, and even then it was barely noticeable. I could not hide my initial disappointment. I had seen some small guys before but William took the cake.
“You think I’m small, don't you?”
How could I think anything else! I nodded slowly, looking down at his tiny pecker. I knew it was not going to be hard to humiliate him now that I saw he had the dick of a complete wimpy loser.
“My, my William, your fucking cock is unbelievably tiny!” I said. “Sit down in that chair.”
He sat.
“Has anyone ever told you that you have a small dick before?” I growled
“Yes, women tell me all the time. And then they tell me to get lost.”
A peal of delighted laughter erupted from my lips. He looked so sad when he said it. I felt sort of bad for other women that turned him down and I didn't blame them. If a man's dick was small, it was a pointless battle trying to fuck him and get any pleasure.
I looked down at William's naked crotch. His little dick seemed to be growing slightly, in anticipation of what I had in store. He sat with his head down, looking at his small wonder. I knelt in front of him and picked up his little cock, inspecting it closely. I pinched it and squeezed his head tightly between my fingers, mashing it. It had nearly doubled in size, but was still very, very small and pitiful. I jerked it a little more to get it to full size, but it was not going to grow any more. I darted my tongue out and licked the head quickly, and tasted his pre cum. It was sweet and sticky, and trailed from his cock as I pulled away.
His little thing looks so wimpy! It was hilarious and I laughed again and said “What a pathetic cock you have after all. No wonder you’ve never slept with girl.”
I took another taste of his cock, easily engulfing the entire thing in my mouth. I sucked hard, and pulled back, deliberately scraping my teeth over his shaft as I pulled off.
"Stand up." I commanded. William obliged, doing as I asked.
“Lean over the counter”
When he did I took the strop and cracked it hard against his lily white ass, making sure his balls got a good blow.
He cried out from the shock.
“What did you say you fucking little sissy?” I asked him, cracking him again, with just as much force. “I want you to call me Mistress Misty.”
“Okay”
I cracked him again.
“Okay what?”
“Okay, Mistress Misty.”
“Very good”. Crack. His ass was marked with wide red crisscross welts. I rubbed it gently with my other hand, and then lashed the strop one more time before tossing it on the floor. He slumped a little and I slapped his sore ass with my hand. “Stand up!”
“Go sit in the chair,” I told him and he sat down, wincing from his aching ass. I began trying his ankles to the chair, making sure the knot was pulled tight enough as to have no unraveling. Behind the chair I tied his wrists together with a longer piece of cloth and then I stepped back to admire my work. I picked up the dildo and pushed it to his lips.
“Suck it, you little bitch! Suck that dildo you fucking wimp!” He wrapped his mouth around the dildo, and I slid it in slowly until I felt him gag.
“That’s good, William, suck my big cock!”
I removed the dildo from his mouth, and wiped the drool off his face.
“You took it like a man, now you will get your reward.”
I took his little boner and began sucking on it again, and again the entire little thing fit easily. I didn’t even need to use my hands to assist me, just my tongue. William arched his hips. I felt his little cock pulsate as he came, shooting his weak little load of spooge into my mouth. Horrified, I immediately spat all over his crotch, ridding my mouth of his pathetic sissy load.
“You are a fucking asshole! How could you shoot your wussy load in my mouth like that?” “I’m sorry, Mistress Misty. I am so sorry.”
“You should be. You are the one who should be wearing your mess, that little cock jizzed so fast, just like all the other little cocks I have seen…it is wretched.So I am really not surprised. You should have warned me, you little wanker.”
“Will you forgive me, Mistress Misty? Please?”
I looked at my strop lying abandoned on the floor and thought about giving him a few more, but I had my own agenda. I untied his ankles and then his hands. I wiped my lips with the back of my hand and led him into the bedroom, bringing the supplies with me.
“Do you think you can you keep it up for another round, bitch?” I asked him.
“Yes, Mistress Misty.” he replied obediently
I pushed him on to the bed. I started to undress myself, and he began groping at my tits.
“No.” I slapped his hand and he withdrew his wounded paw. Wearing just my bra and panties, I crawled on top of him. Again, his hand found my tit. It felt good and I let his hand linger there for a moment, my nipples becoming erect as he thumbed them through the thin lacy bra.
Again I slapped his face, hard.
"You really need to learn your place in this relationship. You are nothing but a worthless sissy stick, and because of that, you are never permitted to touch me anywhere unless I tell you to touch me. Are we understood, William?"
He closed his eyes and quietly nodded.
"Am I going to have to tie you up again?"
“Yes, Mistress Misty,” he admitted.
It was easier that way anyhow, so I loosely tied him to the bed post. Then I took my dildo and turned it on. The big, pink jelly prick wiggled to life.
“I really like these things” I told him. “I like knowing that it will always do its intended job.”
I stretched out at his feet so I could have a good view of him and started rubbing my pussy with the dildo. My pussy was drenched from all the whipping and humiliating fun I was having with William.
It sent electrifying chills all over the lips of my pussy and made me crave an orgasm, made me crave a big long cock to reach my desire. I knew I could just slide the dildo in and be done with it, but it looked like he was having fun watching and I was having fun watching his dick try so hard to be big. I laughed with pleasure and pointed at his little thing.
“You look so pathetic, poor boy. This dildo feels so fucking good that my pussy is about to explode. I want to put it inside. I know you would love to see that, wouldn’t you?”
He nodded his head. “Yes, Mistress Misty,” he said, closing his eyes as he struggled with the wussy knot I had tied his hands with.
“You can’t even get out of that girly knot, huh?” I stretched my leg and untied the knot with my toes.
"Don't get any ideas, and keep your hands to yourself. In fact, Why don't you rub that little twig for me?"
He shook his hands free of the sheet and let them fall. I inserted the head of the dildo into my pussy. It went in easily. I slid it in slowly so he could how much dick my pussy could take.
“You’re tiny prick isn’t going to start wanking itself. I want you to rub that little cock for me. Rub it like a little clit.” I laughed as William rubbed his small hard stubby. He began jerking the tiny nub while my pleasure increased.
When the dildo had reached the limits of my pussy, I began slowly grinding it around, whilst rubbing my clit with the palm of my left hand. Through slit eyes I watched his hand jerking his mini dick at a blinding speed. I gasped as I came quietly, letting the vibrator down gently. I watched William’s even more pathetic load of cum spritz on his abdomen, and pool up in his belly button. It shrank fast, hanging forlorn.
“Hey, William, I really am tired. Feel free to leave. I had a pretty good time tonight with you, as much as I hope you did also.”
“Thank you, Mistress Misty.”