Man Milking - Transgender - Authoritarian

By Kristina J

Published on Mar 16, 2012

Authoritarian

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I am a true lifestyle transexual dominatrix living in NYC. This is a true story between one of my slaves who contacted me via my website. I will be posting more stories soon depending on feedback. So please let me know what you think!

The cum had been churning in his balls for weeks before I milked him!!!

"What's the matter stroker", I asked him in a semi-mocking voice.

His frantic heavy breathing made it hard for him to answer, "My balls Mistress".

"Who's balls", I snapped.

"Your balls Mistress", he quickly corrected himself.

"That's right bitch", I said sweetly.

He squirmed uncontrollably, feeling the pressure of so much sperm in his sack and the frustration of long-term cockteasing denial...being naked in front of Me only increasing the intensity of his arousal...this slave was desperate to be drained.

Reaching out and squeezing the sack, "Do My balls need to cum?"

Releasing a deep guttural moan, "Oh yes Mistress, please".

Putting My lips right next to his ear I whispered, "Why?"

"I'm sorry Mistress", he replied in questioning confusion.

Letting go of his balls and turning My back, "Why should I let you cum?"

Suddenly he understood...the assumption that the hours of teasing he had endured would surely result in an orgasm was extremely presumptuous and most probably incorrect!!!

As I reached into the small shiny box of condoms beside My bed, I knew his thoughts would immediately perk up again, thinking that we were going to fuck...but I had no intention of allowing him to cum at all...but yet one of these condoms will be full of his oozing precum mess.

I turned to him and smiled, "Since your balls are so full and I still have more torment planned for the night, we'll need to drain some of that cum".

His eyes lit up with anticipation...he had been on the edge for hours, so given permission, he could erupt in seconds.

"Thank you Mistress", he said adoringly.

"Thank you for what", I asked knowingly.

"Thank you for letting me cum for you Goddess".

I giggled wickedly at his overjoyed ignorance.

With sadistic pleasure I laughed mockingly, "I'm not letting you cum".

His face instantly seemed to transform from ecstasy to agony.

Moving closer, I reached out again for his balls, "I'm going to milk you".

His body felt as if it both clenched and surrendered at the same time...I could feel his disappointment in My squeezing hand...the weakened wind of his breath brushed against My neck...I knew that I had him totally vulnerable.

But I wanted him to suffer more...not just for his stroking obsession...not only for his desperation for My domination...but also for his inferiority and lack of manhood.

Not only would I be milking out copious amounts of precum, but I would be emasculating My slaveboy in the process...having him fitted to the proper size condom would surely be enough to make him feel belittled, but yet the thrill of My sexual control keeps his dickie raging, even when being degraded.

But first, we need to find out which size condom will fit his prick!

Will it be the big Magnum...the average Trojan...or something much smaller?!

I explained to him My passion for milking a man...for taking cum without allowing the pleasure of an orgasm...making his dickie constantly drip precum and ooze thick gobs of spooge...creating an ultra horny and totally humiliated bitchboy.

I've put so many men on their back with their legs in the air to expose their asshole...using My finger to find the special prostate spot inside...applying proper pressure and massaging the ballsack at the same time...giving relief to the massing amount of sperm, so that I can cocktease and create even more jizz.

I continued to explain My love of precum milking while I took out a few of My tools...first, a big bottle of lubrication is always needed for stroking the blueballed dick to slowly coax out the cum, and it makes an asshole perfectly slick for My invading finger to put the right amount of pressure on the prostate to soothe some of his sexual stress.

"I beg you Mistress please, let me unleash all your cum in these balls", he pleaded.

But I continued to prepare for his orgasm-free extraction!

Next, I placed two condoms on the table alongside the bottle of lube...needing a latex pouch to catch every drop of jizz that leaks from his frustrated fiddlestick...since I was planning to feed it all back into his mouth after his milking torment...but we would have to fit him with just the right one to ensure that it doesn't slip off during his session of seed pumping.

Finally, I took out a smaller piece of latex and placed it on the table...looking at him in mischievous masochism, knowing it will be used to cover My finger which will soon be gliding into his greased manpussy and rubbing his prostate to easily release gobs of cum without sending his emasculated body into an orgasmic rush of pleasure.

I directed him over to the small black carpet placed in the center of the room...where he would be drained.

The carpet was not soft, since it was not there for his comfort...simply intended as a helpful indicator of how much white sperm had been splashed about during the milking process...and allowing him to see it clearly when he's forced to lick up every drop of overflow.

Each click of My heels on the hard wood floor seemed to make his cock twitch, as I moved closer to him with the condoms now in hand...along with the bottle of lube and My tiny rubber finger-cover for probing.

I took the seat on the chair that had been placed just in front of the carpet and our eyes locked in sexual connection.

With just his stare, I could feel his entire body telling Me how badly it needed release!

I broke the intense eyelock when I lowered My vision to his throbbing dickie...where I instantly saw that he had already secreted some seed onto the carpet.

"You fucking whore", I purred as I reached down to snatch My hand around entire his little pecker.

With a gasp and high pitched cry, "I'm sorry Mistress".

"Oh yes...you are VERY sorry indeed bitch", I agreed.

"It's just so full, it's been so long", he made excuses.

"And why has it been so long stroker", I asked in total mockery.

"Because you won't let me cum Mistress", was all he could whimper.

Squeezing it even harder, "That's right fucker...because I control the cum...and the cock...even though there isn't very much of it...even when its hard".

I looked into his eyes again to see the internal pain inflicted from My words...and I could see that what I said had cut him deep...knowing that with his dick trapped in My grip at its most erect, he could not hide how small he really was.

I held up the condom wrapped in golden foil and instantly began laughing!

"Well I guess we know that you won't be using this one", I said in a sweet belittling voice.

"No Mistress", he bowed his head in shame.

"No...no Magnums for this tiny tool, those are for My big studs...those are for a REAL cock, not your pathetic little peepee".

He could not reply to My abusive analysis of his inadequacy.

"Well...we know that the Magnum wont fit for your milking...so, what about the average Trojan", I questioned.

He still couldn't lift his head to answer...because he was too ashamed to say that even the normal sized condom was too big for his dickie.

Pulling his pecker even harder, I let out a soft tisk tisk tisk sound through My puckered pink lips.

"Not even this standard piece of latex is small enough to stay on your sissyclit whole stroking", I growled in playful disgust.

"I'm so sorry Mistress, my dick is so small...I'm just a pathetic pantywaste", he groaned in embarrassment.

In feigned disappointment, "Well if neither of the condoms fit, how am I going to milk you", I asked.

"I can just leak it out onto the carpet for you Mistress", he suggested.

"No...that wont work at actually...because I wanted the condom to catch all the cum, so you could eat it all up for Me".

I knew that the prospect of consuming his own juice wasn't going to help his emasculating feeling, but thats exactly what I wanted to do...letting him soak in that shame before I continued to completely abuse his manhood into exhaustion.

"If we cant collect the cum for you to eat, then I guess there's no use in Me fingering your hole", I said with sadness.

"Oh please Mistress", he begged in fear that he would not be given some release from the immense pressure.

"There's nothing I can do...your dick is just too small", I teased.

His weakened moans expressed his crushed dreams!

"Unless", I pretended to act surprised by My Own idea, "we use this".

I held up the tiny plastic cover for My finger...an exact replica of a condom, just shrunk down in size.

"Oh no Mistress please don't make me stick my dick in that little thing...that's so humiliating", he pleaded.

"Oh yes...it's absolutely perfect", I exclaimed in delight.

I held up the miniature condom and rolled it down the length of My pinky...holding it up in the most heartless irony.

"See...it's just about the same size".

Once again, he was at a loss for words.

Pulling the rubber finger cover off, I used My thumb and pointer finger from each hand to pull the opening wider as I reached down to his sad little sissyslit...holding it open just enough to pull it securely around his dickie.

I giggled at the snap of the latex when I released My hold, but he let out a wounded yelp.

"The fit is a bit snug, but its far more appropriate then the others", I assured him.

"Yes Mistress, thank you for finding something small enough to fit my little dick", he said weakly.

"Now", I said in a serious deep voice, "get on your back".

Once he was in place, I poured a massive puddle of lube on his asshole, sliding My finger all around to get it soaked and slippery...while I hold his bitchclit in My other hand firmly...keeping close surveillance on the sperm leakage and ensuring the muscles aren't free enough to pump out an orgasm.

Sliding My finger into his quivering pussy, I coated his hot hole with the lube and quickly found his prostate...placing the tip of My finger against the gland and simultaneously squeezing his dickie to milk out the overflowing precum.

He began moaning in an uncomfortable pleasure...feeling his body fight to rise up into an orgasm...but being denied the basic twitch and throb that produces the proper energy to erupt in satisfaction...but still experiencing incredible sensations of tingling torment...he was totally under My control.

"Tell Me what you are", I told him.

"I'm your sissy bitch loser Mistress", he whined.

"That's right bitch", I said in lustful dominance, "I own every fucking inch of you and every drop of cum".

My words set him off into a whaling cry of ecstasy, "Ooooooh yes Mistress, it's all your cum...please take it".

I began to push on his prostate like I was finger a girl's pussy...with My hand still squeezing out sperm into the tiny condom.

I could feel the muscles trying to fight against My restraining grip, but only being allowed to ooze out a few drops.

As the condom filled with his denied dickjuice, I began to become more and more excited.

Once I could tell there was a heavy load of precum in the condom, I slid My finger out of his hole and yanked the rubber off his penis...leaving him feeling slightly less "full", but still just as frustrated...if not more so!

Holding the cum-filled condom over his mouth, I commanded, "Open up bitch".

His face seemed so scared and submissive...which made Me even more aroused!

Using My fingers to squeeze out all the jizz from the length of the small finger condom, a giant gob of collected precum plopped into his open mouth and slid right down his tongue.

"Swallow that sissy juice", I ordered mockingly.

I could hear the sound of gooey gob sticking to the roof of his mouth while he tried to gulp it all down.

"How are your balls feeling now bitch", I inquired.

"Much better, thank you so much Mistress...you're very kind to have mercy on this loser", he boasted.

Reaching down to grab his dickie again, "Now you'll know what to expect the next time you come begging Me for relief".

"Yes Mistress", he whimpered softly, "I can only expect more manhood milking".

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