Boss of Him

Tom's heart thundered in his ears as the much taller, imposing form of his boss pressed him up against the wall of his office and placed a powerful hand on Tom's shoulder.

"Kneel." The man's low, cavernous, voice echoed in his mind.

In the moment, Tom could hardly remember how he'd ended up in this position, but everything else ceased to matter as his knees began to wobble and he fell to his knees.

His boss stroked his cheeks gently and chuckled as he said, "That's a good boy."

The man then began unbuckling his belt before he slowly pulled it off completely and held it in his hands like an unfurled whip prior then folding it in on itself making it double layered.

"Kiss the belt that will punish you." The man ordered as he pressed the belt to Tom's lips.

Tom's lips quivered at the contact and the implication of the man's words, before they closed in an instant as fear, panic, and confusion washed over him.

Why had he been about to-?

"I said, kiss the belt that will punish you." His boss repeated, this time his voice carrying trace amounts of anger as well as it's usual overabundant, overflowing authority.

Thus the same emotions that had kept him from doing as ordered now puckered his lips before he leaned forward and kissed the smooth cold leather surface of the belt.

"Good boy." The man said as he lightly tapped his belt against Tom's cheeks, making his cheeks flush red as the rest of his body was flooded with adrenaline.

With the hand not holding the belt, his boss began unbuttoning his pants, before then ordering in a stern tone, "Retrieve your master's cock."

Just hearing the man describe himself as his master made Tom breathless, like he'd been hit in the chest by a car driving 1oo mph.

Yet, as he endured this state of breathlessness, all he could think was, "Why do I like this?"

A question that echoed in his mind as he tentatively reached forward and reached into the pair of boxers that held his mission objective.

He yelped in fear when his hand was suddenly met by a thick rod of hard meat, causing his ... master to chuckle softly at him.

Tom felt embarrassment fill him as he then grabbed hold of the man's cock and lowered his red and black boxers - revealing the man's full length and girth at once.

"Have you ever served a man's cock before, boy?" His master asked as his cock loomed over his kneeling, quivering form.

"N-no." He replied with a stutter.

A quick but heavy slap to his face had Tom whimpering as tears pooled to his eyes as the other man said, "You reply, no master, understood?"

"Y-yes,... master." Tom replied as his right cheek continued to sting.

"Good boy." The man said, gently tracing the sore area with his thumb as he warned, "Fail once again to address me properly, and your face will get the belt. Clear?"

"Yes, master." Tom replied as the man wiped the tears from his eyes.

"I ask again, have you ever served a real man's cock before, boy?"

"No, master."

The man smiled down at him warmly as he replied, "Then it is time for you to learn your place in this world."

His master then pressed his cock up against Tom's lips.

Before the man asked for it, Tom's lips puckered and he gave the bulbous cock head a kiss as it threatened to ram passed his lips.

His master hummed low in approval as he muttered, "Such a good cock slave already."

Then, without any warning, the man pushed forward and his cock easily wrenched open Tom's jaw as it's full length launched right into the back of his throat.

"Fuck!" His master roared as Tom began to gag and have difficulty breathing, "You're throat is a natural cock paradise."

Thus without any seeming concern for Tom's wellbeing, the man began thrusting in and out of Tom's mouth - fucking his throat within an inch of it's life.

By now, Tom's body had stopped resisting, and now his lower face was drenched in drool as he slowly began feeling light headed as he ran out of oxygen.

As his grip on consciousness seemed to fade, Tom felt like he was riding atop a hazy cloud.

All of his different emotions, sensations, and thoughts, swirled beneath him, yet they were all shrouded in an obscuring mist with only one thing clear to him.

For whatever reason, he was enjoying this. No. Enjoying was not the word.

He wanted this. Deep down, he'd always wanted this. Perhaps not in this way, to this man, but he had always wanted to serve others sexually. He wanted to please.

So, even if his first choice might not have been the man currently fucking his mouth, it was an unintended result of his own self denial that this man had to be the one to claim him.

As, only a man who cared naught about his delusions of masculinity could tear them down.

It was upon realizing this that Tom no longer felt afraid of the man, nor his punishment, as the right of any master was to discipline their slave.

Tom now belonged to this man and Tom felt grateful to the man for that fact. For revealing his true self to himself in this crucial moment.

Tom's throat began vibrating around the man's cock as he started to moan in pleasure as all of the oxygen he needed began to flow easily through his nose.

"That's a good fucking bitch." His master said as he began thrusting in harder and harder.

Yet, despite the pain, all Tom could feel was pleasure as he spiralled deeper and deeper into the hazy cloud - submerged entirely in a cosy dream of submission.

Then, his master nearly crushed Tom's head against his rock solid muscles as he thrust all his 9 inches into Tom's mouth and began unloading a flood of cum down his gullet.

Tom practically screamed in elation as an earth shattering orgasm rocked his body as ejaculate pooled in his belly.

30 seconds later, his master pulled his cock out of his mouth, and wiped his spit covered cock off on Tom's agape, blissed out face.

The man chuckled, before he leaned down and picked Tom up with ease and walked over to his desk and sat down in the chair - placing Tom on his lap.

After placing his belt on his desk, the man began slowly kneading Tom's ass. In the process, he discovered Tom's orgasm and he tutted.

Moving his hand to lift Tom's head up, he said, "Cumming without my permission is a very bad offense, boy, so you will be punished harshly for it later. Understand?"

Tom leaned into the man's hands as he replied softly, "Yes, master."

The man removed his hand from beneath his chin and returned it to his ass as he began talking about what came next, "Listen very carefully, boy, for I am about to give you instructions."

"Yes, master."

"In a minute, I am going to walk you to my car. In the back of that car, there is a cage. You will be riding in that cage for the journey home. Clear?"

"Y-yes master."

"Inside the cage you will find a blindfold, put it on. A ball gag, put it in your mouth. A cage for your clit, put that on. And, finally, a pair of panties you are to wear. Is all that understood?"

"Yes, master," Tom replied shyly, before he said, "But I don't know how to put a cock cage on."

The man gave him a hard spank on the bottom as he answered, "It is a cage for your clit, clear? I want you to repeat what you said to me, boy. But you don't have a cock, you have a sissy clit."

Tom blushed hard as he replied, "Sorry master. I don't know how to put a cage on my... clit."

The man nodded before he answered, with a smirk, "I'm sure you'll figure it out."

His master then spanked Tom again to tell him to stand up, which he did, and they began the long walk from the man's office to the car park.

All the way, a number of men and women alike gave the pair a knowing glance which made an absurd idea form in Tom's mind before he dismissed it as irrelevant, "Had this been planned?"

The question was irrelevant as he didn't care if it had been planned. This was what he wanted.

Once they arrived at the large car his master owned, his master looked at him and said, "Strip, now."

Pleasurable shocks ran up and down Tom's spine as he slowly did as instructed.

Then, once he was fully naked in the middle of a public car park, his master pressed himself in a very familiar way up against Tom and pushed him against his cold car.

But, unlike back in the office, he delivered a short, but tantalizingly soft, kiss to Tom's lips.

"Your body is perfect for a sissy slut." The man praised as he unlocked his car.

Then, pulling Tom around so that he was standing in full view of the whole floor, he opened up the car door and ordered, "Get in, slut."

Tom shivered in both delight and anxiety as he saw the cage he'd been told of.

But, he hesitated not a moment longer before he walked over and climbed up and into the cage definitely meant for an animal and not a human.

Then, just before his master slammed the car boot shut, he said, "Say goodbye, pet, as you're never going to see this place again."

But, before he could say a word, the boot was shut and everything went dark.

Until, a minute or so later, the engine revved to life, and a light next to his cage turned on, and he could just about see the cage's interior again.

He blushed as he saw the 4 objects his master wanted him to put on laid neatly in a corner.

Seeing as the easiest thing to do that wouldn't make his other tasks harder, Tom put the ball gag in his mouth first and blushed harder as his clit pulsed in elation.

Which then led him to trying to put on the cage for said slit and he found it difficult to say the least.

For one, the cage was far too small to fit his hard clit. So while his clit wasn't a cock, it was certainly big enough to where he couldn't just put it on this cage with ease.

A task not helped by the constant shaking of the car as it moved down the road.

Hence, he spent the next few minutes with tears streaming down his face as he tried to press his clit into the confines of the cage.

Until, at last, he was able to click the lock into place - at the expense of now having to endure near constant pain as his clit fought against the hard plastic containing it.

But, trying to take solace in the fact that at least he wasn't going to be punished by his master now, he moved to pull the backless pair of red silk panties up his leg.

Once they were on, he reached for the blindfold and slowly put it on.

Blindfolded, his clit locked up, panties hugging his waist, and a gag in his mouth, Tom had never felt more submissive, and thus also never felt more fulfilled.

He knelt happily in his cage as while he was in pain, it had kind of faded into the background as he got lost in his own fantasies about what was going to happen.

But, it did all catch up to him the moment the car stopped, and the door to the car boot opened, and the form of his master was revealed.

Yet, again, vanished when his master audibly opened the door to his cage, and said, "You are my perfect little slut already, aren't you, boy?"

Tom tried to reply, "Yes master", but the gag prevented his noises from being coherent but it seemed the man heard him anyway as he chuckled.

Reaching into his cage, the man lifted him up and, carrying him like a princess from one of those movies, he brought Tom inside a nice and warm house.

A minute later, Tom felt his heart begin to race even more as he was thrown onto a bed, and his master's chest was soon laid atop him - pinning him down.

"I'm going to claim your little virgin hole tonight." The man whispered in his ear in a seductive voice as he began teasing apart Tom's ass cheeks with his fingers.

"I'm going to make your cute little clitty spasm in it's cage." He continued as Tom let out an incoherent mess of pleasurable noises as the man traced circles round his hole.

"And, I'm going to fill your guts with my cum." The man said as he inserted the first of many fingers into Tom's boy hole.

"You want that, don't you, my horny little slut?"

In between moans Tom tried to let the man know that he did in fact want that, and the man again only chuckled at him before he laid a heavy slap against Tom's ass.

"Before that though," The man said in a low voice, "It is time for your punishment."

The man then got up off the bed, leaving Tom all alone. Completely unsure what was about to happen.

When the man returned, he made his presence known with a sudden surge of pain as a whip crack hit Tom's torso.

Tom screamed out in pain as a hand cupped his chin.

"You came without my permission, boy. As your punishment, you will take 5 more lashes from my whip, do you understand me?" The man said as he removed the ball gag.

Tears were already streaming down Tom's cheeks as he replied, shakily, "Y-yes master."

"With every lash, I want you to state what number you're at, and, most importantly, to thank your master for punishing you. Clear?"

"Y-yes... master."

The man then let Tom's face go and audibly took a few steps back.

It was thus no surprise when, a few moments later, a crack proceeded another burst of fiery pain as the whip bit into Tom's leg this time.

"One master. Thank you master." He managed after a scream of pain.

However, instead of just going again, his master began rubbing at and spitting on the mark left by the whip.

"Red looks good on your skin." The man said idly as he got up once again.

Then, the second hit landed, and after a roar of pain, a bit hoarser this time, Tom managed to stutter out, "Two... master! Thank you master!"

Expecting the man to do the same as he had last time, Tom was thus taken off guard by the hit that immediately followed.

Thus, his words got in his throat a bit as he called out, "Three... master. Thank... you master!"

This time before he hit again, he spat into Tom's mouth and made him swallow it, before the whip cracked and bit into Tom's shoulder.

"F-four... master! T-hank y-you master!" He said at the very limit of his pain tolerance.

Thus, when the next crack came shortly after and it hit his still exposed balls, no words escaped his lips as he was knocked straight into unconsciousness.

Warm. That was all that Tom felt as he slowly opened his eyes as he regained some consciousness.

He was a bit confused as even though he'd opened his eyes, everything was still black.

Then, he remembered.

The embrace that had just seconds earlier felt warm and comforting suddenly only made Tom feel pain and he thus tried to worm out of it.

But, the man wouldn't let him.

"It's ok, baby boy. It's ok. Your punishment is over." The man, his master, said in a honey sweet and warm voice that caused Tom to stop struggling.

He then felt a blush form on his cheeks as the man's lips met his in a soft kiss.

Then, knowing that Tom's fear had been pacified, the man began petting Tom's ass as he said, "I should've been more mindful of your inexperience, I'm... sorry."

Tom was a bit confused at receiving an apology but was happy with it anyway.

So, instead of replying verbally, he decided to show he accepted the man's apology by leaning forward and initiating a kiss.

This earned him a light spank from the man, but his master quickly made the kiss his own by completely dominating Tom's mouth with his tongue.

Which, in turn, quickly had the man's cock hardening very quickly against Tom's soft belly.

With everything forgiven, when the man pulled away, he ordered, "On your hands and knees, slut."

Finally released from the man's embrace, Tom did as instructed and he felt a primal sense of anticipation and happiness as his master probed at his hole with his fingers.

"Usually," The man then began, "I'd have you lube my cock with your mouth again, but since today is special I'll lube your hole instead."

Tom wondered what the man meant, before it became blatantly obvious as a tongue began to lap at his hole.

Tom began crying out in pleasure as the tongue worked at his virgin hole.

The tongue briefly stopped for a minute as his master tightened the ball gag back in Tom's mouth to muffle his pleasurable moans.

However, it was soon back at it as his master made sure to lube his hole thoroughly.

Until, just as Tom felt he was somehow on the verge of orgasm despite the cage, his master pulled away his tongue and ordered, "Now, be a good bitch and beg for my cock."

Through his disappointment at his orgasm receding away, Tom begged, "Please master, fill my needy little hole with your cum as you promised!"

The man chuckled, before he pressed his bulbous monster against Tom's sphincter.

"As you wish, beautiful." The man whispered in his ear as he thrust his entire cock in Tom's ass in one go, spearing Tom open on his massive cock.

Tom let out a long incoherent scream of emotions as his guts were reformed by the man's rod.

His master's cock.

The man didn't give him long to get used to his giant size, however, and soon he was pounding Tom's virgin ass with all of his strength.

If Tom had felt submissive back in the car, or when his mouth had been filled with the cock raping his hole, then he was a complete doormat now.

All thoughts of his pleasure had evaporated the moment his master pushed into him. Though, naturally, he did feel a lot of pleasure.

It just wasn't really about the cock hammering at his prostate.

It was the fact that the cock in question was his master's and it was making use of his hole to please itself, and he could hear from his master's moan that his ass was indeed a pleasing fuck.

The more he knew he was pleasing his master, the more he himself felt pleasure.

So, as best as he could when he was having his brain fucked out of him, Tom tried to ensure his ass was as snug and friendly to the cock invading it as possible.

His master clearly appreciated his efforts as he picked up the pace even more and began shouting at him.

"My cock sleeve!"

"My perfect pussy!"

"My submissive sissy."

Then, with a great thrust that knocked the air out of Tom's lungs, his master shouted, "YOU'RE FUCKING MINE!" and came deep inside him.

Tom found himself once again floating atop that hazy cloud, but this time it felt so warm - like he was not just floating atop the cloud but in the centre of a warm and fluffy cloud.

He came to his senses as his master was pulling out the ball gag from his mouth just so he could shove his cock down Tom's throat so as to clean it off.

After that was done, the man pulled out, and collapsed beside Tom.

With a grunt, the man brought Tom into a tight embrace, and began slowly taking off the blindfold.

With the blindfold off and discarded with, the man lifted the covers of the bed and brought Tom down underneath them and lay his head on his chest.

Tom naturally snuggled into the man's chest as the man laid a gentle hand on his ass.

"Under these covers, and only under these covers, you will address me as daddy. Do you understand?" The man then said as he planted a soft kiss on Tom's forehead.

Tom blushed heavily as he replied, "Yes... daddy."

Then, after a soft and gentle make out session, Tom found himself snoozing off and so he slept his first night as his master's sissy slut.