Pleasing Entrapment

Pleasing Entrapment



He couldn’t really say what started it all. It could be the moment when they told him that he needed to bring him to justice, or the fact that when he saw him he was struck dumb by his beauty, but most likely it was the moment that the men with ropes came and bound him in this helpless position.

There was no warning and the humiliation of being caught had overwhelmed him enough that he was naked and bound before the instinct to escape kicked in. He was suspended over the floor, face up, gagged, and his legs splayed like some wanton whore for the bastard’s pleasure. The man was just a lawyer for christssake! Then again he was a lawyer with an agenda, from what he had heard, and his bosses weren’t going to like that.

The sound of a door opening had him turning as far as he could go. This was an issue of control, and he meant to keep as much of it as he could. He swayed in his ropes with the movement, but it was the man entering that had his attention. The arrogant, black-haired bastard was still beautiful, and completely in power. He was far more dangerous than people knew.

“Watching you sway like that gives me the most delicious ideas.”

His voice was smooth and rolling, perfect for the courtroom. It sent a shiver down his spine and made the lackey by his side start in dismay. It seemed that the man believed in close relationships for his employees. The thought made him chuckle through his gag.

“Something amuses you?” His grey eyes narrowed.

It gave the first hint of the sinister being inside the man. The man who while getting criminal after criminal off was creating his own underground empire. It gave him no end of satisfaction to deny the man any answer due to his own orders, the amusement shone through his eyes, however, and that was enough of a clue as to what he was thinking. He wasn’t expecting it to trigger the other’s sense of humor though.

“I see,” He chuckled. “Rather ridiculous for me to expect an answer from you, isn’t it?”

He crossed the room to slide a hand lightly up his right thigh. It sent tingles throughout his body and he cursed the slight twitch his cock gave. Quickly he turned his head, but the damage was done. His own liking for the slightly rougher side of sex gave his enemy the edge while trussed like this.

His enemy, the thought emerged from behind the cloud of embarrassment fogging his mind and he latched on with desperate strength. This man was the worst kind of human, feeding of the weakness of others and slipping through the loopholes of the law. His body was his to control as long as he could keep that in his mind.

It took one slim, elegant finger sliding up his backside to change his mind.

“You are quite pristine down here.” The soft, gentle breath made him clench reflexively. “It makes me want to violate you.”

“No!”

The protest was sharp and apparently unplanned. The lackey bit his lip in shame, but met the eyes of his master regardless.

“You wish to have him?” The question was mild, but it had the underlying tone of disapproval.

“I… I am here for you to enjoy, not him.”

Come to think of it, the lackey wasn’t bad looking, just… delicate. Honey blonde hair, big brown eyes and a sweet face, he screamed ‘dominate me’. There was the small part of him that thanked the Powers That Be that his own six foot frame didn’t say the same thing. Of course, that didn’t really help right now, but in the normal course of events he was always the dominant.

“Why do you question my intent?”

It seemed the mild query gave him courage, “He does not appreciate you. He would not do as you ask. I will. I will give everything that you ask and beg you for more.”

The flare of satisfaction in those storm colored eyes made his own eyes clench shut. Never give a lawyer a loophole you idiot!

“You will do all that I ask?”

“Yes.”

“Kneel here.”

“As you wish, sir.”

That hair was soft, and the position chosen had it brushing against the inside of his thighs as well as the puckered skin of his hole. The tickle was intoxicating and the twitch of interest was getting harder to ignore.

“Do you wish to serve me?”

“Yes, master.”

“Remove my shoes and kiss my foot until I tell you to stop.”

The little shit actually did it. He could tell when the head disappeared that the bootlicker was doing exactly as he was told, but that wasn’t the part he was to focus on. A slim wand with an oval bulge at the end was waved in front of his face. It had his attention. It was slicked and inside him before he could make any noise, pressed against a part of him that only his doctor had known about, the t-handle snug against his ass.

“You do well, my pet. Remove your clothing, and prepare yourself.”

“As you wish, master.”

He couldn’t help but wonder what kind of picture the three of them made. The willing sycophant on the floor, the unwilling enemy tied and displayed, and the one in control, viewing all that pleased him. It was the strangest scenario he’d been in.

“You will suck me as you ready yourself.”

That goddamned enticing hair was back. This was torture of the worst caliber. That hair was whispering against all his intimate parts, calling his body to attention. Soft sounds of saliva and skin were in his ears, and the only thing he could do was hang here!

Suddenly his head snapped back, and his entire body was thrown into a spasm of pleasure. The thing inside him was buzzing and it was hitting that spot. A hoarse shout made it through the gag, and he thrashed in place, but it didn’t stop the feeling running throughout his body at lightning speed. Strong hands held his hip still, but nothing stopped his head or the noises of pleasure. He slumped in his bonds as the vibration stopped.

“Head to the floor, little one,” He commanded. He walked to a nearby table as the other obeyed without question, and walked back with some sort of leather strap. “I think there is no need to stop the delicious sounds you are making.”

The cloth gag was replaced with a ring gag. There was no protest and no fight from the one who had been so recently pleasured. Stepping back around he snapped his fingers and lips were once again wrapped around him. He made a pleased sound and placed his hands around the airborne hips rocking that teasing hair into the sensitive skin again. The gag was gone and there was nothing to stop the moan rolling out of that bared throat.

The rocking came harder and faster forcing the head between his legs into the t-handle. The end inside began rocking into that spot. He hated the helpless mewls of pleasure that surfaced again and again. It was humiliating. It felt like he was being fucked through the back of someone’s skull, but it felt so good!

It all stopped.

His body was throbbing with the need to explode, and all the movement freakin stopped! He wanted a lawyer!

The thought shocked him into a momentary awareness of his situation. He had been captured by his target, instead of the other way around. He was suspended in mid-air while things were going where they’d never gone before, and he was turned on anyway. He was pretty sure that if he ever got out of here, things would never be the same for him. The snap of something around his cock and balls got his attention, and he groaned.

“Stand, pet,” He ordered. “How many places do you think he’s a virgin? Do you wonder if his lips have ever been placed around another’s manhood? Wouldn’t you like to find out?”

“Yes, master.” There was a cruel smile on his face.

He stroked the auburn hair in a freefall to the floor and smiled into the narrowed green eyes. “Straddle him, pet.”

He let out a whoosh of air as the little shit thumped onto his chest. His narrowed eyes transferred the promise of death to the new target. He felt a thrum of satisfaction as the smirk died, but re-emerged confident of his protection. No one was getting near his mouth, even if he had to bite through the ring. Pet began to scoot up his chest when a hand stopped his progress.

“I asked if you wondered, pet. I gave no instructions.”

Aaand there went the pout. “But, master, I…”

“If I am the master then you will do as I say.” The storm color had turned to ice. “Never forget that.”

Fear jumped into his eyes before he lowered them and whispered, “Yes, master.”

“Good. You have prepared yourself, now you may ride him.”

Two sets of eyes widened at that pronouncement. No bragging involved, he was larger than most men, and the delicate build of the other didn’t look too encouraging. Could he even handle it? A quick slide of slick announced that he was not kidding.

“I… I did not prepare myself for him, master.” He lowered his eyes.

“You should never assume. You will ride him, or you will no longer be fit for my employment.”

He paled, and the fear was back in full force. Without another word he hooked his ankles in the thigh juncture and began to slowly lower himself. Two hands came forward and pushed him down so he was impaled immediately. Two shouts filled the air, one of pleasure, one of pain. A smile of sadistic pleasure lit the handsome face, and all possibility of a kind master disappeared. This was a man that fed on the pain and misery of others, and he was happy about it.

He was also smart enough to know the limits of others around him, and he held the smaller one still while he circled. These were the moments he savored. He held the power of life and death over so many, and they all begged him for his help. There was no mercy in his soul, only power and the ability to gain more. He would take his amusements where they came, discarding old play toys as he tired of them.

“Are you ready?” He asked softly.

The thing in his ass had grown. It seemed that the bastard has planned for the whole scenario as each thump of the little lackey’s head had hit a button enlarging the intrusion. When it came out, it was going to hurt. At least until the vibration kicked in. He couldn’t help it. He began to buck throwing the one on top of him into an enforced ride.

It felt good. It felt so good he was going to go out of his mind. An amused chuckle floated over his consciousness, but didn’t affect him in any way. There was only the tight heat around his dick, and the wiggle of the vibrator inside, nothing else was important. It stopped again. Some unseen maneuver changed it to it’s original size and it slid out as easily as it had gone in.

The relief was short lived as the devil lunged forward to take his due. He was surprised to find that there was nowhere near the pain that he had imagined, and all the pleasure that he never had. A hard fast pace was set and if he could have begged the words would have been spilling from his lips. Release had never been so close, yet unachievable.

He was ridden mercilessly, but he didn’t care. The forbidden act seared into his mind with each thrust held him in its grip. Words like “harder” and “Please, master” a constant counterpoint to the destruction of the life he had known.

Hot liquid sprayed across his chest letting him know the smallest was satisfied. He was knocked off with a powerful sweep of one arm so that he lay on the floor in a sated crumple. The gag was released suddenly and he found himself in the grip of those merciless eyes.

“Do you promise to serve me?”

He blinked in confusion.

“If you refuse me, betray me, or leave me you die, but if you promise to serve me you live. Do you promise?”

“I… I…” He stuttered.

“You have until I finish, after that your answer doesn’t matter. Should you promise to serve me you shall have your release.”

He couldn’t think like this! Everything he said was babble in his head, but the word release was clear. “Yes! God, yes! Anything!” He begged.

“Yes, what?”

“Master! Yes, master!”

He felt those clever fingers free him, and his world became a white haze of pleasure. He was in the throes of the most powerful orgasm of his life. He screamed, needing to express the sensation. Before he slipped into unconsciousness he heard him say;

“I think I’ll keep you for a while yet…”


The End