Once a Prostitute, Always a Prostitute

Once a Prostitute, Always a Prostitute Once a Prostitute, Always a Prostitute

Status: In Progress

Genre: Erotica

Details

Status: In Progress

Genre: Erotica

Tags

Summary

As a criminal, William has seen and endured a lot to make it to the top. Now that he's the boss of his own group, he plans to stay there. Except life has other plans and Charles, his second in command, decides it's a great idea to bring up his past. He promises to keep William's secret if they have sex. Set in the same universe as A Hero's Life: Sex, Fame, and Fortune.

Tags

Summary

As a criminal, William has seen and endured a lot to make it to the top. Now that he's the boss of his own group, he plans to stay there. Except life has other plans and Charles, his second in command, decides it's a great idea to bring up his past. He promises to keep William's secret if they have sex.

Set in the same universe as A Hero's Life: Sex, Fame, and Fortune.

Chapter1 (v.1) - Chapter 1

Chapter Content - ver.1

Submitted: December 01, 2017

Reads: 521

A A A | A A A

Chapter Content - ver.1

Submitted: December 01, 2017

A A A

A A A

Gazing out the window, William stared as people passed peacefully by.  They were blissfully ignorant of the black, predatory eyes that followed their every movement.  It was sickening to watch.  His wings flapped in irritation.  They acted as if everything was all sunshine and daises.  At any moment, they could be struck down and none of the realized it.  Not that he would waste his valuable time on such things.  He had a job to do.
 
The sound of the door opening snapped him out of his musings and he barely glanced back.  Spying the familiar figure of his right hand man, he returned back to staring out the window.
 
“What is it Charles?”
 
“I found something that you would be interested in.”
 
“Hmm?”
 
“I think you would want to see this.”
 
He said nothing as he listened to his employee set something on the table.  Idly, he wondered what it was.  Was it information about potential rivals? Perhaps it was about the so called heroes and villains.  With both swarming everywhere, it was hard to find any sensible people.  It was only when he heard the sound of panting and moaning did he turn around.
 
“What are you-”
 
He froze.  Staring right in front of him was a video and it wasn’t just any video.  It was a video of him.  Cum dripped down his face as he eagerly sucked on another man’s cock.  Another stood behind, fucking him.  His hands were busy pleasuring two others.  He stood there, transfixed on the sight of him being brutally fucked by older men.  The sight brought forth mixed emotions.  His cock twitched in arousal while dread pooled into his stomach.
 
“Imagine my surprise when I found out my boss was once a prostitute.  I mean who would think a ruthless killer and leader like you used to easily spread his legs for anyone.”
 
“You-Where did you get this?”
 
“I thought it was strange how a newcomer like you managed to take control so easily when there have been plenty of others much older than you who could lead.  Were you perhaps seducing the old boss?”
 
“How dare you!”
 
He stopped in mid lunge when Charles raised his hand in a stopping motion.
 
“You don’t want to do that.  You wouldn’t want anyone else finding out about your dirty little secret do you?”
 
Grinding his teeth, he spat out, “What do you want?”
 
Charles said nothing.  His piercing, blue gaze unnerved William and the only sounds in the room were coming from the distracting video on his table.  He was on his back now with a toy shoved up his ass.  It was vibrating violently and he thrashed against the bindings that forced his legs apart.  His arms were tied behind his back along with his wings as another man shoved his dick down his throat.  His neglected cock wept as his nipples were fondled and teased.
 
When Charles reached out, William flinched and inwardly cursed his body’s reactions.  Charles, on the other hand, chuckled.  Brushing his gloved fingertips along William’s cheek and brushing aside black strands, he watched as his superior shudder at his touch.
 
“I don’t blame the old boss for falling for you.  You’re far too pretty for your own good.”
 
“What do you want?”
His attempt to hide his anxiety was impressive, but Charles saw right through him.  He had long since learned his ques.  The slight quivering of his wings and eye flashing gave him away.
 
“I have a proposition.” William gave him a curt nod to continue when he had paused.  “We can both benefit from this.  I make sure no one finds out about your past and we can...enjoy ourselves.”
 
“You and I have different opinions on what is enjoyable,” he spat.
 
“Oh? Would you prefer to spread around the type of person you really are? Someone who loves to have control stripped away as others force themselves onto you? How about how much you love cock?”
 
“Enough!”
 
His shout drowned out the sound of his screaming voice as him came in the video.  Tears streaked down his past self’s face as he gazed into the camera with a blissful expression.  The image froze, signaling the end of the video.  With the distraction finally over, William could finally focus on the conversation at hand.
 
“Why are you trying so hard to deny yourself? You know you want this.  There’s no point in denying it.”
 
The moment Charles took a step forward with his hand in a beckoning motion, William unthinkingly stepped back.  His back hit the glass, effectively reminding him that there was no escape.  The only way out was behind Charles.  Not that he would dare run.  He wasn’t about to lose all his hard work.  He had already come so far.
 
“Don’t worry.  I’ll be gentle.  At least until you beg me to be rougher.”
 
William licked his lips, trying to think of something to get him out of this situation.  Could he risk killing him? While the rest of his men would wonder what spurred him to do so, they wouldn’t go against him.  There was the question of whether or not he could stop whatever plan he had ready.  He didn’t doubt for a second that Charles had a plan.  There was a reason he chose him to be his right hand man after all.  Frustratingly enough, the bastard dared to look amused.  His hands itched to tear him apart.
 
How did he even find out? He thought he had made sure to get rid of all the evidence.  The fact that there had still been a video out there appalled him.  What else had he missed? Did Charles have others helping him?
 
“What’s your answer?”
 
“I-You won’t tell anyone?”
 
He couldn’t believe he was going along with this.
 
“Sharing you is not exactly appealing no matter how hot it might be.”
 
Licking his lips again, he forced his next words out.  “Fine.”
 
The smug expression on Charles’s face nearly made him take back his words.  He’ll just have to wait for the perfect time to strike.
 
“Is there anything else?”
 
“Just one more thing.”
 
In one quick stride, Charles was pressed against him with a hand lying against his chest.  William was suddenly aware of hard he had become and how Charles’s leg was rubbing against his bulge.  Sucking in a shaky breath, William tried to repress his body’s reactions, only to groan as Charles palmed his erection.
 
“It seems you have a little problem.”
 
“Fuck you.”
 
“Maybe later, and I would prefer if I do the fucking.”
 
William bit down on his lips, vainly fighting to keep himself from whimpering as Charles undid his belt.  Charles’s hands slipped into boxers, gripping his cock.  Pulling it out of its confines, he worked his hand up and down his shaft while watching William’s face.  He had closed his eyes, unable to bear watching what was unfolding.  His breath quickened as his dick leaked precum.
 
Suddenly, lips crashed into his and William snapped open his eyes.  Taking advantage of his surprise, Charles slipped his tongue into William’s mouth.  Groaning into the kiss, he savored the taste of his unwilling participant.  It was better than he had imagined.  Now if only he would cooperate.  It would make things such much easier and much more pleasurable.  At least he wasn’t fighting back or resisting.
 
Breaking the kiss, Charles watched hungrily at the sight of William’s dazed expression.  How long had he been denying himself? There had been no mention of lovers and he had never called on his men to take care of his needs like the previous boss would do occasionally.  He couldn’t imagine not having sex.  It was unnatural.  The only way William could have possibly ignore his needs is if he was taking suppressants.  Those would have to go once he found them.
 
Nibbling at William’s throat, he noted with amusement at how he was presenting himself like a bitch in heat.  He had shifted his head to give Charles better access to his neck while his back was arched against the window.  His wings were spread out across the glass as they fluttered.  Even his legs were spread open to give him better access.  He could imagine forcing William to turn around and fuck him against the window.
 
Instead, he chose to sink his teeth into William’s neck.  He whined, but didn’t retaliate.  Pulling away, Charles studied his mark admiringly.  Now there was visible proof that he belonged to him and no one else.  He wondered if he could convince his boss to not wear collared shirts.
 
William was close.  He could practically taste it.  He was vaguely aware that he wasn’t acting his station.  Who would let their subordinate fuck them? He must look absolutely revolting.  His disgust wasn’t enough to push away his arousal however.  It took everything he had not to beg Charles to move faster.  When his thumb rubbed against the head, he lost it.  He slammed his mouth into Charles’s as he came.  His cry of pleasure was swallowed up as he quivered.
 
As his orgasm passed, it was replaced by revulsion and shame.  He watched as Charles raised his cum covered hand before he found it being placed against his lips.
 
“Lick it clean.” William glared at him.  “Do you really want anyone to see this as I come out of your office?”
 
Grudgingly, he sucked on his fingers.  The taste of his own cum filled his mouth as he used his tongue to thoroughly clean it.  Once Charles was sure it was gone, he pulled his hand back.  All that was left was saliva which he wiped against William’s clothes much to the later’s annoyance.
 
“See you tonight.”
 
The moment he was gone, William shoved the laptop that had been left on the table to the floor.  It broke on impact, leaving pieces of it scattered on the ground.  Fixing up his appearance, he settled down into his chair when someone knocked on the door.
 
“Boss?” The door open slightly so the minion could poke his head in.  “Did something happen?”
 
“Nothing.” A pause.  “Get someone to clean this mess.”
 
“Right away boss.”
 
His eyes fell onto the paperwork before him, but his scattered thoughts prevented him from understanding what was in front of him.  All he could think of was his encounter with Charles.  The urge to rip him apart and leave him for the crows to devour his corpse made his hands twitch.  How dare he do this to him? He had purposely left that life behind, but it was clear now that it had followed him.  He refused to let himself go back to that.
 
Yet, the linger feeling of Charles’s hand against his cock and his lips against his haunted him.  How long had it been since another person had touched him? Even with the suppressants, he had to occasionally take care of himself.  It was never as satisfying, but it got the job done.  Now he could feel himself getting hard once again despite having just cum not too long ago.  Even the suppressants didn’t seem to be doing their job.
 
There was no way he was going to be leaving his office any time soon.  Glimpsing at his schedule, he noted that he would be free for the rest of the day.  Apparently, today was his designated catch up on work day.  Well, he was certainly not going to be doing any work until he dealt with his problem.  He’ll have Charles deal with it.  If he was going to keep him from doing proper work, he would have to face the consequences.
 
He glanced at the door once more to make sure no one was going to come in.  Perhaps he should lock the door just in case.  Once he was certain that no one would see him in a compromising manner, he returned to his desk undid his pants.  Grabbing a hold of his already leaking shaft, he went right to work.  He groaned as he moved faster and his breath came in rapid pants.
 
Knocking on the door stopped him in his tracks.  “Boss?”
 
He cursed.  He had forgotten he had ordered for someone to clean up the mess he had made.  Zipping up his pants, he rushed to unlock the door.  The sight of his minion holding a dust pan and broom greeted him.
 
“Sir, should I come back later?”
 
“Just hurry and clean the mess.  I have work to do.”
 
“O-of course.”
 
Glaring into the back of his minion, he mentally wondered how long it took just to clean up.  It seemed like he was either being purposely slow or he was a grunt who couldn’t even perform a simple task.  He made sure to position his body in a way to keep him from noticing his hard on.  There was no way he was sitting back down until he was gone and he could finally go back to what he started.  The moment he stepped out of the room, William slammed it and locked it.  Finally.
 
Making himself comfortable, he started stroking himself once more.  It didn’t take him too long to come after that, making a mess of his table.  Fortunately, he had thought to move his papers after sitting back down so they wouldn’t get dirty.  He should have gone right back to work except there was one problem.  He was still hard.  Staring accusingly, he groaned in frustration.  Just his luck.
 
After several more times of coming, he could still feel the burning heat of arousal.  It just refused to go away.  He had already removed all his clothes as sweat gleamed off his naked body.  Forgoing his chair, he had chosen to lay against the floor though his wings protested the position.  His office was undoubtedly a mess which he would have to clean up himself later.  Tears of frustration and pleasure had trailed down his cheeks as he stroked his shaft.  It was completely agonizing.
 
It was all Charles’s fault.  Sure he did have days where he was overcome with need, but not like this.  No matter how many times he came, it just wasn’t enough.  Something was missing.
 
He whined in annoyance.  William could imagine Charles on top of him, mocking him for acting like a bitch in heat.  While that thought would have angered him earlier, he found himself shuddering at the thought.  Closing his eyes, he found himself thinking of Charles.  Instead of his own hand pleasuring him, it was Charles’s.  He was moving unbelievable slow, dragging out the moment.  That bastard.
 
He was nipping at his ear, whispering all kinds of things he planned to do to William.  How he was going to break him, make him beg to be fucked.  Moaning loudly, uncaring if anyone heard, his free hand had trailed down towards his ass.  Inserting a single finger, he gasped at the intrusion.  Charles was teasingly commenting on how tight he was and how he would enjoy fucking him.
 
Adding another finger, he whimpered at how it stretched him, filling him, yet it still wasn’t enough.  He needed something bigger, better.  Forcing himself out of his fantasy, he pulled out of his fingers even though it left him feeling empty.  Shakenly getting to his feet, he went to his table and slipped his hand into one of his compartments.  What he ended up pulling out was a toy he had hidden away in case of emergency.
 
Feeling it in his hands, he wondered what Charles’s cock would be like.  Would it be something impressive or would he be let down? Running his tongue across the bumpy ridges, he rested himself against the table.  His dick wept at the neglect, but he was busily sucking on the dildo, prepping it to be used.  Once he was certain it was ready, he gripped the table for support.
 
Without hesitation, he forced it inside.  It burned.  He hadn’t prepped himself as much as he should, but god did it feel good.  Pulling it out slowly, he groaned as he forced it back inside.  The position was slightly uncomfortable with him reaching behind him, but it was not the dildo fucking him.  No, it was Charles holding his arm back as he started pounding into him.  His wings flapped violently at the motion.  With each thrust, he couldn’t stop the cries of pleasure and pleas that spilled out his mouth.
 
“Charles.  Charles.  Charles.”
 
“Are you close?”
 
“Yes, yes, please let me come.  I want to come.”
 
“Then come.”
 
His mind went blank and he bit down on his arm in an attempt to keep himself from being heard despite not caring earlier.  Spasms racked his body as he came again.  Cum splashed against the wood as he rode the dildo before crashing down.  In a daze, he could only lie across his table as his legs shook.  The only thing keeping him from completely collapsing was the fact he had dug his hand into the table.  His sharp nails had actually pierced through the wood, undoubtedly damaging it.
 
He needed to rest.  Just for a little bit.
 
The little bit turned out to be several hours and when he came to, he was sore and he groaned at the mess.  It was a good thing he had a bathroom attached to his office or else he would be stuck wearing his cum until he got back to his bedroom.  Taking a quick, cold shower, he noticed that he had received several messages.  He had forgotten the room wasn’t soundproof and several of his men had been concerned by the sounds coming from where he was.  The only reason they hadn’t tried breaking in was because of their fear of angering him and Charles.
 
The only thing he could say he was grateful for was the fact no one could actually hear what had been said.  They had only heard strange noises that sounded like shouting and things breaking.  After assuring everyone that it was nothing, he winced at the damage.  It was going to take a while to clean and the last few hours of his designated work day was dedicated to making everything look how it did before.
 
By the time he finished, it had gotten dark with only the moon lighting the darkness.  Exhausted, he finally unlocked his door, uncaring of the stack of paperwork he had left behind.  He encountered no one which was a relief and entered his bedroom intent on sleeping some more.  The nap he took hadn’t been enough for him to recover.  What he didn’t expect was to see Charles waiting.
 
“Finally back?”
 
“What are you doing here?”
 
He cocked an eyebrow.  “Did you forget what I said earlier?”
 
It took him a moment to realize what Charles meant.  He had forgotten that Charles had planned to meet up with him later.  William nervously glanced at the door.  There was no way he could possibly do anymore.  He wouldn’t be able to take it.  Could he make a break for it?
 
“I enjoyed your little show.”
 
He whipped his head around so fast that his neck hurt.  “What? How did you-were you watching me?”
 
“There may or may not be cameras installed in your office for...security reasons.”
 
How? When?
 
“Don’t worry.  I’m the only one who access to the cameras.  You don’t have to worry about others seeing your display.”
 
“I want them gone.”
 
“How about no.” Seeing William’s angry glare, he continued, “They are really supposed to be for security purposes.  Anything else is just a bonus.  Why did you think I was going around telling everyone to avoid the area around your office?”
 
He had wondered about that.  There should have been some of his men still working, but he hadn’t seen anyone.  Even if he had taken the shortest route, he should have encountered at least someone.  There was also the fact he had heard about Charles discouraging the others from approaching him.  He had just assumed Charles thought he was furious about what happened.  He still was, but it was muted by his exhaustion.  Even now, he was having difficulty keeping his eyes open.
 
Charles stood up from the bed, startling him.  William was prepared for any suspicious moves when he found a container being shoved into his face.
 
“I asked the kitchens to prepare you a light meal.  I figured you would need something to eat.”
 
Instead of taking it, he stared at Charles with wary eyes.  Unperturbed, he placed it down on the table before sitting back down.  William narrowed his eyes in annoyance that he was sitting in his bed.
 
“I have the reports you wanted.” He blinked at the sudden appearance of papers in Charles’s hand.  How had you missed that? “We have several new backers interested in funding the new drug.  Also, we have made contact with other groups that are interested in working with us.”
 
At least something was going right.  He took the papers from Charles and skimmed through it.  Hopefully, with the new backers, they would be able to finalize the drug that would put an end to the hero and villain nonsense.  He idly wondered what groups were trying to join up with theirs.  If they were ragtags of misfits hoping to capitalize on their own work, they would not live to see another day.  He had no time to waste on useless people.
 
Without realizing it, William had sat down next to Charles until he felt a hand grip his waist.  He was instantly on his feet with wings flaring, ready to run back to his office.  It wouldn’t be comfortable, but he would at least be able to get away from his right hand man.
 
Charles raised his hands in surrender.  “I’m not going to do anything.”
 
William was having a hard time believing that especially after everything he pulled.
 
“It’s no fun if you’re tired.” He sighed.  “And I even prepared some interesting things for us to try.”
 
He wasn’t sure if the last part was meant to be heard, but it provided no comfort.  At the other side of the bed, William noted that there was a bag there, undoubtedly filled with what Charles thought was interesting.  Leaving seemed like a good idea, but, before he could even reach the doorknob, Charles was there.  Curse Charles’s teleportation powers.
 
“Come on now.  You should eat and rest.  There is a lot of things we have to get done.”
 
Seeing no other option, he sat back down as Charles placed the container in his hands.  Upon opening it, he found simple sandwiches.  Not exactly filling, but it would keep him from sleeping on an empty stomach.  William selected one and nibbled on it as he kept watch on Charles from the corner of his eyes.  He nearly choked when he saw him undo his tie.
 
“What are you doing?”
 
“Hmm? I figured that I’ll be staying in your room.”
 
“Get out.”
 
“If you’re worried about me sleeping in the same bed as you, I can sleep on the floor.”
 
“No.”
 
What was with him? He was acting far too familiar for his liking.  Just because he agreed to his proposition didn’t mean he could follow him everywhere even if he technically had to and kind of already do.
 
“If you’re worried about being taken advantage of in your sleep, don’t.  I prefer my partners actually awake unless that’s your kind of thing.”
 
“Then go sleep with one of them,” he spat.
 
Charles hummed.  “No, I would prefer staying with you.  I can even play the video of your time in the office if you want.”
 
That shut him up.  Now Charles had more blackmail against him.  He would have to search for the cameras despite not seeing anything earlier when he cleaned it as well as finding out where the evidence was stashed.  To think that Charles was secretly a disgusting pervert.  If he had known, he would have gotten rid of him before he became a problem.  There was no use in fretting about that past.
 
Watching William deep in thought, Charles couldn’t stop himself from thinking about the video.  To say he was surprised to see what happened after the encounter was an understatement.  He figured he hadn’t been very sexually active, but to the extent where he went ballistic because of a little handjob was both concerning, yet exciting.  Then again, he never heard of anyone avoiding sex on purpose without a reasonable explanation.
 
Still, he had to admit that William had an impressive body.  He couldn’t wait to taste it.  Not to mention how long he went.  God.  His stamina was indeed impressive and he couldn’t imagine how painful it must have been to keep going.  He couldn’t even keep up when he started jerking off.  Even thinking about it made him hard, but he would have to wait to take care of it.  William would undoubtedly take it the wrong way if it did right then and there.
 
He probably would have to reevaluate what he should bring next time though he had been looking forward to teasing him tonight.  Finding the suppressants to destroy and ensuring William couldn’t get his hands on more was also a priority.  It couldn’t possibly be healthy and didn’t they eventually lose effectiveness if taken too many times within a short time frame? It wasn’t like he would need them with him around.
 
As William licked his fingers clean, Charles wondered if he was still too rusty to give a proper blowjob.  Their eyes met as William stared suspiciously at the silent Charles.  He was being way too quiet for his liking.
 
“If you’re going to stay here, you’re staying at the floor.  Away from the bed,” he added after Charles gave a smug smirk.
 
“Be right back.”
 
Charles disappeared, leaving William alone.  Seeing this as probably the only chance he would get to get away, he bolted out, only to find Charles blocking the way.  In his hands were a change of clothes, blankets, and pillow.
 
“Were you planning to go somewhere?”
 
“No.”
 
“Thanks for opening the door for me.”
 
Charles stepped inside as William glared into his back.  That bastard knew.  He could have just teleported back into the room, but had chosen to go through the door, expecting him to find somewhere else to sleep.  Closing the door since it was clear he wouldn’t be going anywhere soon, he slipped into bed without changing.  Even if it was disgusting, there was no way he was going to change with the other in the room.
 
At first, he kept his body facing towards Charles in order to keep an eye on him.  He didn’t want to turn his back on him, but that changed when he started stripping.  Doing his best not to stare, he kept his eyes downwards so he would only see his feet.  Eventually, his curiosity got the better of him and he looked.  William choked as he saw him only in boxers and even that was coming off.  Abruptly, he turned around to avoid seeing anymore.
 
The sudden movement caught Charles’s attention.  It took him a moment to figure out why.  Smirking to himself, he removed the last of his clothes before shutting of the lights.  The room was plunged into darkness as he settled down on the floor.  It wasn’t that bad since it was carpet and not tile.  He might not need the pillow after all.  However, he found himself unable to sleep.  There was a certain problem he had to take care of.
 
Glancing over at the bed, he wondered if he was still awake or had he fallen back asleep.  He couldn’t be sure and he listened for any indication that he might be awake.  Hearing William breath evenly and watching the rising of the blanket, he determined that he was out.
 
Grasping his erect cock, he groaned as he stroked himself.  He closed his eyes, remembering the scene of how William fucked himself with the dildo.  Instead of a dildo, it was his cock fucking the tight hole.  It gripped his shaft, unwilling to let go.  He was intending to wring Charles dry and he would gladly oblige.  A noise caused him to open his eyes and they met William’s.
 
William had been relieved when Charles had turned off the lights instead of approaching him.  It seemed he had meant it when he said he was going to leave him alone.  He only closed his eyes for a few minutes when his ears picked up moaning.  Snapping his eyes open, he laid there frozen.  Charles couldn’t seriously be doing that, could he? Yet the unmistakable sounds of flesh hitting flesh filled the room.
 
While he felt a slight stirring, he was relieved to find he was not getting hard.  He didn’t want to have to deal with that with Charles in the room.  Still, the sounds of him jerking off so close to him piqued his curiosity.  He hadn’t looked at another man’s naked body in a long time and, considering what he had seen - there was no way he could have missed the bulge in Charles’s boxers, had to admit he was quite attractive.
 
Daring to turn around, he got an eyeful of Charles pleasuring himself.  What he hadn’t expect was for to Charles to open his eyes to look at him.  Finding himself caught, but unable to look away, he remained frozen.
 
“Like what you see?”
 
Not trusting his voice, he said nothing as his eyes followed his every movement.  William took in the sight of his firm hand pumping up and down along his cock with precum leaking onto his fingers.  He idly wondered what he would taste like and his eyes trailed upward to his toned chest.  Considering how Charles was mostly a ranged fighter, using only guns, he looked like he could handle himself in a fist fight.
 
Finally, he found himself looking into piercing blue eyes just as Charles came.  Cum splattered over his chest with some even managing to get on his face.  Nonchalant, he wiped it with a finger before licking it.  His eyes never left William who stared wide eyed as he stood up before heading for the shower.
 
“I hoped you enjoyed that.  I know I did.” William had immediately turned his back on him, making him chuckle.  “Good night.”


© Copyright 2018 Briar Rei Amor. All rights reserved.

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