Rain drenched the alley. A broken eaves trough drained a waterfall of sludge down on the lid of a dumpster, creating a thunderous noise.

But none of the occupants of the alley heard or felt the water. They were far too absorbed with one another.

Steel glinted in the hand of a young man whose forehead wept a red slew down his face. His body was hunched in pain from the hits he'd taken, but his blue eyes remained fierce and wild in the face of almost certain death.

His knife was raised against three guns. His own pistol lay somewhere between the pier where he'd first encountered these men and this alley where their chase had come to an end.

"You're a hell of a fighter, Jaggerjaques." One man drew a long barrel from his coat and screwed it onto the end of his gun. "But you chose the wrong side in this deal. That's the downside of being a merc."

"I prefer the term freelancer." Grimmjow grinned despite the threat. "And they paid better this time, Kajo. But hey, I'll do you a freebie next time, alright, and we pretend this never happened."

"Nice try, but you used our territory to front our competitors' goods. You had to know that was crossing a line."

Grimmjow shrugged. "Would have been a hell of a pay day if I'd been able to pull it off. But come on, is it really worth killing me over?"

"Yes."

Because of the silencer, the shot was barely a zip of sound to be heard in the rain. Grimmjow stood frozen, waiting for the pain to hit, the cold wash of death to grip him.

But nothing happened.

Then he noticed the bloom of red colour staining Kajo's shirt. Two more zips. The other men turned just as white and wide eyed before all three of them collapsed.

"What about this one?" Grimmjow was staring down the barrel of a new gun—the one that had ended the three men. Behind it was a serious faced man, waves of brown hair drenched over his shoulders. A dark suit clung to his lean frame. Grimmjow recognized him. Behind him was another man Grimmjow could not place, and to whom the gunmen had been speaking so he assumed it was his boss but his attention remained fixed on the gun.

"H-hey, you're the one who fuckin paid me to do this job."

"And you're the one who royally fucked it up. Now we have no deal and three bodies to deal with. Or is that four?" He cocked his head over his shoulder. Now Grimmjow did pay attention to the man who stepped over the bodies, never even looking at them. He was tall, his frame strong without being thick. His shoulders were broad, his jawline strong, and his eyes intelligent. He was undoubtedly handsome, but there was something startlingly cold about his features and demeanour.

"Lower the gun, Stark." The gun came down. "So this is him, this freelancer you told me about."

"Yeah. He's supposed to be the best."

"Hey, this is the first fuck-up I've had," Grimmjow defended.

"How unfortunate that it happened on my dime." The man considered him deeply. Grimmjow wasn't sure what he was expecting from him.

"I'll owe you, okay? Next time you need a job done, it's on me," he tried. It didn't take.

"We just saved your life and added the complication of three dead enemies in our known turf war."

"Ah…"

"We'll talk about how you can repay me back in my office."

"Wait, what?"

"Stark, have the boys clear him, then send him my way."

"Yes sir."

The man left the scene. Grimmjow looked to Stark.

"Fuck that, I'm not going anywhere."

"You don't have a choice." Grimmjow took a step back but he already felt the presence behind him. Shit, how had they gotten up on him so quickly? "Check him out and take him to the boss."

"Got it." Hands descended on him. The guy who grabbed him was huge and he wasn't alone. He and the two others wrestled him against the wall and gave him a thorough pat-down before hauling him off to a car.

He sat squashed between the giant of the man and another on the car ride downtown. Grimmjow kept glancing out the window to situate himself. He recognized the hotel and casino at once and his eyes shot wide.

Everyone knew who owned those buildings and who lived in the Penthouse above. Grimmjow should have recognized him but he'd only ever seen pictures in the paper and he barely ever read that.

"Shit. Don't tell me this is where you work?" He glanced frantically from one man to the other as they came to a stop in the hotel's car park.

"Of course. He is the owner after all."

"Then that guy back there was…"

"Sosuke Aizen. Now get the fuck out."

Grimmjow stumbled numb from the vehicle. Stark had done the business with him. He didn't know the details just the job. Fuck. If he'd know it was Aizen he never would have taken the risk. In fact, he'd never have taken the job. No one crossed Aizen and lived to tell about it.

"Get in." Grimmjow was shoved in an elevator. The big man held him the entire time—all the way up countless stories. His heart was pounding by the time they reached the top.

"Sir," The big man called.

"Bring him in, Yammy."

Yammy gave him a shove and he stumbled forward past the front desk that was unoccupied at this time of night. Above them would be Aizen's suite but this was the scene of his central operations. All his legal businesses, like the building itself and the casino, were run here. They were headed for the massive executive office just around the corner. When he was pushed inside, he almost gasped at the view from the two corners of wall-to-ceiling glass that looked down on a light speckled city.

But instead of enjoying the view he was trapped by that cold stare.

"Thank you, Yammy. You may go."

Grimmjow was surprised the other men left. But then, Aizen looked perfectly capable of handling himself. Grimmjow stood still, waiting for the other mob boss to lay it out for him.

"Your mistake was getting cocky." Aizen sat back in his chair and picked up a drink. He swirled it while he spoke. Grimmjow noticed he was in dry clothes. His own were staining the carpet beneath him. "You're young, you're good at what you do, and you've started making pretty good cash. So you thought you could handle bigger fish, but you couldn't and it almost cost you your life." He tilted his drink back and let it wash down his throat. "In fact, if I hadn't ordered it, you would be dead now. If you think of it that way, then your life belongs to me now."

Grimmjow felt every dangerous edge to his words, but he still bristled at this.

"Hey, I don't belong to anyone, no matter who they are or what they've done. I appreciate the save, and I apologize for the screw up, but I ain't taking crap from you."

"No?" Aizen rose now. "I can't imagine you take crap from anyone. But you've strayed into dangerous territory—too dangerous to back out of now. You know those three men? You did know they worked for Katagiri, didn't you?"

Grimmjow's body tensed. If anyone had a name to rival Aizen it was Katagirir.

"No fuckin' way."

"He played it the same as I would, using small timers to set up the deal and you because you have no ties to anyone. The little play you made tonight crossed lines you didn't even know existed. because you're reckless and now there are three bodies and only you to look too. Who do you think Katagiri's going to come after now?"

Grimmjow took a step back and gripped the wall. His knees felt weak. Katagiri would think it was him. He was a dead man—but first, he would be a tortured, beaten man. He didn't want to imagine what the crime boss would do to him before he finally granted him the mercy of death.

"Holy shit…"

"Indeed." Aizen moved around his desk toward Grimmjow. He came within a foot before stopping. "I have the resources to make this go away. It won't be easy or cheap, but I can have Stark make it look like someone else and clear you with Katagiri."

"W-what?"

"But it will cost you."

Grimmjow swallowed. He didn't have any amount of cash that would be of interest to Aizen so he knew the man wanted something else. He dreaded to ask, but his choices were limited.

"What do you want?"

"I want everything you have, Grimmjow. But tonight, I'll start with your body."

Grimmjow's back flattened against the wall but it was as far as he could retreat from Aizen.

"My what?"

"Your body, Grimmjow. I did save it after all, and now I'm going to do it again—that is if you agree to the price. Give yourself over to me, just for an hour. One hour, and I'll clean up your mess and set you free."

"I—"

"You're choices are limited. But if you want to walk out of here and face Katagiri on your own, I won't stop you."

He took a step back, giving Grimmjow some breathing room. His mind was racing almost as fast as his heart. How the fuck had this happened? He'd just gone from the most talented thug for hire to a whore in one night. He was shaking. He locked his knees and clenched his jaw, trying to calm himself.

But he knew Aizen was right. He did only have one choice.

He nodded, barely. Aizen smiled.

"You accept my offer?"

"Y-yes."

"Good." Grimmjow expected him to grab him right away but he returned to his desk and sat back down. Grimmjow remained standing by the wall, not sure what to do.

"Just a few questions first."

"Questions?"

"Like for starters, have you ever been with a man before?"

"No."

"Really? So women, then?"

"Yeah. A few."

"I see. Any relationships?"

"No."

"Any diseases?"

"What? No."

"How old are you, Girmmjow?"

"Twenty."

"Okay then. I'm satisfied. Now why don't you take off those wet clothes?"

Grimmjow shut his eyes. He took a long, calming breath and drew his heavy coat from his shoulders. It fell in a soggy heap. It was a bit of a relief to escape the cold cling of his clothes, but nothing compared to the discomfort of being on display like this.

He managed to get his shirt off and drop that too, but when it came to his pants his hands froze up. He found his fingers clenching over the leather of his belt instead of undoing it.

Aizen sighed and stood. Grimmjow remained rooted as he came over to him.

"Let go."

Grimmjow did, his hands falling to the sides. His breath caught as Aizen pulled his wet jeans down from his hips. Grimmjow stepped out of them. He was shivering now. He told himself it was from the cold even though his body had already been freezing beneath his soaked clothing.

"They did a number on you," AIzen commented, seeing the deepening bruises around Grimmjow's rib cage along with the cut above his eye. "You really were reckless."

Grimmjow said nothing. He was waiting for Aizen to go for his boxers but instead he bent in and his hands slid around Grimmjow's bare back. "Let's wait a moment, before getting to the next part. Let me taste you."

His mouth came down against Grimmjow's. It took a lot for Grimmjow not to recoil from the feeling of another man's lips on his. But he'd have to endure the feel of something much more uncomfortable soon so he let it happen. He didn't really kiss back. He felt kind of numb and more than a little confused about what to do with himself but Aizen's movements held no hesitancy. His hands began to wander over Grimmjow's bare skin, making him shiver even more. He felt a chuckle in Aizen's kiss when he flinched from the hand that found his nipple.

He jolted from an unexpected pinch. Aizen seemed to be thoroughly enjoying his reaction because he continued to fondle his chest until Grimmjow broke away from the kiss. He just needed some air, but he was held tightly in place.

"It must feel a little good…" They both look down as Aizen's hands slipped down over his drying skin. Grimmjow muscles tightened and trembled beneath the touch until his hands were at his hips.

"Aizen." Grimmjow caught his wrist just before his hand slid lower. "I…" He lost his words. He didn't think he could do this. But he knew what fate awaited him if he walked out of here without satisfying Aizen. Slowly he let go of his wrist and watched as Aizen's hand slid past the fabric of his boxers. His other hands slipped behind his head and drew him close again.

Grimmjow was so startled by the touch of another hand on him that he half cried out and opened his mouth to the kiss. He was consumed by Aizen's tongue while his hand began to explore his lower region.

He made a lot of noises he tried to suppress. He twisted and jerked and jolted but he couldn't get away. When Aizen began to rub him and he grew hard, his hands came up to hold the front of the man's suite for support. Aizen ended the kiss when Grimmjow began to lose his breath. He panted as his hips began to rock beyond his control.

"Thata boy." Aizen smiled. Grimmjow didn't appreciate the tone but his body was in too much turmoil for him to react. He wanted Aizen to finish him as much as he wanted him to stop. When a groan escaped him, the other stopped.

"I think we're ready for the next stage." Aizen yanked his boxers down. Grimmjow's erection sprung up. He felt his whole face flush with embarrassment but Aizen looked very pleased. "Excellent." He looked him over calmly then stepped away to his desk. He drew a small tube of a clear substance from a drawer and returned.

"You have an incredible body," Aizen complimented, taking one of his hands. He tugged him forward and pushed his palm against the surface of the desk. Grimmjow understood and slowly took hold of the desk with his other hand. "Good." Aizen moved behind him. Grimmjow stared down on the neatly organized papers and file folders and tried to make his body calm down. He didn't want to think about his throbbing need or what was about to happen.

A cold digit touched him and he nearly jumped out of his skin. He bit down on his lower lip to keep from making a noise when it found his entrance.

His breath hissed sharply over his teeth when it pushed in. With the lube it slid easily inside of him. It felt incredibly strange.

"My, you are extremely tight," Aizen half whispered when started to push a second digit in. Now Grimmjow didn't just feel strange, he felt discomfort. When they pushed deeper, he felt blood open up on his bottom lip, and when they began to separate and move he let out a poorly restrained cry.

"It takes some getting used to." Aizen steadied him by holding one hip. Grimmjow felt a sweat breaking out over his body. He was starting to feel very hot, very trapped. His fingers were white where they clenched into the surface of the desk.

"Ah," he gasped when Aizen began to move his fingers in and out. He kept up a steady rhythm despite Grimmjow's discomfort, working his fingers a little deeper each time.

"You aren't relaxing."

Grimmjow wanted to scream at him. How the fuck was he supposed to relax in this situation? But he was also aware that their deal said nothing about how hard Aizen took him. He didn't want to risk pissing the other off.

"ugh…" Grimmjow's eyes squeezed shut when Aizen forced his fingers as deep as they could possibly go. They remained there, twisting and poking. Grimmjow shifted forward but a firm hand on his hip kept him from escaping.

"Hold still."

"W-what for?"

"Just wait." He endure another minute or two before his whole body spasmed unexpectedly when Aizen hit a certain spot. He almost lost his grip on the desk and he heard the small laugh in Aizen.

"Good," he said and pushed against the spot again. Grimmjow cried out this time. The sensation ran all the way to his thick erection. He was starting to feel a different sensation until Aizen pushed in a third finger.

"AH, shit!" Grimmjow's head bent forward and his body tensed up again. Aizen didn't stop though, forcing it inside and pushed deep again until he reached that spot. Grimmjow was torn between pleasure and pain. When he began to thrust all three digits Grimmjow definitely felt deep, intimate pain. But when they hit his prostrate he felt the heat of pleasure.

"I think you're ready." Aizen's voice was thick. He must have gotten aroused. "Stay as you are." He commanded, withdrawing his fingers. He left Grimmjow to catch his breath and he listened to the sounds of Aizen disrobing. He was glad he didn't have to see him. He didn't want to see another naked man—or what coming next.

"Remember to breathe," Aizen instructed when he returned behind Grimmjow. His hips were gripped and pulled back some, forcing Grimmjow's body to arch away from the desk. He could see Aizen's feet lined up behind him.

And then he felt the most excruciating pain of all his life.

He didn't just cry out, he screamed. His lungs emptied of oxygen when Aizen entered him in one brutal thrust. The room wavered, the desk became his lifeline, and at some point he remembered his one instruction and drew breath again.

Aizen wasn't moving. He was just holding their hips together while Grimmjow dealt with the shock.

"I can't do this," he said at once. "It's too much. I c-can't."

"Just give it a moment."

But Grimmjow shook his head. "P-please take it out."

He heard a soft sigh. He knew he must sound pathetic but he couldn't believe how much this hurt, not to mention how filthy this whole situation made him feel to begin with. He shut his eyes, fighting back tears of pain and humiliation.

"What was the hardest thing you ever had to do?"

He opened his eyes at the words. "What?"

"Think about it. Think about the hardest thing you've ever had to do."

Grimmjow didn't want to. He just wanted to pull free of this man, put his clothes back on and run away into the night. But a memory surfaced beyond his control and he saw a kitchen sink full of blood and a man teetering back against it.

"You don't have to tell me what it was," Aizen continued. "Just tell me this: did it hurt?"

"Yes. More than anything in the world."

"And did it seem impossible at the time? Like you couldn't get through it."

He just nodded.

"But you did?"

"Yeah…"

"Of course you did, because you're strong, and you're a survivor. So you can get through this as well."

Grimmjow swallowed. He felt Aizen's fingers tighten over his hips and then he was moving.

It was still agonizing. Even though he stayed at a slow pace, Grimmjow was far too stretched and full. He felt his eyes water until they over flowed. He gasped and tried to jerk away but there was no escape. He buried his head in his arms when Aizen pushed him forward onto the desk.

"Here we go."

It was all the warning he got before Aizen began to take him in earnest.

"AHH, stop!" he begged when he caught his breath after another terrible thrust. Aizen drew out almost all the way but it was only so he could come back in even harder. Grimmjow's knees gave. His scream died in his throat as the terrible pain melded with an explosion of pleasure.

"Fuck," he swore, his heart pounding against the wood surface. Aizen drew out and in again, striking that spot directly again. "AH!" He writhed. Every thrust now came into contact with that bundle of nerves. He stopped concentrating on the painful friction and began to moan for more contact to that spot.

"You like that?" Aizen breathed above him. Grimmjow was beyond speaking. Like it? This was close to the worst moment of his life—but did he want more? Yes. He wanted to cum, badly. He wanted Aizen to give him relief. And he hated that most of all.

"Here we go." Grimmjow didn't think it was possible but Aizen drilled in even deeper and harder. He saw white spots. He screamed again and again and finally the most intense pleasure exploded inside of him—and all down the side of Aizen's desk.

Aizen rocked him a few more times before joining him in climax. He came hard, deep inside of Grimmjow. When he pulled out, Grimmjow felt the sickening sensation of hot fluids dripping out of him.

"Careful, now," Aizen warned when Grimmjow eventually tried to move. He felt hands on his shoulders and Aizen drew him back before lowering him to the floor. "Just take it slow."

He sat against the desk, even though it hurt, and just tried to calm his breathing. He heard a clinking sound above him but didn't clue into what it was until the glass of liquor was offered to him.

His hands were shaking when he tilted it back. Aizen had pulled a robe on—Grimmjow was too hazed to think about the fact he kept one on hand in his office. He knelt down next to Grimmjow and took the glass back before his trembling hands dropped it.

"Are you ready?"

Grimmjow looked up at him. "Ready for what?"

Aizen tilted his wrist, revealing the expensive watch that adorned it. It took Grimmjow's muddled mind a long moment to realize it had only been half an hour and he had agreed to one hour. He'd thought it was over after that but now he read the desire in the man before him and realized how wrong he'd been.

He swallowed.

"Another drink, then?" Aizen backed off for the moment and poured him another. Grimmjow sipped at it this time, hoping to postpone the second round. Aizen seemed patient enough. He took a drink of his own in the meantime, but eventually he reached out and tilted Grimmjow's glass back while he took another drink, prompting him to finish it. He swallowed it all, hoping the burn of it in his veins would help him get through. Aizen set their glasses aside and leaned in.

He held the side of Grimmjow's face while he devoured his mouth. Then he drew back and pulled Grimmjow away from the desk and down onto the carpet. He lay him on his back and placed a kiss on his lips before lowering himself, kissing down his throat, his collar.

Grimmjow caught his breath when his nipple was taken and sucked softly. It felt upsettingly good and he would just as rather not feel stimulated by anything this man did to him. But he was an expert, it seemed, because he swirled his tongue over the bud and Grimmjow's body quivered, his shoulders tightening, pressing him up ever so slightly to gain more contact.

He inwardly cursed the action but it seemed to encourage Aizen because he licked along his chest until he gave the same treatment to his other nipple.

Grimmjow felt ashamed when he began to feel a stiffness growing in him again. Aizen worked his way down his body slowly, tasting every inch of him. He stilled when Aizen's tongue ran along the crease at his hips. He knew he was getting close and the pain would start again.

But to his complete surprise, that tongue continued down along his shaft.

"Ha..ahh…" He was completely breathless now and Aizen licked and kissed and nipped but never gave the satisfaction of truly taking him in his mouth.

He fully succeeded in getting him all the way up however.

"So responsive," Aizen mused. "And so tight. Not to mention fit, young, beautiful." He settled on his knees before Grimmjow, pushing his thighs apart. "You could be the perfect package, young man."

Grimmjow watched him. He couldn't think of how to respond to that but Aizen didn't need a response. He slowly undid his robe and Grimmjow saw him naked for the first time.

He didn't normally consider other men, but now that he was looking at the stunning physique, he was pretty sure Aizen was undeniably attractive. Then his eyes stuck on the part of him that had already been inside of him and he couldn't force his mind to accept it had in fact fit. And now it was about to go in again.

He half sat up in protest but Aizen came down on him, pinning his shoulders. He must have been past his point of restraint now because Grimmjow already felt the pressure at his entrance.

"Wait!" It didn't matter. Aizen was ready so there was no hesitating. He was filled again, and his head flew back, he saw nothing but the ceiling until Aizen reposition himself just above him. Then he was looking directly into the mob king's face as he fucked him into the floor.

He went hard and it lasted long. Grimmjow had hoped to get relief because he'd already been stretched but his insides must have been torn up some because it hurt just as bad until Aizen began to pound his prostrate. He made it last longer this time. He alternated between positions so that not ever hit was a direct one. He made Grimmjow pant and scream. He made him beg him to stop, and beg him to go harder when his untouched erection wept with need. He tried to touch himself but Aizen caught his wrist and pinned it above his head. Then he bent in and captured Grimmjow's lips while he buried himself deep. He stayed deep and delivered rapid thrusts to his prostrate until Grimmjow tightened, screamed and came incredibly hard.

He must have passed out for a few seconds because he didn't remember Aizen pulling out this time. He was already reaching for his robe when Grimmjow opened his eyes again and tried to make the world stay still.

"Even better." Aizen said. "I commend you, Grimmjow. Most newbies wouldn't have handled such force so gracefully."

Grimmjow didn't think there was anything graceful about the way he'd writhed beneath Aizen. But he glanced the clock behind them and saw with relief he had five minutes left. Surely Aizen wouldn't inflict anything more on him. The mob king did seem satisfied and must have read Grimmjow's mind.

"I guess I can let you off five minutes early for being so good."

Grimmjow let out a sigh of relief and pressed his palms in the floor.

He froze about half way up, deep, sharp pain lancing up his back. He stilled where he sat and shifted his legs tentatively.

"Ah…" His breath caught at the pain but he still tried vainly to get his legs to do what he wanted. He grit his teeth in pain.

"Mmm. I suppose it was a little much for your first time." Aizen pulled a kerchief from his desk and bent down. Grimmjow jolted when he ran it along the inside of his leg and then up to his abused hole. He withdrew it and they both saw the blood.

"Fuck." Grimmjow stared at it then looked down himself. He hadn't noticed before but he saw now there was a noticeable stain beneath him.

"You were incredibly tight. I suppose it's too be expected." Aizen bent in and pulled Grimmjow against him. Grimmjow held back but even when he was lifted up he couldn't get his legs to support him and staggering pain made him cry out. He collapsed pathetically against Aizen.

"I-I can't walk," he gapsed out.

"Don't panic." Aizen eased him down on to the leather couch. "It will pass."

"When?"

"Just calm down."

"Calm down? My fuckin' ass is bleeding and my legs don't work! How in the hell am I supposed to—"
A finger was pressed to his lips. He narrowed his eyes and shoved the hand away. "Just give my damn clothes."

"For what purpose? You just said you can't stand." Aizen withdrew and retrieved their glasses again.

"I don't want to fuckin' sit here naked either," he shouted back over his shoulder. If he'd been looking back, he might have caught sight of the additional clear liquid Aizen poured in his drink.

"I said I want my clothes, not a drink." But Aizen pressed it into his hands.

"Why not both?" He gathered up Grimmjow's clothes but just stood with them in his hands. Grimmjow waited for him to do something but he just waited.

"What?"

"It's going to hurt getting back into them. Drink up, it will take the edge off."

Grimmjow scrowled but threw the drink back. "Okay, now give them to me."

"Certainly." Aizen set his clothes at the end of the couch, out of his reach. Grimmjow tried to glare at him but found his vision blurring. He swept a hand over his face but it did nothing to clear the sudden onset of fatigue and foggy eyes. He looked to his glass.

"You son of a bitch."

The glass dropped onto the carpet and Grimmjow sank against leather.

Hope you like. I know it's very similar to my other fic and you will see a number of repeating themes, but if you like Aizen/Grimm then this is for you! Please review!

ZQ