Tijuana was just a dirty as always. Castle was driving back from a few days of partying with Diego, his business associate who paid Castle to procure young men and women to feed his brothels. It had been a long weekend of debauchery, and Castle essentially took over Susan's life for the past three days. She had only been at the whorehouse for two weeks, which was enough time to be thoroughly broken in but not so long that she was completely broken. She still cried during their extended throatfuck sessions and obviously hated being sodomized. But unfortunately for her, misery just made his dick hard, so having her gently cry as she mouthed his soft cock was guaranteed to make him hard again. He taught her how to drink piss this weekend, and gave her plenty of practice as she processed every drop of his piss for the last three days. Just before he drove out on Monday morning, he was saying goodbye to Diego when, without saying a word to her, he glanced at her and pointed at the ground in front off him. Knowing what he expected, she dutifully knelt, extracted his cock, and drank one last bladder-full so he wouldn't have to stop before he got to LA. After she sucked out the last few drops, so put his cock away and stood back up. Not a single word was exchanged.
Anyway, besides fucking Susan as many times as he could get hard, they basically had a three day long bender. And three days at a Tijuana whorehouse is plenty of time to log some serious fun. There were the sex shows of every conceivable flavor. The shows had a deliberate pacing where they started off pretty tame, like solo masturbation, then escalated to lesbian sex shows, then male-female, then progressed thru a series of gradually rougher and more degrading sex acts until they culminated with a some pretty 20ish year old woman getting fucked by a dog, donkey, or horse. Toward the end of the night, after a day of drinking heavily, having his balls drained by Susan, and intermittently napping, the last few sex shows were often tinged by a surreal quality. He had weird, dreamlike recollections of a mother and daughter threesome involving a mastiff where they performed every conceivable sex act on each other and dog. It was a like a series of snapshots - mom fists her daughter's pussy while the dog licks her, then later the daughter crying as her mom helped keep the dog in place until her daughter's asshole was knotted. Castle had a moment of clarity when when the knot popped free. Susan was choking on his cock wonderfully, and the performing girl's now enormous anal gape was immediately plugged by her mother's fist as she cleaned her daughter's ass slime off the dog cock. Watching the daughter cry as her mother fisted her asshole and sucked down dog cum pushed him over the edge, so he grabbed a handful of hair and pushed Susan's face into his pelvis so hard he gave her a bloody nose. Her tight throat coaxed out his load, but the mother and daughter on stage really earned it. After he was soft, he helped Susan practice her piss drinking, and by the time his bladder was empty, the mother had maneuvered the mastiff so her daughter could lick its asshole while mom sucked it. He remembered the minor surprise as the disgusting stage show started to get him hard again, which meant poor Susan's throat got another workout.
All in all, it was a great weekend, and these trips definitely helped maintain his relationship with Diego. Diego always had a very fresh girl or two he was breaking in, and often they would double team the new girl to help break her in. Diego had learned to appreciate Castle's creative approach to whore breaking, and they bonded over turning a young woman into a broken, crying, sex toy. The girls couldn't be damaged too badly or it would hurt their market value, so they mostly used psychological abuse, rough sex, and minor torture like cigarette burns and needles to shape the women. They had a pretty memorable session with a young woman over the weekend. What turned out to be a favorite game was stretching out her labia and driving safety pins thru them into her legs, and then while one would fuck her ass the other would burn the inside of her labia with a lit cigarette. She was gagged and tied to the bed so she couldn't get away, and Castle didn't even have to move. He just held himself in her ass while she jerked, convulsed, and clinched his cock with her hole in reaction to the cigarette's kiss on her pussy lips. It was divine. They each took two turns before she passed out and they went for tacos.
Anyway, all good things must pass, so Castle was on his way back to LA with a bit of a hangover, a sore cock, and empty balls. After these trips, he always wondered how Diego lived like that all the time, but he figured you just get used to it after years of running a brothel. Over the weekend, he'd gotten a voicemail about a case, and he was scheduled to meet the client in the afternoon.
The client, WD Potter, was a filthy rich real estate developer. He'd made his money decades before and was now a recluse. He had two daughters, Melissa was 23, and Stacy was 30. Stacy married early and had taken over the family business, but wasn't doing a great job managing it. Rumor was that she was considering selling off the business before she managed to kill it altogether. Melissa was a pretty strawberry blond trust fund baby with a few DUIs and minor arrests in her past. She had some minor success at becoming famous simply by being a party girl. There was talk of a reality show at one point, but for whatever reason the deal fell apart.
He arrived on time, and was ushered in to meet Mr. Potter. Sitting in his wheelchair, Potter seemed to be a shell of a man, withered and decrepit.
"Mr. Castle, you know who I am, so I won't waste either of our time. My youngest daughter has been stealing money from me. There have been a number of significant withdrawals from different accounts over the last few months, and since she wants for nothing I have come to believe she is being blackmailed. I want you to stop them. I don't care how, but obviously whatever the blackmail material is must stay hidden. How much do you want?"
Castle calculated how long he thought it would take, factored in his daily rate, then tripled it and told Potter. Without a moment's hesitation, Potter said his man would take care of it, and that he wanted an update as soon as Castle found anything significant. Castle asked a few questions and learned that she still lived at the Potter compound, but was often gone for days at a time. He also got a few names of people she ran with, and that was all he needed to get started.
Potter then rang a bell, told his man to pay Castle, and wheeled himself out without a goodbye.
***
Castle found her the next morning. He ran the list of known associates thru his network, added a few names to the list, and went driving. Melissa's expensive sports car was parked in the driveway of a pretty disreputable drug dealer named Mike Newell. It surprised him a bit that Melissa Potter would get her drugs from such a lowlife, but really it wasn't that big of a shock. After a quick drive-by, he parked up the block, walked back, and knocked. No answer. The place was utterly silent, so he picked the lock on the garage door and crept inside.
They were the living room. The room had lights and video equipment set-up, and Melissa was laying on the couch naked. She was breathing, but was covered in cum and looked like she had been gangbanged by a large number of men. In a chair in the corner, Mike was slumped with a needle sticking out of his arm. He looked like he'd been dead for several hours. There had been some heroin laced with fentanyl floating around, and Castle guessed Newell got a bad batch. Castle looked around to be sure they were alone and started cleaning the scene. He gathered all Melissa's clothes, tossed the house and pulled every digital storage device he could find, and then found what they had given her to knock her out - scopolamine. It wasn't what he expected, but it was interesting - scopolamine combined with alcohol made user very receptive to suggestion and wiped their memory until the drug wore off. It was the perfect drug to give a rich fuck-bunny to make her very cooperative on camera. He loaded an SD card in his phone and fired up one of Melissa videos. It showed a very wasted Melissa getting fucked by a group of huge cocked black men. They practically had to hold her up, and after just a few minutes his cock was hard. He reached for the mostly empty bottle of KY and and figured he might as well put Melissa to use.
She was completely out of it as her pulled her into a ass up position and slid his lubed up cock into her loose asshole. All those black cocks had done quite a number on her, but her loose, wet hole still felt great, especially since it was Mel Potter's loose asshole wrapped around his cock. He was in no hurry, so started pumping her ass at a luxurious pace, enjoying the moment. As he started to think about it, he realized that the fact that she was unconscious on a drug that wiped her memory really turned him on. Knowing that she would never know he used her asshole started resonating in his head, and before he knew it he had a handful of hair and handful of small firm tit and was pounding her loose guts as hard as he could. He actually had to take a couple of breaks, and it took him a while to cum due to Susan so completely emptying his balls in Tijuana, but ultimately after a stretch of several minutes of very rough ass fucking he had a very satisfying nut in Melissa Potter's ruined asshole. He snapped a couple of cell phone pics as he cleaned his dirty cock in her slack mouth, and got back to work. He put the scopolamine in his bag just in case, thinking it might be fun to play with.
A few minutes later he loaded a dressed Mel and the blackmail material in her car, and drove her home. Potter's "man" saw them arrive, and having apparently seen this situation before, came out to help bring Mel in the house.
***
The next day, he came by to talk to Mel. She was laying out by the pool in a bikini, and she looked very little like the fucked out whore he picked up yesterday. She was pretty, and sharp, and obviously a bit wary of him. He told her what he saw when he rescued her (he obviously omitted the assfuck), and tried to convince her that he worked for her and just wanted to help. After some convincing, she told her story.
She'd gotten to know Mike Newell thru the party scene, and she was attracted to his bad-boy image. He also always had drugs, so she started partying with him more and more, and ultimately he got her high and raped her. He kept her high and had her fuck him and his friends for a few days until she was nice and compliant and he had plenty of blackmail material. Then he sobered her up and told her the deal - she would pay for him to keep the videos private, both with her father's money and with her holes. They celebrated with a gangbang where he invited all his friends to fuck Mel Potter anyway they wanted.
That was 8 months ago, and since then she was his fucktoy. He fucked her, hurt her, loaned her out, traded her services for a better wholesale price on drugs, and even whored her out a few times when he needed an influx of cash. He started giving her scopolamine in a glass of vodka after she confessed to him that she hated being so high she couldn't remember what happened. He apparently saw the scopolamine as one more way to fuck with her head, and he used it often. She would wake up bruised with stretched out sore holes, a bad taste in her mouth, and no idea what happened. Every once in a while he would show her snippet of video, but just enough to upset her even more, like a clip of her drinking a stranger's piss, naked and pumping a huge dildo in her ass at some dinner party in front of a room of well dressed strangers, or a video of her getting gangbanged by people of various ethnicities. He even congratulated her once because he'd set up a gangbang with just Armenians, and he joked that she was slowly fucking her way around the world. But usually she had very little idea what happened while she was scop-ed.
After a few more questions, it was clear that Newell was the blackmailer, and that since he was dead the case was closed. He made a very large amount of money and he got to empty his balls in an unconscious heiress' ass. Not bad for 24 hours worth of work. He explained to Mel that Newell was dead, and that she was free, and she started to cry. She started blubbering about how grateful she was and then got up and hugged him. He then realized that he might be able to get another assfuck out of her gratitude.
"Mel, why don't we go out for dinner tonight. I know this has been rough, and I know you don't have anyone you can talk to. Why don't we do have some drinks?"
"That would be great! I have been so worried, oh, thank you so much!"
Before he left, he told Potter that the blackmailer was dead by overdose, and the the blackmail material on Mel had been destroyed. Potter was gruff but obviously pleased and gave him a nice bonus.
***
He picked Mel up at 8pm. He'd blown a load in Tina before she went to work at the diner, so he was ready for nice long fuck session. Tina was his lesbian next door neighbor and notional girlfriend (see Pt 1), but but she was really just a set of warm holes he used to stroke his cock.
He'd woken Tina up for sex. She'd been dreaming and seemed upset.
"Get up, I want to fuck."
She moaned, but started to get up. He pulled her in front of the dresser with a mirror, as she looked at herself, she started to gently cry.
He reached over the bottle of lube he kept on the dresser and squirted out a glob that he rubbed on his hard cock.
"Bend over and lift your gown"
She obeyed him wordlessly knowing what was next, and he separated her ass cheeks and slid himself in his favorite fuck hole. Her ass was no longer tight after so much use, but the initial shock still got to her and she sobbed for a second.
"Push your ass back, you lazy bitch."
And they started fucking, him enjoying her asshole, her hating it. She thought back to her dream about her missing daughter and the past clues Castle gave her that seemed to suggest her daughter was somewhere in Mexico being sexually abused, possibly a prostitute, and she started to openly sob.
She cried in pain and misery as she pumped her ass on and off of Castle's fat cock. She eventually felt him start to stiffen, but then realized that her value to him was making him cum hard, so she slowed down and played with him to coax and much cum as possible from him. He groaned in frustration and pleasure as she delayed his orgasm and toyed with him for another several minutes before pounding her asshole against his dick until he came in her guts.
As they laid there sweaty and entangled, she was gently weeping as he kissed her shoulder, pulled his cock out of her ass, and told her he had a case and would be home late. He shared, "Baby, I love it when you cry when we we fuck." She sobbed louder and he smiled as he left. For a few seconds, he thought about turning around and emptying one more ball-load in his little lesbian girlfriend's sore asshole, but decided it was more important to save some for Mel.
As he left her apartment, he realized that he couldn't remember the last time he fucked Tina's pussy. He thought maybe on her last birthday, but then remembered that he meant to fuck her pussy but forgot. He figured it didn't really matter to her since she hated cock in the first place.
***
Castle and Mel hit a few places, had drinks, had some laughs and tears. It was going great when he saw his opportunity. She was a little drunk, looked right at him and said, "I just can't believe I'm finally free of this. I... I want you to know that I'm really, really grateful. I really owe you."
He pounced - "well, if you want to pay me back, I have a good idea how."
She looked at him flirtatiously and said, "Really, how?"
He set the bottle of scopolamine on the table.
She just sat there staring at it. He did nothing, just let the moment percolate.
After a good minute, or minute and a half, she picked up the bottle, took a pill out, and washed it down with a swallow of martini.
She said, "what are you going to do to me?"
"Nothing you haven't done before" was his only reply.
***
The scopolamine kicked in pretty fast. She was obviously getting more wasted within 15 minutes, so he called an uber.
When they got back to his place, the first thing he did was push her to her knees. She was obviously out of it and very cooperative and opened her mouth. He told her to swallow as he emptied recycled beer from his bladder into her slurping mouth. He pulled out his phone and shot a video of beautiful heiress Mel Potter contentedly nursing his cock head as he pissed. She closed her eyes and drank it like it was mother's milk.
By the time he was done pissing, he was getting hard. He let her keep nursing his cock way past the end of his piss, just cause it felt so nice, and within a minute or two she was nursing on his fat cock head. He was in no hurry, so let her continue, and noticed that the scopolamine seemed to shut her brain down so she just knelt there nursing his dick for well over 10 minutes. There was no variation, no indication that she was even awake besides the wonderful sucking and swallowing. She happily nursed out several big globs of precum, and he idly thought about letting her continue until he came, but he was ready for something else.
He turned around and had her give his asshole a similar treatment while she stroked his cock. He told her to treat his asshole like a mouth and make out with it, and then spent several wonderful minutes while she tongued and kissed his shithole like it was her 10th grade boyfriend's mouth.
He finally told her to stand up and bend over, and slid his cock into her wet pussy. He didn't bother with her pleasure. Her mind was shut off, and she was basically a fuck machine right now, so he used her like one. Her pussy was about what he expected after seeing the gangbang footage from last night - loose. You can't fuck large numbers of big cocks with incurring some damage, and 8 months of fucking everyone Mike Newell knew had definitely taken a toll. Still, it was Mel Potter's pussy, and it felt good sliding across his cock. He smacked her ass and told her to fuck him, and again like a machine she slid on and off his cock. As he got closer, he told her to speed up and finally had a pretty intense orgasm while she kept pounding her pussy on his dick. He drank a glass of water while she licked him clean and then took her to bed.
***
He had done some pretty fucked up stuff, but this was a night to remember. She got him hard again with a masturbation show involving a huge dildo still too big for Tina, and then they had a nice long fisting session when he expanded her pussy to exactly the size of his right hand, which really wasn't that much of a stretch for her. By the time he was done, he could easily slide his balled up fist in and out of her pussy. His cock was rock hard again, so he had her squat over him and bounce her asshole on his dick until he came. Again, she was like a robot and simply kept performing what ever task he gave her until he came. He loved it.
To get him hard again, he had perform her sex robot trick with a large foot long dildo in her throat. It was actually pretty incredible. At first she had trouble fitting it in, but after he crammed it in her throat a few times to stretch it out, she took over and just sat there pushing this dong into her throat and pulling it out at the same pace for the better part of an hour. He watched her throat expand and deflate like a balloon over and over and over and over. His cock was hard after a few minutes, but he let her keep going just because it was absolutely incredible to watch. After about an hour, he walked over, pulled the dong out of her hands and slid his cock into her wet throat. There was no resistance at all. He told her to keep going, and she fucked her throat on and off of his cock like a automaton until he pushed her face down and emptied his balls into her stomach.
He finished up the night by again fisting her ruined pussy until he was hard, and then one last assfuck for the road. After nice rough buttfuck session, he came with his hand stuffed in her pussy to tighten her asshole back up. He drifted off to sleep with his cock still in her ass, and dreamed about Mel fucking a room full of Armenians.
***
When he woke up, his cock was still in her ass. He figured "what the hell" and added one more jizz-load to her ass as the sun rose. He grabbed a handful of her hair and smacked her ass as he punded his load into her ass. After he was done, he realized the scopolamine had worn off and she woke up during the buttfuck. Following his plan, he snuggled up behind her and provided very tender aftercare. He gently kissed her, told her how special she was, gently stroked her skin, the works.
He played her like a violin. Based on her story, he was pretty sure Newell just used her and never provided any affection, which she obviously craved. After 10 minutes, they were cuddling like lovers and discussing what they should do today. When she stood up to get in the shower, he smiled with satisfaction when he saw his cum running out of her gaping asshole.
***
They had gotten breakfast and he had just dropped her back at her father's mansion with a plan to get together in a few days when his phone rang. It was WD Potter, who explained that he had another issue he thought Castle could help with. His oldest daughter Stacy was married to a man WD quite liked named Morgan. They had bonded over horticulture and hunting and spent many evenings wandering thru the garden at the mansion, drinking and reminiscing. Morgan had left on a business trip a few months back and never returned. His car was found at the airport, and about $100k was missing, so the police assumed he left the country. Mr. Potter couldn't believe that Morgan would skip out like that, and after Castle's success with his daughter's blackmail, he wanted Castle to look for Morgan.
Castle quoted the same inflated price as earlier, WD agreed, and the investigation was afoot.
***
He met with Stacy Potter at her real estate office that afternoon. She was a tall, pretty, well built redhead with nice curves and large, probably fake tits. She was dressed professionally in a beige skirt, hose, and a brown blouse.
She was obviously not pleased that he was looking into Morgan's disappearance, but was smart enough to conceal it pretty well. She answered his questions and gave him a few ideas of where to look. It turned out that Morgan liked hookers. A lot. Over the years he had developed a preference for black hookers in particular. Stacy discovered this when she walked in on two black hookers 69ing while Morgan fucked the one on top. Morgan had invited her to stay and have some fun, but she stormed out.
"Mr. Castle, I want you to stop this investigation. I will pay what ever my father is offering. I.. I'll pay more. The details of my relationship with my husband cannot get out."
"I can't do that, Mrs. Potter. I'm sorry but I have an agreement with your father."
She got up and walked around her desk. She spoke haltingly. "Are you... sure? I... I really do want you to stop. I... I am willing to... I need you to stop."
If she wasn't pretty upset, she would have noticed Castle's predatory smile. He said nothing. She floundered a bit longer, then slowly walked over and got to her knees in front of him. He sat back, and she bit her lip with tears in her eyes as she unbuckled his pants.
It was a pretty competent blowjob. She didn't even try to deepthroat him, but she worked hard to please the same cock that had spent the night basking in her little sister's shithole. He wished he hadn't showered, but it had been part of the morning aftercare session with Mel so it was necessary. After Stacy got him nice and hard, he was ready to move on.
"Turn around and bend over your desk."
She looked at him for a beat, then sighed and complied.
"Take your hose and panties off, then bend over and pull your skirt up over your ass."
He sat stroking his cock as she prepared to be fucked.
"Is your pussy wet?"
She reached back and rubbed it with a finger and said, "not yet."
"Well, you better get it wet unless you want to be sore."
She took the hint and started rubbing her pussy. She was clearly humiliated, rubbing her pussy in her office in front of a practical stranger. It took a few minutes, but her lips finally started to glisten and her breathing changed.
Without a word, he stepped behind her, spit on his cockhead, and pushed it in her pussy. She grunted loudly.
She was tight. Very tight. While her younger sister Mel had been fucking her way thru every ethnicity in LA, Stacy had a husband who preferred hookers and apparently had a small dick.
He started pretty slow, just enjoying how tightly her cunt gripped his fat cock. She was tight enough that he was sure his large cock had opened her wider and deeper than ever before. He smiled as he slid in and took another couple of inches of her unclaimed virginity. Within a few minutes he was pumping into her, and a few minutes after that he was pounding her with a handful of her red hair and a handful of fat and surprisingly real tit meat.
He was fucking her hard enough that her tits were shaking all over the place and her legs were banging to the desk. She was grunting loudly from the shock of having her pussy hole expanded so aggressively.
Not wanting to burn any bridges, when he was ready he asked where he should come. She spun around and sucked it into her mouth, and after a few pumps he fed her a warm lunch straight from his balls.
Now came the tricky part.
***
"I can't stop the investigation."
He had pulled his pants up and was sitting down again, she was checking her face for cum in a small mirror. She stopped and said "WHAT? But you agreed..."
"I did not agree, you pulled my cock and started sucking. I agreed to nothing except an afternoon fuck. But wait - I'm trying to think of a solution here."
She sat down and glared at him, no doubt thinking about her stretched out pussy and the fact that the painful and humiliating fuck got her nothing. He was certain her ego also took a hit because a gal as pretty and rich as her got whatever she wanted from men most of the time.
"How about if I come to you with whatever I find, and you decide what exactly to tell youre father. It can't be a complete lie, but I don't mind stretching the truth a bit to protect your secrets. Fair?"
She glared for a few more seconds and then nodded her head.
"I'll stop by tomorrow around this time to give you an update and you can thank me again for helping you out."
She just glared at him as he walked out.
***
Morgan's black hooker obsession was a major clue - Castle had a long term relationship with the most powerful black pimp in the city. Lamont would almost certainly know Morgan and have some info. He drove to Lamont's while daydreaming about Stacy's incredibly tight pussy and how he planned to permanently expand it over the next few days.
Lamont's place was hidden in plain sight. It looked like an old office building in Compton, but inside it was more like a huge nightclub. It was midday, so it wasn't terribly busy, and as soon as he walked in women of every possible ethnicity started primping and hoping to lure him in as a customer. Lamont saw him on the cameras and came out of his office to shake his hand bring him in to chat. Lamont was a huge man; he was well over 6 feet, lean and powerful. He'd been a legbreaker 20 years ago for a local loan shark, and after the shark retired Lamont transitioned the business. He figured out early on that he had a talent for breaking women, and figured he might as well pursue a career he loved. For well over 10 years he had controlled most of the whorehouses in LA. Castle had sold him a few women in the past, but they both agreed that it was safer to sell women from LA in Tijuana rather than keep them in the city where someone might recognize them.
After he sat down, Lamont motioned at the naked blonde in her late 20s with large bruised tits standing next to his desk, and she fished his cock out and started sucking. Castle realized that he had seen her face before; she had disappeared from a expensive college in the northeast and her face was all over the news for a few weeks.
"Bitch, you may be a genius, but you learn slow. You get that cock in your throat or I'll rent you to a bum town and after you fuck and swallow bum cocks for a few weeks we'll see if you are more cooperative." She immediately struggled to cram his cock down her throat as Lamont looked at Castle and said, "These smart girls make me laugh - you want a girl?"
"I just fucked a hot redhead, so I'm tapped right now, thanks though."
"What's up?"
"What can you tell me about Morgan Stevens?"
"Ahh.."
The story played out that Morgan had been hitting the brothels and gambling houses hard over the past couple of years. Lamont figured it was a mid-life crisis, but the result was Morgan was deep in dept to Lamont to tune of a few million dollars. Lamont knew he had access to money, so let him run it up. He was about to start collecting when Morgan paid him an initial payment of $100k, then disappeared. Lamont figured he skipped town, but his network turned up nothing so he let it go.
"If you find that motherfucker, I will pay you $10,000 if you bring him to me."
"Well, hit the ATM because I should have something for you by the end of the week."
As he left, he heard Lamont say, "bitch, I'm done with your lazy ass, after you drain my balls you're going to the bums for a week to help you appreciate how bad things could be." She sobbed and the sucking noises got louder as the door closed.
***
The next morning, he made some calls to to others who might know Morgan, but no luck. He also set up another date with Mel for that night, and felt his cock lengthen a bit at the thought.
In the afternoon, he stopped by Stacy's office. He walked past her secretary, stepped in, closed the door an locked it. Stacy looked up from her work, sighed, and got up. She was wearing a pretty dark blue business dress, and it looked even prettier on the ground 10 minutes later after he told her to strip it off and climb in his lap to ride his cock. He bit and sucked on her nipples while she ground her incredibly tight pussy on his fat cock, and he felt like he was in heaven. Her body struck that perfect balance of curvy but not fat, and his hands roamed all across her huge tits and incredible ass and she rode him. She was sweating from the effort, and the sheen of the sweat on her incredible body drove him crazy. When he was ready to come, he didn't bother asking where she wanted it, but slid first one sweat covered finger, and then after a few minutes two fingers up her clenching asshole before her pussy milked a load out of him. He had to admit that her pussy was so tight that it just felt incredible to fuck her. He wondered how long he could drag this investigation out.
As they caught their breath and then got dressed, he described his visit with Lamont. She blanched visibly when he told her about the $3 million Morgan owed Lamont.
"Do you have any of Morgan's personal effects? Did he carry a briefcase or have a desk?"
"Yes, he has an office in this building."
Castle tossed the office. Buried in the back of a desk drawer was the final piece of the puzzle. He still had one detail to work out, but he had a pretty good idea where to look.
***
It was in the garden pond at the mansion. It was a huge pond with a small dinghy, and no one visited it anymore since WD became too weak and they fired the gardener after the money started to run out.
The only question now was how to put a bow on it.
***
He met that night with Mel. They had a nice dinner, then went back to his place. When they got there, he made her a vodka, then set the bottle of scopolamine right next to it. He just looked at her. She looked back and forth between the bottle and his face. Then she gently sighed, took out a pill and swallowed it.
After she was drugged, he set up a video camera, and started her off kneeling on the ground pushing the big dildo in her throat. He just loved watching her deform her throat to please him, and again like a robot she kept going until he stopped her. She struggled to breathe around the insertions, but to her drugged mind performing the required task was just as important as breathing. After a while her throat with making this squelching sound and the dong pumped in and out, and he almost came just from jerking off and watching her fuck her face. After a solid hour of throat fucking, he finally knocked her hand aside and pushed his cock in. The loose wet throat just felt incredible. He tried to drag it out as long as he could, but he still came after about 15 minutes in her throat. He let her breathe a bit, then pushed his semi-hard cock back down her throat and sighed contentedly as he pissed directly into her stomach.
After that, they had another long fisting session. Most of the women Castle fucked were pretty fresh, so he didn't get to fist women very often. This time he laid down and had her kneel above him and fuck her loose pussy on and off of his fist. He had a long day and actually nodded off for a while and woke up to her still pumping her now extremely loose pussy on and off of his hand. Her sloppy hole was making all kinds of lewd sounds as her gaping hole filled with air that was then pushed back out when she slid onto his fist. It was amazing. Maybe fifteen minutes after he woke up his cock was hard, so he had her bring him off by bouncing with on his cock with her asshole. It felt so good that let her keep going thru a second and ultimately third cum. After that he was spent and he knew she was going to be very sore in the morning due to basically doing squats for a couple of hours. He didn't really care if she was sore, but didn't want to fight with her and mess up his plan. He slid his cock back in her still loose throat and gave her one last belly full of piss before bed.
The next morning, he again used her ass to drain his balls, and then they snuggled. While they cuddled, it occurred to him that the only sex they had while she was not drugged was the anal sex in the morning. He started thinking about how much he liked the using the scopolamine to fuck with her head, and before he knew it he was back in her ass to deposit one more load.
***
He met Stacy again that afternoon. It went much like the day prior - he simply walked in and closed and locked the door. Stacy came around the desk, knelt in front of him, and started working for her lunch. He had time to recover from fucking Mel's asshole this morning, so he didn't bother to hold back as Stacy cleaned her sister's ass-filth off his cock. After she'd worked up a pretty good load, he fed it to her. He had her suck him hard again, and again enjoyed her incredible body and tight pussy writhing cowgirl style on his cock. He felt a sense of achievement that her pussy had definitely gotten looser over the last three days, but it was still tight and buttery. He wished he could figure out a way to sodomize her. While she rode him and shook her beautiful sweaty curvy body around he daydreamed about how tight her asshole must be. He started slapping her titties a little, idly wondering what Stacy's secretary must think. He stopped her a few times and had her suck him off some more just to delay his orgasm. Stacy never hesitated to drop to her knees and gobble up the cock that had been tearing up her pussy all week. And again, when she rode him to orgasm, he shot in her incredible pussy while he had two fingers deep in her deliciously clenching asshole. He watched the gorgeous redhead lick him clean, and he realized that he was definitely going to miss her when this was over.
***
"Mr. Potter, Morgan flew to Thailand out of LAX." He handed the carefully forged plane ticket receipt to Mr. Potter and explained that the trail ran cold in Bangkok, but that with $100k Morgan could live like a king for the rest of his life in Thailand.
Potter was visibly shaken. He was convinced Morgan wouldn't just skip town, but all the evidence indicated otherwise.
He told his man to pay Castle, who tried not to smile as he took the check.
***
He called Mel and told her to meet him at 8:45 pm at an address in Compton. She initially balked, but he told her it would be crazy and hot, and she would love it. She agreed.
He called Stacy and told her he found Morgan. She was obviously surprised, and he told her to meet him at 8:30 pm at the same address in Compton and he would explain it all. She was silent for few seconds... then agreed.
***
Stacy was on time. He walked her inside where Lamont was waiting. Lamont took her hand and she followed like a lamb to the slaughter. He looked back at Castle and made a face to indicate how curvy and hot she was.
Mel was predictably 20 mins late. Castle walked her inside, past the floor surrounded by hookers seeking their next client, to a back room. Inside was Stacy getting her tight holes destroyed by a group of large black men. Her curvy body was currently sandwiched between two huge black men, and a third was feeding her his cock.
"Goddamn her pussy is tight." "Her ass feels like it's going to rip my dick off!"
Stacy's cries were muffled by a large older black man with both hands in her beautiful red hair trying to shove his very fat cock into her throat. Mel stood frozen in shock at seeing her older wiser sister being gangfucked by three large black men.
Castle had a moment where time seemed to slow down. He thought about Stacy's incredibly tight pussy writhing in his lap; her certainly tighter ass that he never got to sample; her throat that he never got to feel wrapped around his cock. She was one of sexiest women he'd ever seen much less fucked, and now her tight holes were being destroyed by Lamont's wrecking crew. It was all part of the plan, but it still stung a bit.
Mel froze like a deer in headlights, and then Lamont took over. She seemed to melt to his masculine power as he pushed he down and fed her his cock which she took to like her mother's teat. Within a few minutes another member of the staff was fucking her; Castle wasn't sure which hole.
As Mel choked on his cock, Lamont looked at Castle and said, "All right, your phone call was pretty cryptic, but two hot redhead whores are a good starting point. What are you proposing?"
"Stacy, the curvy red-head sister currently having her formerly tight holes expanded by your staff, was married to Morgan Stevens and coincidentally owns a real estate business worth several million dollars. Her sister, currently choking on your cock, owns nothing, but is a publicity whore you can rent out for more than top dollar. I suspect that after some persuasion you can recoup your losses from Morgan and make a profit."
Lamont just stood there. He grabbed a handful of Mel's hair and pushed her down til she was choking on cock, then pulled her head back before pushing in again.
"She's good. You say her sister has money?"
"She can pay you back for Morgan three times over."
"9 million. And you want?"
"You offered $10k for Morgan who was worth $3 million. Stacy alone is worth $9 million. I think you could make a lot whoring a well known bitch like Melissa Potter. Is $50k fair?"
Lamont thought for a short second and said, "You damn right it is." As Mel struggled to swallow his cock, Lamont called to his number two guy standing across the room and said, "Give Castle a hundred thousand dollars."
He looked at Castle and said, "You and I have been friends for years, but even after the money, I owe you for this one."
Lamont grabbed Mel's hair and started skull-fucking her in earnest as Castle turned and left the women to their fate.
As he left, he heard Stacy gurgle his name, and for just a second he thought of staying and joining in her gangbang, but he just walked past all the hookers in the bar as his cock hardened in his pants.
***
Castle was savage with Tina that night when she got home from the diner. As she walked in her bedroom, he was on her. He pushed her over her dresser, lifted her diner uniform and yanked her thong to the side before lining his already lubed cock up and pushing it into his favorite hole.
"Does it hurt? It seems like it would hurt."
He pumped her asshole a few times.
"I sometimes wonder - would you like it more if it was a woman pounding your asshole with a strap-on?"
"Would it hurt less if she held you down and used your hole for her pleasure?"
She didn't reply but simply sobbed as he sped up and emptied his first ball-load of the night in his girlfriend.
***
The Potters were ultimately ruined. Their wealth was absorbed by Lamont who also gradually transitioned the daughters from socialites to full time whores. Lamont sold off their mansion and put their father in a retirement home. Mel and Stacy eventually disappeared from the public eye, but a simple google search showed that they were available for a price.
Castle realized months later that he never told Stacy that the documents he found showed that Morgan had gotten Hepatitis C from a hooker and that he had decided to end it all with a pistol in the dinghy in the garden pond. In the ignored garden and weighed down by a heavy winter coat, Morgan's body sank to the bottom and was unnoticed until Castle went looking. He thought about going back to tell her, but he figured her current state of being fucked inside out by huge black cocks wouldn't be improved by knowing what happened to her long lost husband.
Mel was a ruined piece of fuckmeat before he met her, but sometimes he wistfully thought about Stacy's thick, incredibly tight body being used to pleasure the Compton masses. He thought about the way her eyes flirted with him as they fucked, even though she acted like she was forced to fuck him. There had been a spark there, and he realized that he had a bit of a soft spot for her. Lamont had told him that with her luscious body Stacy had quickly become his top earner. Lamont had started scheduling all of her dates to maximize profits and keep the customers from waiting in line, which meant she was fucked all day long, almost every day. It hurt him a bit to think the curvy beauty being whored out and fucked for over fourteen hours a day by faceless strangers, but ultimately he realized that her now loose holes were being used exactly as evolution intended - to empty men's balls.