'Find a job you enjoy doing, and you'll never have to work a day in your life.'
The married blonde between his knees gave pretty good head. She was in her late 40s and was a bit old for his taste, but he really liked the way she used her tongue on the underside of his cock and drooled enough to keep it sloppy. He gently put his hand on her head and pushed her down, and she took the hint and gagged on his cock a couple of times before he removed his hand and she went back to sucking. His cock was pretty fat so he wasn't surprised she couldn't swallow it, but he knew eventually she'd find a way to fit him in her tight throat.
She had come to his office after reading his name in the news. He'd recovered an 18 year old that had been trafficked into Mexico and whored out. The girl had been missing for several months, and the police took the position that she was legally an adult and there was no foul play. But her family hired Castle immediately after she ran away, and he worked on the case diligently for many months until he finally turned up the lead that broke the case. He negotiated a deal with Michelle's Mexican pimp, and, after the family paid, she was promptly returned. The happy ending made the local news, which brought Michelle to Castle.
Of course, what the news didn't report is that Castle had found the girl the day after she ran away. He subdued her, smuggled her to Tijuana and took her to his place there. He used her body for his pleasure in every way he could think off. He figured he'd check off as many boxes as he could before she was whored out, and he managed to introduce the poor girl to most of the sex acts she'd be employing professionally for the next six months or so.
She was a slightly overweight and short Jewish girl, but she had fat tits and a thick ass and legs, and he thoroughly enjoyed popping both her cherries, and he supposed her first throat fuck was a virginity of a sort as well. By the end of the week, she was happily tonguing his ass to get him hard so he could fuck her again if it kept him from beating her with a belt or tazing her. She had become a very compliant fucktoy that he had ridden hard until he came very satisfyingly in her tight holes over and over. She became so compliant that he found himself falling into the habit of slapping her fat tits and face when he fucked her, and finally wrapping his fingers around her small throat and choking her near unconscious as he smashed his cock into her and painted her uterus with his cum. Throughout the abuse, she wept gently but kept pumping her hips, as she had been trained, right up until she started to lose consciousness. When he leaned in to kiss her, she made love to his mouth like he was the love of her life.
After that week, he sold her to Diego, and for the next 7 months she fucked anyone and anything Diego told her to. Castle visited her a few times while she was whoring, and she had become a great fuck. After 5 months there, she deepthroated his fat cock like she was born to do it, then she pounded her cunt and ass on him until he fed her his load. As she sucked his soft cock hard again, he reflected on the shy, crying girl he'd left with Diego who had been transformed into a proper fuck machine.
After several months, Diego noticed her profits dropping off and figured 7 months of 18 hours-a-day whoring had finally taken their toll. He always kept the women he got temporarily from Castle working long hours and for a lower rate so as to make as much money as possible while he had them. Diego did some quick mental math and chuckled - 7 months was about 210 days, and she fucked an average of 20 men per day, which meant she'd fucked well over 4000 men in her time with him. Not bad for a girl not quite 19 years old. Anyway, her newness had obviously been used up and she was a fucked out shell of a girl, so customers weren't as interested. He called Castle, who set-up the final payment from her family, and the Mexican police Diego kept on the payroll came to get what was left of her.
A few months after she got home, Castle set up a wealthy acquaintance as a "kind benefactor" for the family. He slowly ingratiated himself to the family while getting the girl used to his kindness. He started taking her out on dates, and proposed to her about 6 months after they met. After a beautiful wedding, he used Castle's coaching to recreate most of the vile acts Castle had forced on her during their week-long honeymoon. She was initially shocked, but ultimately her months of training kicked in and she followed every order, though with tears running down her cheeks. By the end of their honeymoon, she was thoroughly re-broken and Castle's customer had a curvy 19 year old sex slave wife who was emotionally destroyed by her months of use by countless anonymous men and the ultimate abuse and betrayal of her white knight husband. He used her like a warm fleshlight for a few years until he ultimately sold her to a elderly friend and called Castle for another girl. He had gotten rougher over the years, but the old man didn't mind the cigarette burns on her tits and pussy or the pierced nipples and vulgar tattoos on her cunt and ass.
Castle saw her with the old man years after her return. Of the short and slightly chubby young dark-haired girl that Castle kidnapped and raped years before, little was left. Being a sex toy had left her lean and muscular, and implants had been installed to fatten her tits back up. Her large Jewish nose had been shaved down by the same plastic surgeon who inflated her tits. Her dark hair was still thick and slightly out-of-control, but the unruly look in her dark eyes when Castle first caught her had been fucked, burned, and beaten completely out of her.
***
Anyway, Helene, the middle-aged and married blonde currently trying to suck a late, gooey lunch from Castle's balls came for his help. Her 22 year old daughter had disappeared, and she was convinced Castle could help, but she had no money. It didn't take much negotiation; it wasn't as if she was a blushing virgin. He proposed three blowjobs per week that he was on the case, and after a few seconds to consider, she agreed.
Castle felt himself hardening at the idea of the mature, pretty stranger sucking him off.
"Well, let's get the first payment out the way." He pointed at the ground in front of his chair and started unbuckling his pants. After he fished his cock out, she knelt between his legs and without a word sucked his semi-hard cock in her mouth and started slurping. They took a short break so Castle could take his pants off, and then she sucked him back in her facehole.
Over her years, some man had taken the time to teach her a very specialized skill - the art of the sloppy blow job. Castle just sat there enjoying, but after he was hard, she shoved it in as far as she could a few times, then leaned back and spit the accumulated saliva on his cock. She looked him in the eyes and stroked his spit covered cock a few times, then went back to loudly slurping on his cock.
He hadn't emptied his balls since fucking Tina before he left for work this morning, so she had him ready to come less than 10 minutes. He told her to slow down and stroke his cock more as he idly wondered if she could taste Tina's asshole on his cock. Probably not, he decided, because Tina had sucked him clean after. She spit on his cock again and started stroking it while she slurped loudly on his balls.
Spit was smeared and running down her face onto the floor as she sucked his balls and stroked him. Castle said, "hang on" and scooted out a bit and pulled his knees up. She paused for a second, obviously unsure whether she wanted to lick his asshole, but after a couple of seconds she gave in. The feeling of the married wife's tongue in his asshole as she stroked his cock was amazing, and the look in her eyes made it clear that she was utterly humiliated by the act of tonguing his shithole. He had her rotate between sucking his cock, balls and ass and he held out for almost 10 minutes altogether, when, against his wishes, he fed her the late lunch she had worked up from his balls.
***
Helene's daughter, Megan, had joined a cult. Castle used the scraps the mother fed him before he fed her a belly full of cum and had the location of the cult's secret compound in just a few minutes on google. It was a few hours outside Los Angeles.
Later that day, he was watching the compound through a high powered scope. The pretty blonde daughter was easy to pick out as she worked the cult's farm. The tall blonde was obviously the leader's favorite, and, as Castle watched over the next few days, Megan spent a lot of time in the leader's trailer.
Castle took a few weeks break from the case, which gave him the chance to collect several sloppy blowjobs from Helene. He always had her blow him before they talked about the case, and then, after he fed her his cum, he fed her a bunch of lies about how he was trying to find Megan. They got into a pattern where Castle had Helene tongue his asshole for an extended stretch and then choke on his cock while he came. Her throat contractions were divine, and he loved the humiliation on her face while she tongue-fucked his ass.
After three weeks, he decided to change the agreement. She had just slurped a load of ball juice from him when he told her to sit down.
"Helene, I'm worried about this case. I think I know where Megan is, but she is going to be hard to extract. If my information is correct, the compound is heavily armed. I'm not sure I'm ready for that level of risk."
"What do you mean?"
"I'll be breaking laws and risking my life to get Megan out. I don't know if I'm ready for that."
She sobbed. "I have to get her out, you are my only hope!"
Castle noticed a blob of cum on her cheek as he said, "look, our arrangement is very nice, but it's not enough for me to risk my life or going to jail, I'm sorry."
She kept crying and begging, and the renegotiation began.
***
He was surprised, but also pretty sure Helene's asshole was cherry. At the very least, it had not been fucked in many years. The 47 year old MILF grunted in pain and Castle grunted in pleasure every time her pushed his cock into her tight shitter. In the course of the negotiations, they had agreed that Helene would have to offer something pretty amazing to be worth Castle risking his life and career, and they settled on her asshole. Then she had sucked him hard, then bent over his desk, and he took her tightest, most private hole.
"God baby, you're so tight"
Grunting "Ughh, you're too big for my ass"
"Too big? It fits perfectly baby, we just need to loosen you up a bit." as her asshole strangled his fat cock.
"I probably am too big for her ass" Castle thought as he started slowly working his fat dick in and out of her hole. Her anus was wrapped so tightly around him that all the blood had been squeezed out and her anus' skin was almost white as it stretched in and out around his slowly thrusting cock. The room was silent for a few minutes besides her grunts that occasionally turned to a series of groans of pain when Castle claimed another inch of her anal virginity. The only other sound was panting and his occasional groan of pleasure as he watched the pretty MILF milk his cock with her incredibly tight asshole.
After a few minutes of hard work, Castle had all 7 inches buried in her guts. Castle's cock was distinctive in that it got fatter toward the base. So while the tip had stretched her asshole, the base stretched it almost twice as much. Through trial and error, Castle had long ago mastered the long process of ruining a virgin asshole without tearing it open, but Helene unfortunately lacked the perspective to appreciate Castle's expertise at opening up tight sphincters.
When he pushed in the last inch, she let out another groan of pain and disgust; Castle rotated his hips and ground his cock around deep in her guts, leaned down close to her ear, nibbled on it a bit, then said quietly into her ear, "you took it all, baby. Just a few minutes ago you said it was too big for your ass."
She groaned loudly in despair, which made Castle's cock twich in her no longer virgin hole.
"Just think baby, now you've got three holes you can use to drain a man's balls... after we loosen it up a bit more, that is." The last line was almost an afterthought that Castle said as he started to pump her asshole in earnest. He closed his eyes and listened to the choked off groans and grunts she made as he used her guts to pleasure his fat cock.
After a few minutes, Castle said "If it gets too painful, just think of Megan" then grabbed a handful of hair, slapped her ass, and started to fuck her aggressively. He grunts initially turned to short squeals, then a bit of sobbing, then finally back to grunts in time with his thrusts. Her ass cherry was well and truly gone, and Castle basked in a sense of accomplishment for several more minutes until he emptied his balls into her clenching but now much looser asshole.
***
Over the next few weeks, he showed Helene an occasional surveillance picture from his first and only trip to the compound to create the illusion that he was actively working on her case and keep her on the leash. He slowly doled them out while he gradually acclimated her to leaving his office with a sore and gaping asshole. After the first few fucks, he stopped trying to cum quickly, and settled in for a long session where he rotated her through several positions, to include positions where he simply laid there while she rode him and ground her asshole on his cock to end the session as soon as possible. During the last week, he made a point of fucking Tina twice in the morning so Helene had to work even harder to milk his balls, and during these sessions he introduced her to sucking his dirty cock straight from her asshole. After a particularly long and sweaty session, he simply pulled out as she was pounding her asshole on his cock and said, "suck it" and, after just a moment's hesitation, she gobbled it down. He fed her his load as she cleaned his cock with her mouth, and Helene had stooped to a new, even more humiliating low.
***
"I have more pictures." He laid out two pictures from his visit to the compound. For the last few visits he'd been stringing Helene along with stories about trying to find weaknesses in the camp's security. They talked about it for a few minutes, and he fed her his "current" thoughts about how he might get her. In reality, it would be pretty straightforward to retrieve the girl and the talks were just foreplay.
After a few minutes, they hit an uncomfortable silence. They both knew there was nothing left to say. All that was left was for Helene to pay the bill. They looked at each other in silence, both knowing what was about to happen.
After enjoying her discomfort for a few beats, Castle pushed his chair back and started walking to his office's storeroom that had a twin mattress in it. Helene rose and followed him.
When they were inside, he turned and started kissing her. Helene's husband is a floor manager at the local Walmart, and had no idea about their arrangement. That detail had made Castle's efforts to humiliate and abuse Helene even hotter. He loved kissing and feeling her body, the body that was committed to another man. Her gentle kisses felt that much better because she hated kissing him.
After a few minutes of making out with another man's wife, they had a moment of awkward eye contact and she fished out his hard cock and started slurping on it. Weeks of servicing Castle meant she knew exactly how he liked to be sucked. He knew she'd had far more sex with him than her husband over the past few weeks, and, as he basked in the pleasure of her mouth on his cock, he idly wondered if her husband was suspicious about how much better her blowjobs had gotten over the past few months. She'd given nice and sloppy suck-jobs when they started, but practice had certainly improved her technique, and he grunted in pleasure as she leaned forward and swallowed his fat cock all the way to his balls.
She pumped her tight throat on and off of his cock a few times before he said, "hold on, baby" and stood to remove his clothes. She stood also and they tongue kissed like teens as they pulled their clothes off.
After they were naked, he laid back on the bed and she knelt between his legs to finish getting him hard and wet. She alternated between noisily slurping and drooling on his cock and forcing it down her throat. At one point, he used his hand to guide her head and he kept forcing his fat cock in her throat over and over. He kept her at it for quite a while. He give her a break every few pumps to enjoy the look of misery on her face as her throat became sore, and then the look of desperation in her eyes as she felt his hand push her head down again.
Finally, he pulled her up and kissed her spit covered face. She closed her eyes as their mouths met, and he enjoyed her hand on his cock and her tongue in his mouth as he watched a tear slowly slide down her cheek.
"Let's fuck, baby. " He lubed his cock as she laid her on her back and then he moved between her legs. He looked in her eyes as he rubbed his cock on her pussy a few times, then moved it lower and pushed the tip against the lower hole. He idly wondered if she stretched her asshole before these visits or if her hole just stayed loose from being fucked multiple times a week. They both groaned as he slid the head into her formerly tight asshole, which he had expanded to exactly the size of his cock.
When they had renegotiated the deal, he'd used her marriage against her. He'd used her fear of her husband learning of their arrangement to manipulate her into an anal sex payment. After all, wouldn't her husband notice if her pussy started getting loose? They both knew his cock was much fatter than her husband's.
As a result, her pussy was untouched by Castle, but if her husband ever managed to fuck her ass he'd know instantly that a very large cock had been there many times before him. The initial few strokes were still tight as the sphincter relaxed, but after that it became a loose, slurping, ruined hole. Castle didn't restrain himself at all these days, he just pounded it like most men wished they could pound their girlfriend's pussy. When pulled out, it gaped open lewdly, and when he reinserted the air inside her gape farted itself out around his cock.
They tongue kissed as he pumped his fat cock in her loose asshole. Their position made a mockery of the missionary position - instead of the religious idea of a modest sex position used only for procreation, he sodomized another man's wife with her legs wrapped around him and her tongue in his mouth. He broke off their kiss and leaned close to her ear. He gently and romantically chewed on her earlobe for a few seconds as the room was filled with soft grunting and the occasional sound of air slurping around Castle's cock as it slipped into her ruined asshole.
"You hear that, baby?" he whisper-grunted in her ear.
"Do you remember how tight it was at first? I thought you'd strangle my cock when I popped your cherry. But now..."
They listened as her loose hole made squelching and sucking noises as Castle pumped in and out. Occasionally, he'd pull out all the way to let air into her gape and then he'd push back in so the air would fart out around his cock. He lifted his head to take her mouth again and saw the tracks of tears, no doubt a result of her thoughts about her ruined asshole.
He gently grunted in her ear, "I think it's perfect, baby. You are just a natural. I've fucked a lot of assholes, but I've never had a woman's hole open up so easily. You were born to be a butt slut, baby. It might be a little loose for anyone else, though." He moved down to chew her ear again as she sobbed gently about her loose hole.
He kept at it, reminding her of her ruined asshole with both dirty talk and deliberately pumping his cock to make lewd noises. They kissed like teens as he stroked in her loose asshole until finally he was close to cumming. She noticed that he was getting rougher and knew that he was getting close. She snapped out of her humiliation, clenched her loose hole as much as she could, wrapped her legs around him, and chewed his earlobe while he pounded her until he came in her guts.
***
After six months of abusing Helene, Castle felt her becoming impatient and realized he had to bring the case to a close. He had renegotiated twice, and these days he was fucking her loose asshole five days a week. Like most of he women he dealt with, she had adjusted to the circumstances and simply did as he asked with only the occasional hesitation when he pushed his shit-smeared cock in her mouth. He took pride in knowing that he taught the middle aged and married woman quite a few new tricks, and frequently thought back to the first time she drank his piss. She sputtered and reeled and cried a bit, but ultimately it took only a bit of coercion for her to wrap her lovely lips around his cock and gulp down the contents of his bladder, which was followed shortly thereafter by the contents of his balls. But her holes had gotten too loose, and the thrill of perverting her had largely faded. Castle was ready to move on.
He'd been mulling over the problem of extracting the girl, and had developed a plan. It was a plan that would get Helene her daughter, but would also make Castle some money. But he would need a lot of help to pull it off.
***
Lamont's place was packed. It was Friday the 16th, so Castle figured a lot of paychecks were being spent that night in the whorehouse. Standing at the bar, Lamont saw him and nodded toward his office, and they both headed that way.
"You want a girl to suck you while we talk?"
"That sounds great."
Lamont pushed a button on his desk and two hookers came in a minute later. Lamont's was a young pretty black teen, but Castle's was a thick thirty something brunette with fat tits. Both men took off their pants to be more comfortable, and the ladies went to work. Castle was a bit disappointed with his chubby middle aged whore at first, but as soon as she started working his cock, her expertise became apparent and he found he had to make himself focus on the conversation with Lamont.
"I have a missing girl case. The girl is at a cult compound way out in the middle of nowhere about half way to San Fran."
Sucking and slurping sounds filled the momentary silence.
"What do you want me to do about it?"
"I could use some help, and I think it could be a money maker for you."
More slurping as Lamont considered the 'ifs'.
"I'm listening."
Castle explained the plan. He really hoped Lamont would be interested, because he didn't have a back up plan. The chubby whore working Castle's cock worked his cum up but then viciously kept him on edge until he finished his pitch to Lamont. She was obviously paying attention because right as he finished his explanation, she slid two fingers soaked in spit from her sloppy blowjob up Castle's ass and pressed roughly on his prostate. A grunt escaped his lips before he could stifle it as he exploded and she used her fingers to aggressively milk the prostate she had inflated while she swallowed down his cum. She kept right on milking and swallowing until Castle almost begged her to stop, but mercifully she stopped right as he was about to cry uncle. She looked up at him and smirked a bit as she gently nursed on the head of his cock, her fingers resting deep in his asshole, still pressed gently against his prostate.
Smiling, Lamont said, "That's her secret weapon. I thought you'd like it."
Sweaty and breathing hard, Castle looked down at her, and then Lamont and said, "I don't... I can't... that was incredible."
"Yes, she is. The plan sounds good, I'll go make some calls. I'm pretty sure Stefanie can clean you out again before I'm done. Have fun." Lamont got up and left, with his hooker in trail. Castle realized he was so distracted he wasn't sure if Lamont even came from his blowjob.
It was a challenge, but Stephanie actually milked him two more times before Castle was ready to stop. Castle felt a bit weird holding his legs back so she could lick and suck his asshole before digging her fingers in and milking the last few drops of cum from him, but it was such an incredible experience it was worth it. As she was sucking down the last few drops of his third load of the night, Castle decided he had to get Stephanie and Tina together so Tina could learn a new skill. He also made a mental note not to always pick the youngest, prettiest whore in the room at Lamont's.
***
It took Lamont a week to put together the men and set up a warehouse. Castle visited a couple of times during the week and had a couple of more sessions with Maggie, the prostate milking whore who left him so drained it was difficult to get hard to fuck Tina later.
The third time, the night before the op, he brought Tina to Lamont's. Castle shared Tina with his friends pretty often, so Tina had fucked Lamont several times. She had an idea that he might be a pimp, but the reality of walking into his building had her reeling. They chatted with Lamont for a few minutes, then Lamont gave them the tour. Tina was speechless as she watched the women of different ages and races escort men to the back. Castle left her at the bar for a few minutes with Maggie to talk final preparations with Lamont, then he collected both Maggie and Tina and took them to a back room.
He kissed Tina on the cheek as they entered, then said, "Maggie can do a trick I want you to learn."
Tina looked at Maggie and back to Castle.
"First, why don't you two put on a show to get me hard."
Tina was a bit shocked. She was a lesbian, but the idea of having sex with a prostitute older than her was not appealing at all. When she opened her mouth to protest, Castle kissed her, then pulled back and pushed Maggie's face into the Tina's. Tina started making out with Maggie and thought she tasted a hint of cum on the whore's breath. Maggie slid a hand under her shirt a they kissed, and then after a few seconds slid the same hand into Tina's skirt and pushed two fingers in her pussy.
Maggie broke off the kiss and licked her ear, "How do you stay so tight? Castle's cock is so fat."
Tina paused for a few seconds, then Castle said, "Tell her the truth."
"Castle only fucks my ass and mouth."
"Dirty girl!" She slid her wet fingers in Tina's asshole and said, "I see what you mean." Tina blushed at the obvious reference to her loose asshole.
After Maggie got Tina undressed, they sixty-nined on the floor for a few minutes before Castle broke them up. Watching Maggie eat Tina's pussy with most of her hand in Tina's asshole was incredibly hot, but they were here for Tina to learn a new trick. He sat in a chair, his rigid cock straining for the ceiling.
"Maggie, get to work, Tina, just watch."
He spread his legs over the arms of the chair and Maggie sucked down his cock. Tina was initially offended as Maggie's suck-job didn't seem all that impressive, but then she saw Maggie slobber on two fingers and first slide one, then both up Castle's ass. He went rigid initially, then settled onto her fingers as she massaged his guts. After a few minutes, Castle pulled Maggie's head off his rock hard dick and breathlessly said, "Teach her."
He then laid back and enjoyed himself as Maggie taught Tina how to find his prostate, then how to milk it slowly until he was ready to come. They then took turns edging him while he writhed around in pleasure until Maggie finally showed Tina how to push him over the edge and how to milk the cum out his prostate as he came. Castle was pleased that Maggie didn't swallow but instead pulled her mouth from his cock and fed Tina the large cumload they had earned. Tina swallowed it down as Castle stood and dressed.
"Maggie's going to show you with a few more guys to be sure you get it."
A few seconds after he walked out, the first of several men walked in, took his pants off, and sat in the chair with his legs spread on the arms. Maggie and Tina went to work.
Castle came back for two more sessions in-between the other guys. As the club was closing down, Lamont asked if Castle wanted a cut of Tina's earnings, and he told Lamont what to do with it.
After Tina and Maggie finished their last customer, Castle went to get Tina. She was a little worn out after sucking random mens' cocks all night, and had small amounts of jizz smeared on her face and neck. As they said good bye, Lamont handed Tina an envelope and said, "Here's what you earned tonight." She had a moment of clarity where she realized she'd been an actual whore all night, and opened the envelope to see almost $2000. "Blowjobs don't normally make so much, but most whores won't do that prostate massage so we can charge more than usual."
During the drive home, Tina reflected on the fact that not only had she been whored all night, she had been performing a sex act that most whores refuse. She had never felt more dirty and humiliated. Castle watched the play of emotions on her face and wished he'd saved a load of jizz so he could fuck her one last time while she was still deep in her emotional crisis.
Nothing excited Castle like someone else's miserable self-loathing.
***
Two days later, they took the compound.
It was a little over an hour before sunrise, and one of Lamont's hired men defeated the perimeter alarms. They snuck inside, slid hoses under the doors, and gassed the entire cult.
Then they loaded them up. The cult was about 50 men and women. The oldest man was the leader, Steven, who was 33. The oldest women were two sisters, both in their early 40s, who Steven had recruited mostly so he could spend their inheritance. The other cultists were young and attractive men and women, and Castle and Lamont knew exactly how to employ them.
They found Megan under Steven, who was apparently fucking her while another blonde tongued his ass when they were gassed. Both blondes' asses and backs were covered in belt marks, and Megan had a ball gag and an butt plug in while Steven fucked her. Castle figured, "what the hell," as he pulled the plug out of Megan's asshole and slid his cock in its place. "She is much tighter than her mother is these days," he thought as he pumped her clasping asshole.
***
The news picked it up a few days later. The compound was mysteriously empty, but shortly thereafter journalists uncovered that the sisters' accounts had been signed over to an untraceable Caribbean account.
Over the next few months, Castle worked tirelessly to convince Helene that he was looking for her daughter, meanwhile he renegotiated their deal and started bringing her over for fuck sessions with Tina. Helene had never been with another woman, but Tina had her eating pussy like a female soccer player after a few weeks. Castle used her in every way he could think of. He knew the endgame was near and wanted to make sure she'd have terrible memories of their relationship for the rest of her life. Piss drinking became a common occurrence, and almost every day Helene left Castle's apartment with her belly full of both Tina and Castle's piss. She and Tina spent a lot of time putting on lesbian shows for Castle, and both became experts at anal fisting. Toward the end, Castle and Tina focused their efforts on Helene, and she became so ruined and compliant that Castle became truly bored and started renting her to Lamont for a few days a week. She was still ass and mouth only so her husband stayed blissfully unaware of her extramarital activities, but she made extra money for drinking customer's piss after they fucked her. Castle pocketed every dime and more than once enjoyed a prostate milking session from Tina while fantasizing about the random, dirty cocks that were feeding Helene cum and piss at that very moment.
***
About six months later, Castle "found" Megan in a Mexican brothel. It hadn't been very hard to find her, since he took her there in the first place. The tall and pretty blonde had been very popular with the locals, and now blankly obeyed the men who used her with a vacant look in her eyes. After he told her he had found Megan and that she needed $5000 to free her, Helene had worked especially hard at Lamont's to raise the money, and Castle let her keep about half her earnings. It took a few weeks of whoring for hours everyday while her husband was at work, but Helene eventually put the money together.
Castle handed the money to Diego and they chatted about the biz.
"This one was very good. Better than most of the others you brought."
"Well, they were all from the same cult, but Megan had been fucking the leader and I think he had broken her in pretty well. Speaking of which, what happened to him? He was the only guy in his 30s."
"The younger guys were sent off to The Ranch to be turned into ladyboys. The few that were bit old for that got sent to my gay house across town. Pedro!" He yelled that last part. Pedro was his number two, and was notoriously happy to fuck male whores just as frequently as female.
Pedro came in. "You remember the cult guys that we sent across town? Any news on them?"
Pedro smiled, "Sure, I see them every week. Steven and I have a date every Thursday. He uses his asshole and mouth to clean me out, and if I think he's not enthusiastic about it I give him the belt. I haven't had to belt him in at least a month. He's become quite hungry for cocks."
Castle knew the straight cult leader would spend the rest of his life servicing stranger's cocks. They'd keep him on a diet and exercise regimen to keep him fuckable. If he got too loose, they'd send him to Dr. Gomez' Tijuana Clinic for anal rejuvenation. If that quit working, they'd rent him to men who had a fisting fetish or wanted to see man-whores sodomized by a horse. He'd never make it back to the US.
Castle fucked another former cult member while he waited for Megan to finish her last shift. The girl was in her early 20s, cute and slender with light brown hair, and she gave pretty good head to get him hard. He then bent her over, pulled up her tight hooker dress and pulled her thong to the side. He smeared a couple of squirts from the the complimentary lube bottle on his cock and slid into her well-fucked pussy. He grabbed a handful of brown hair in one hand and a small tit in the other and proceeded to fuck her. He broke up the rough fuck with an occasional hard slap to her ass or by pulling her head back by her hair so he could spit in her mouth and face. He finally grabbed her hips with both hands and pounded her as hard as he could. He enjoyed her grunts of pain as he smashed into her until he came deep in her cunt.
After Megan finished with her last customer, who was a very short, fat, and sweaty looking Mexican, Diego brought her to Castle, who told her that Helene had sent him.
When he dropped her at Helene's the next morning, he stood back as Megan, dressed in a tube dress that barely covered her thong clad ass, hugged the mother who had sacrificed so much to get her back. When they separated, Castle leaned in, gave Helene a kiss on the cheek, and turned and left.
As he drove back to his apartment, he reflected on this case. It had been very lucrative. Helene had no money to pay, but she'd paid dearly with her body and soul. He and Lamont had emptied out the cult's accounts before they sold off the heiress sisters, which had netted a almost half a million dollars for each. They'd celebrated with a gangbang for the sisters, and Castle, Lamont, and Lamont's men had fucked them almost unconscious over the next several hours. They were a drooling, gaping, non-responsive mess by the time Castle and Lamont pissed on them to clean them off much later that night. The heiresses were a bit old for Diego, so they ended up at a small brothel in a mining town in central Mexico fucking filthy miners after their shift ended.
Then there was the money from selling the cultists. A large group of mostly 20 year old whites was an easy sell in Mexico, and they made another $250k selling them off. The women brought a lot, but they actually made better money off the dozen or so pretty young men who were sent to The Ranch for sissy training and eventually plastic surgery and castration. The Ranch took their balls to make them more compliant, but left their cocks so they could better please their customers. Castle knew from previous experience that after a few months at The Ranch, those pretty young ladyboys would suck cock better than most whores while taking the occasional break to beg you to split their tranny pussy wide open. Castle had fucked a few out of curiosity, and, while he preferred natural women, there was no doubt that he loved watching an enslaved and castrated ladyboy choke on his fat cock.
Finally, he thought about Helene. She was a lovely woman, and he'd taken her in every way that he could think of. He'd literally run out of ideas when he closed the case. He'd considered having dogs fuck her, but he had a feeling that was a bit too much and she might tell her husband out of guilt. Helene and her husband would have their hands full trying to help Megan recover from six months of fucking strangers for 18 hours a day, but after a a year or so Helene would be ready for some stress relief.
Castle figured he'd wait a year or so until he hit a dry spell for cases. Then he'd use the pictures he had of Helene fucking and sucking him and Tina to blackmail her into another round of humiliating buttfucks and lesbian anal fisting sessions. He hoped that maybe her ass would tighten up a bit by then, but it was pretty much destroyed by the time he recovered Megan, so he wasn't too optimistic.
