It was late. Tina had gotten off shift and was currently bent over the back of his couch as he yanked a handful of her hair and pumped his cock in and out of her asshole. She still had her diner uniform on, and the thong he made her wear was pulled to the side showing a shapely ass currently being split by his cock. Over the past year, they had gotten into a groove where she seemed to really think they were a couple. They ate dinner together, sat and cuddled while they watched tv, and even pecked each other on the cheek when they parted company. All that apparent domestic bliss was counterbalanced by the rough sex they had at least two times a day unless Castle was in Mexico on a case. Her asshole and throat had long since stretched to accommodate his fat cock, and her unused pussy was mostly an afterthought at this point.
About six months back, Castle had noticed her trying to enjoy their anal sessions more by sneaking a hand to her pussy to rub her clit. He didn't want her focusing on her pleasure too much, so told her to play with his balls until he came. After unloading his balls in her ass, they spooned while he decided what to do about her clit.
A few days later, he said "Tina, I think it would be hot if you got your clit pierced."
"I don't... I never really thought about it. Do you really think it's a good idea?"
She clearly hoped Castle would back down. "I do, and I made an appointment for a friend of a friend to stop by and do it later. I've heard that it hurts, but he said he has a numbing shot he can give you if you want."
Tina nervously nodded and said nothing.
***
The piercer showed up an hour later. She asked for the shot to numb her clit. Castle rubbed her clit a bit, which immediately became engorged because he had almost never touched it. Then the piercer clamped it, gave her the numbing shot, then pierced it. She was relieved that it was over so fast she couldn't believe it.
The next afternoon she was examining her piercing and realized that her clit was still numb. "Hmm, that must have been some powerful stuff" she mumbled.
When she still had no feeling the next day, she talked to Castle about it. They googled it, and it seemed like maybe the piercing had hit a nerve and damaged her clit. She removed the piecing and hoped for the best, but the sensation had never returned. She soon discovered that not only her clit but her vagina itself was less sensitive now. Her regular anal sex with Castle became the most stimulation she received, and after a month or two she even even began to enjoy it. Initially it was quite a shock to lose feeling in her clit and vagina and she struggled with depression for some time, but now, six months later, she had become acclimated and looked forward to their rough anal sessions even if they often left her bruised and sore and she had not orgasmed since the injury.
***
Back in the present, Castle was slapping her ass with one hand, yanking her hair with the other, and remembering how well his plan came together. The "numbing agent" wasn't novocaine, it was botox. He'd talked to some crooked doctor buddies who recommended a dose, and an occasional business associate with a piercing shop did the honors. Tina had no idea about the shop, and the piercer's cell phone went mysteriously dead after her incident, so he effectively vanished after he rendered her clit useless.
About two months after the initial incident, be drugged Tina and gave her another shot to her clit. His doctor buddies gave him a regimen to follow to keep her numb, so every once in a while he'd slip her a ruffie after their late-night anal session and re-numb her.
For the first few months after she lost her clit, he'd notice her rubbing it while he sodomized her, trying to find some pleasure there. It was like a sick game to him as he watched her interest in her clit lessen over time as it provided her with no pleasure, and about two months ago was the last time she bothered to touch her pussy in his presence. It gave him a deep and satisfyingly perverse thrill to know that he had reprogrammed her to focus on his pleasure and on trying to pleasure herself using only her asshole.
Castle was pounding Tina's asshole, deep in his recollections about ruining Tina's clit and was about to come when there was a knock on the door. In a flash, he yanked his cock out of Tina's ass and had his 1911 off the counter and in his hand pointed at the door.
"Who is it?"
"Harry"
Recognizing the voice, Castle walked over and opened the door as Tina turned and fled to the bathroom. Harry walked in seemingly unphased by Castle's nudity, and said, "Steve, I'm sorry for coming by so late, but I need to get to Mexico quickly, and I didn't know where to turn."
"That sounds ominous."
"Susan and I got into it again, and things escalated a bit. I think it's best if I get out of town for a while."
For Castle, there was no question that he would help Harry. They had met years back on a case, and Harry had been a steadfast friend ever since. Castle couldn't count how many nights they spent out drinking or pounding hookers at Lamont's place. On the short list of Castle's friends, Harry was at the top.
"How urgent is this? I was just about to empty my balls in Tina, and I'd like to finish. You want a piece? She can blow you or you can wait and fuck her ass. Her pussy is not much use these days."
"A blowjob would be great. She deepthroats?"
"You know she does." Louder, "Tina, come back out please."
Tina came out of the bathroom with a small robe on. She says nothing as looks at Castle, still nude, and Harry who is taking off his clothes.
"Baby, Harry and I need to run an errand in Mexico, but first I need to finish what we started. I figured while we were at it Harry might as well join in. He loves throatjobs."
It wasn't the first time Castle shared her, but it was still a bit shocking as he didn't do it very often. He also never asked, just simply told her what was about to happen. Once, before her clit was damaged, he brought Lamont over and they used her pussy and ass for hours until she couldn't walk. She actually had to call in sick the next day, and when Castle fucked her that night he laughed and commented that her holes were still totally blown out.
With out a word, she got on all fours facing Harry with her ass toward Castle. She heard him squirt some lube on his dick and felt him line it up with her asshole as she opened her mouth and Harry pushed his long cock into the back of her mouth. After a few nudges, he groaned as he sank into her throat. She struggled not to gag and barely noticed as Castle started to fuck her loose asshole in earnest.
***
They left for Mexico well before the sun came up. Tina was laying on the ground semiconscious and naked with cum dripping from her mouth and asshole. Castle smirked as he thought back on how they had used her. He didn't think she managed a full breath of air the entire time Harry was in her throat. He thought he might just have to play some more breath games with her in the near future.
The run to Mexico was uneventful. Harry told him a bit more about what happened the night before, and Castle suggested some ways to mitigate some of the issues that might arise in the future. It was a nice trip, with two good friends just chatting and enjoying each other's presence.
***
Castle got back to LA mid-morning. He'd been in his apartment a few minutes when someone knocked and said "LAPD, open up."
Exhausted, Castle groaned quietly as he opened the door.
***
The detectives were looking for Harry. Castle played dumb, so they took him to the station for questioning. After a few hours of questioning, they put him in gen pop with the other inmates to stew. He was thankful for the break and napped, and when they pulled him out that evening they finally spilled why they after Harry.
"Mr. Standell's wife was found dead this morning by their housekeeper. She appears to have been strangled to death while having sex. The bastard apparently kept on after she died, and we have the resulting semen sample. We haven't matched it against Mr Standell's yet, but with all the security on that house there is little doubt who it belongs to. You are looking at an accomplice to murder charge unless you spill, so make it fast."
Castle told them he didn't believe it, and nothing else.
They ultimately put him back in gen pop for the night.
***
The next morning, a large sergeant called Castle's name, then walked him out of the jail. Castle wasn't about to argue, but ran into the detectives who were questioning him just before he left and said, "I know you guys will realize that Harry is innocent. There's something else going on here."
They glanced at each other knowingly, then one said, "We got word last night that Mr Standell is dead. He was robbed and murdered in a small town just south of Tijuana."
***
Castle slept for about 20 hours, but when he woke up, he started in on Harry's case. Susan's sister had a cottage in Venice, and that's where he headed after grabbing a few supplies.
Lana was built like her sister - blonde, slender, mid-30s trophy wife. However, Lana had never married. She was a somewhat successful artistic photographer with enough pictures hanging in galleries that she could live comfortably. He didn't peg her as a lesbian, but never saw her with a man so had no idea what to think about her. He suspected she was one of those people who simply didn't care for sex. Their parents had died years before, so she lived alone with her dog, hung out with a few friends, and took photos.
He knocked on her door around 10 am. She was visibly upset - after all her sister had been dead for only two days - so he played the sympathy card, gave her a big hug, and was in the door. They sat and mourned their loss, and then he got up to get her a glass of ice water. The ice helped cover up the flavor of the drug cocktail he slipped her.
After a 15 more minutes of commiseration, she started acting groggy and the drug had obviously kicked in. He started the questioning.
It took only a few minutes to get to the more important details, the ones she would never willingly tell. It turns out Susan liked cock a lot more than Harry ever realized, and liked it big as well. Lana told him torrid stories about her sister, like how she fucked a succession of locals during their week long honeymoon in Jamaica. Or how they'd go out for girl's night out almost every week, and most nights Susan left early with the biggest guy in the bar. None of it was much of a surprise after his conversation with Harry, but it made him hard listening to Lana's stories about her sister sucking off random men at parties and getting DP'd by pro basketball players in town to play the Lakers. He adjusted his stiff cock in his pants as he asked whether Susan had a life insurance policy. Lana said she did have one for about $100k and that the insurance company had already contacted her as her sister's beneficiary. He got all the details and had what he came for.
He sat for just a second staring at the beautiful wasted beauty and feeling his hard cock before he stood, unzipped his pants, and slid his cock between her lips. Without a sound she began nursing on it like a baby. He closed his eyes, gently placed a hand on her head, and let her gently suck the pre-cum out of his dick.
He lost track of time. She was drugged, so she simply sucked and sucked. And sucked. At some point, he pulled out or her mouth, and she looked around confused. He led her to the couch, sat down while pulling her between his knees, and felt her warm lips wrap around him again. She started gently nursing again, and he laid back and let her please him with her soft, unwilling mouth.
Her sucking was so gentle it took forever to come. It felt like she edged him for hours until he finally fed her the load she had nursed out his balls. He didn't count but was sure he shot 6-7 times in her mouth. Due to the long build up, it was one of the most satisfying ball loads he had ever emptied, and it felt absolutely huge. She just kept gently nursing and swallowing until he was done cumming and pulled her face off his cock by her hair. With the determination of her single track drugged mind, she started gently sucking and nibbling along the bottom of his cock. He sat for a second and looked at the clock - 12:30. She had been sucking him for about two hours without a pause or a word of complaint. As she nibbled on the underside of his cock, he thought through what he needed to do today and figured it could wait another couple of hours. He fed the head of his cock back into Lana's mouth and felt the gentle sucking start back up. He released his bladder and, using his fingers on his cock to control the flow, let her gently nurse the piss from his bladder just as she had nursed the cum from his balls. It took a few minutes, but as she sucked out and swallowed the last few drops of piss and his cock became completely hard again, he did the math and figured he'd dose her again in an hour or so. He sat back, closed his eyes, and let Lana go back to work. It was going to be a long but incredibly pleasant afternoon.
***
It was about 5 pm when he finally left. They day was pretty much shot, but it had been probably the most sexually satisfying day of his life. After the second 2 hour long blow-job and massive cum load, he didn't think he could get hard again. But after a quick snack and another piss nursing session, Lana's gentle, sucking lips had him hard again and he figured the investigation could wait until tomorrow. He idly thought about fucking her. She had to be tight, possibly virgin in both her pussy and asshole, but he was enjoying her robotic nursing too much to stop.
So, again, her incessant nursing worked his cock to the brink and kept him there. After so much time spent receiving an incredibly soothing and meditational sex act, he closed his eyes and faded out until he was just concentrating on her wet, gently sucking mouth. She never varied her speed, never sucked harder, just kept applying the same insistent vacuum to his cock head. He played around a bit, moving it in and out a few times, using a hand on her head to gently push against the back of her throat, but it really just broke the spell and so he ended up laying on the couch letting her coax her dinner out of his balls.
After so much stimulation, his orgasm was almost painful, but he fed her a final load for the day. Again he was surprised how much cum she coaxed out of his balls. As she knelt there drugged and waiting for him to use her again, he prepared a sedative and brought it out to her. She drank it down without question, and, after she nursed out one more incredibly pleasant bladder full of piss, he led her to her bed and laid her in it. He knew the scopolomine he had put in her drug cocktail would erase all her memories of the day, even from before he arrived, but he knew he wasn't done with her so he made a phone call to secure her until he needed her again.
He swore his balls were flat from Lana's hours of sucking, so that night he slept contentedly in his bed and gave Tina's asshole a night off to tighten back up. Which he knew was silly after all the cock he and occasionally his friends had pounded into it. He drifted off to sleep with a smile on his face as he thought maybe Tina would try to masturbate her numbed pussy and wondering if she would resort to sliding her old dildo in her ass after her pussy failed her. Maybe her asshole wouldn't get a night off after all...
***
The next day he visited Harry and Susan's neighbors, Ted and Bianca Huffman. They lived in a beautiful older mansion on the beach in Malibu. Castle passed Harry's empty house next door, and reviewed his plan.
Ted was a formerly successful Hollywood producer, but had become known for being an unreliable and mean drunk and hadn't worked in years. On the other hand, Bianca was a tall beautiful German blonde with a trim athletic body. Castle was familiar with both because of Ted's ruined reputation and Bianca's flirtation with a modelling career. She'd had some moderate success, but her drunk husband got jealous and beat up a well-known and completely innocent photographer, thereby ended her nascent career.
Ted opened the door, and after a short introduction invited Castle in.
"You want a drink?"
"It's 9:30 in the morning..."
"True, we'll start with something light - gin and tonic?"
Castle thought about it for a short second, then said "Sure, sounds good."
They enjoyed their glasses of ice cold gin with a splash of tonic and talked about Harry and Susan.
Ted knew them well. It turned out the couples spent most weekends together, and often went out to eat. Harry didn't mind Ted's misbehavior enough to stay away, though over time Ted noticed that Susan didn't come around as much. Ted said there was many a night where he and Harry sat up drinking til they passed out, often waking up the next morning passed out on the porch and teh two men would start drinking and pick up right where they left off.
"I'll miss Harry. He was one of the few men I ever knew who liked to drink as much as I did."
As the echo from those words died, Bianca walked in. She had aged since the last pictures he'd seen of her, but she was still stunning. She had to be six feet tall, had a more muscular figure than he remembered and what were very likely small fake tits to offset the effects of gravity on her 40-something-year-old body. She'd been sunbathing, and while the white bikini was not quite obscene, it left little up the imagination and was clearly designed to minimize tan lines. Castle figured she was not expecting guests as she saw him and self-consciously covered her delicious body with her towel. Despite still being drained from feeding Lana all day the day prior, his cock twitched at the beauty on display before him. He knew Harry had banged Bianca quite a few times over the years, and he could see why Harry kept coming back.
"This is Steve Castle. He's a friend of Harry's, and he stopped by to commiserate."
"That's not exactly correct. I'm a private investigator, and I want to know what happened to Harry. I don't think he killed his wife."
For just a second, Castle caught the distrust in her eyes, and then she smiled that smile and said, "It's nice to meet you Mr Castle."
"We were just working up a good drunk in memory of old Harry - you care to join?" said Ted with another large drag of gin.
"No, I'm going to have a shower." she said slightly disapprovingly and left. He enjoyed the view of her muscular thong clad ass and the fact that she clearly didn't want to seem overly modest so didn't cover it with her towel as she retreated.
That drinking session turned out to be one to remember in more ways than one. They drank and drank. Castle was drunk before noon. People he didn't know flowed in and out, and his memory got foggy. He vaguely remembered a drunken confrontation between Ted and Bianca before she stormed out. They celebrated her departure with tequila shots.
At some point several other people showed up and it became a party in earnest. Those people invited more and the night turned into a strange series of vaguely remembered snapshots. Shots of unknown booze with Ted. A decent blowjob in the upstairs bathroom from a young actress that thought he was a producer buddy of Ted's. He remembered telling her to jack him on her face when he came, which she did without hesitation and then licked it up when he told her to. Later, while stumbling around the house, he accidentally walked in a well known older black actor roughly sodomizing what had to be a young and handsome aspiring actor. He vividly recalled the painful grunts from the young man and the surprisingly large black cock roughly pistoning in and out of his ass. There were drugs, booze, and available young men and women everywhere. It was like Sodom and Gomorrah.
Again, Castle could see why Harry liked to hang out at Ted's.
It was a blast, but all good things must pass.
About 4 am, Castle plopped next to a obviously extremely drunk Ted and said, "Are you hot? It's hot in here. I think I'm gonna swim."
"The hell you are, you're drunk!"
"I'm not that drunk. It's hot. You can come with me if you want."
Castle walked outside, and Ted followed.
***
The morning sun felt incredibly harsh to Castle's hungover mind. The police questioning hadn't helped. They'd been here since just before the sun came up. Swimmers were still in the water looking for Ted's body. The party had dispersed immediately after Castle announced that Ted had been carried out by the tide and someone had to call the cops. Bianca had returned sometime after the police, and had immediately fled to her room to weep. Castle knew they had followed her up and questioned her, but he had stayed away and sat on the back deck nursing his hangover.
***
Again he slept for many hours, this time not to recover from a day of intense sex but to recover from his hangover. He did manage to intercept Tina in the early morning on her way back from the diner. He simply led her into his apartment without a word and gently pushed her to bend over his couch. She knew what was next so she lifted her diner waitress skirt, pulled her thong to the side and stuck a couple of saliva covered fingers in her asshole. Castle enjoyed the show for few seconds as he rubbed lube onto his cock, then lined up with her fuckhole. She pulled her fingers out and braced herself as he slid into her. Her asshole started somewhat tight, but very quickly opened up as it had hundreds of times before to accept Castle into her body. As he started to pump, it felt good and she rutted back. She then had a moment of clarity and realized that their day off left her missing Castle's cock in her ass. When they had started their "relationship," she had not been with a man for over ten years and was a lesbian. But over a year of stimulation from Castle's cock, as well the tragic damage to her clitoris, and rewired her to find her pleasure riding Castle's cock with her asshole. She shuddered in disgust as she pumped her ass harder and tried to find a penetration angle that gave her the most pleasure.
"Fuck me harder" she grunted and then was immediately embarrassed.
Castle smiled. "You've started to like cock in your ass, haven't you?"
Quietly, "yes."
"Is it the humiliation or does it actually feel good?"
"It... it feels good."
"I thought you didn't like cock? You told me you were a lesbian when we first started."
"I was, NO, I mean I am. I just like your cock."
"In your asshole?"
"yes"
"Do you want me to fuck your pussy? It's got to have been months since I fucked it?"
"No, I... I can't feel it anyway. I want you in my ass."
"Can I help you come when I fuck your ass? I want you to enjoy it, too" he lied, still pumping her loose asshole.
"I can't... I don't know" she grunted. "Just fuck me hard."
"You want me to pound your shithole?" he teased.
She knew what he wanted her to say. "I want you to pump your cock in my shithole and spray my guts with your cum. I want your cum inside me. I think I might be able to come if you fuck my shithole hard." She felt a few tears slide down her cheeks in humiliation.
Castle didn't see the tears, but he knew her well enough to know she was being utterly humiliated by her words. So he fucked her. Hard. He grabbed a handful of her hair and slapped her ass while he grunted out obscenities about had she'd become an anal whore. He kept a string of dirty talk going that both excited him and humiliated Tina.
"I wonder how many times I've fucked your asshole? It has to be a couple of hundred by now. Do you think any of your girlfriends have been fucked in the ass hundreds of times? Do you think your sister ever came from being assfucked?"
"Back when you were a lesbian, did you ever think you'd be humping back trying to empty your boyfriend's cock in your asshole?"
"I can't get over how loose your shithole is now. Do you remember how tight it was in the beginning? Now it's looser than most women's pussies. I love how it hangs open when I pull my cock out."
It was very good sex - his hand pulling her hair, the diner uniform that was still wrapped around her slender torso, Tina's loose asshole that he had destroyed over the last year, the dirty talk, Tina's obvious humiliation, and the way Tina's hips unconsciously humped back against him while she struggled to pleasure herself only from anal stimulation. It was all too much, and he suddenly found himself grunting in pleasure as Tina's pumping ass milked his load into her guts. She kept going for a few seconds in frustration, then a slap on her ass set her in motion and she spun around to suck his cock clean.
Tina licked and sucked her ass slime off his cock and felt like she might cry.
***
Things came together over the next couple of weeks.
He visited Lana in her new room at Lamont's whore house. Lamont had picked her up after Castle's previous session with her and had put her to work the same day. She hadn't left since, and in the last several days had learned a new profession - fucking black men for money. She would have brought more money in a house that catered to the wealthy white crowd, but her semi-famous sister might make her recognizable to men who knew her family, so they sent her to Compton. She might have been frigid before, but she'd soon have just as much experience as her slutty, dead sister. Castle was a bit sad he hadn't gotten to fuck her when she was still tight, but there were tight women and girls all over the place; the sensation of Lana gently suckling on his cock for hours on end was too unusual to pass up.
She wasn't happy to see him, but after a bit of coercion they settled their business. He then gave her the same drug cocktail as before, which she drank hesitatingly, and laid back on the couch for another long day of gentle, teasing, almost torturous edging. He was determined to cum four times when he started, but again only made it to three before his balls were empty. If anything, his second session with Lana was even better than the first because he knew what to expect so just laid back and enjoyed it. She said her knees had swollen terribly after their last session, so this time he put down a pillow for her to kneel on so as not to damage Lamont's property. In return for Castle giving her to Lamont, Castle was guaranteed a couple of days a month where she was set aside to nurse Castle's cock until he couldn't get hard anymore. Castle had explained her amazing blowjobs to Lamont, and Lamont had tried her and agreed it felt great. However, it took too long and he would lose money if he whored her in a drugged state, so he employed her in a more conventional way - as a set of three holes for men to use in a more traditional fashion.
As the now drugged and compliant Lana started nursing her first ball-load from Castle's cock, he wondered if he'd ever get tired of her insistently gentle blowjobs, and decided probably not.
***
He stayed in touch with Bianca after Ted's death. They bonded over the incident, and he acted as her counselor as she coped with the death of her husband of 15 years and the loss of her long-time lover. She told Castle how she often wondered if Harry was the love of her life, then cried at her betrayal of Ted.
After two weeks, Castle got the news he was waiting for and called Bianca.
"There's been a development. A local sheriff called me from the town where Harry died, and there's evidence that his death may have been faked."
Gasp "What?"
"I'm going down to check it out. Do you want to go?"
"Yes, yes, I do. When do we leave?"
"Pack a overnight bag, I'll be there to pick you up in an hour."
***
"New car?" she said as she climbed in.
"Rental. I didn't want to risk my car breaking down."
They grabbed a fast food lunch on the way out of LA and drove the three hours to the small town. They chatted. She told stories about Ted, he told stories about Harry.
He drove down a dirt road up to a lovely, very isolated, walled estate. The gate opened as he pulled up, they parked and got out. She said, "where are we?"
"This is the address the sheriff gave me."
A bit too excited, "Harry's here?" "Maybe." She started walking toward the house.
Just then, the door opened and Harry stepped out. "Hey, baby" he said with a smile.
Then Bianca felt a blow to the back of her head, and her world went dark.
***
She woke with a pounding head. But there was something else, she felt foggy. She sat up and moved to stand and heard Harry say, "whoa, baby, careful, you don't want to fall"
Slurred "Where have you been? What did you do to me..."
"I just gave you a little something to loosen you up. We wanted you to be nice and relaxed."
Castle walked in with a beer and a shot of tequila, looked at Bianca and said, "ok, here we go"
Slurred "What is going on..."
"I'm sorry baby, let me explain. I knew Susan was a slut. It bugged me, but I was able to deal with it for years. After all, I had you to fuck after I got Ted drunk. I can't believe he never figured out that all those nights I spent there I was fucking you the whole night while he was passed out. And you were a great piece of ass baby; I didn't mind Susan being such a whore with your pussy as a consolation prize.
That last day though, she had come back that evening and had obviously been fucked all day. She had cum in her hair for Christ's sake. She started mouthing off at me about how I was too much of pussy to please her, and I just lost my temper. I punched her couple of times to soften her up, ripped her clothes off, put my belt around her neck, and gave her the fuck of her life. Hell, it was the best fuck we ever had. I struggled not to come until I saw her eyes start to go dead and then I had by far the most satisfying cum she ever gave me. It was incredible."
Bianca just sat and listened in horror.
"Anyway, laying there on her still body while I was panting and basking in the afterglow, I realized that I may have been rash. I threw some stuff in a bag, headed to Castle's, and after we relieved some stress with that waitress he bangs, we drove out and cooked up a plan. See there were two major problems - I needed to disappear, but didn't have much money, certainly not enough to retire on.
Castle - I have to say - had a fucking great plan. When rich people die, there's insurance money. I knew Susan had a modest policy she'd leave to her frigid cunt sister, but I would need more. I'd told Castle before about the married German pussy I'd been draining my balls in, so he suggested another insurance payout was the solution.
Susan's sister was easy prey, and apparently Castle had a very nice time melting her frigidity. She has a new career, so doesn't need the $100k which she signed over to my Caribbean account a few days back. Ted's tragic demise left you with a nice parting gift - $2 million! We've been waiting for you to get the money, and now you just sign it over to me, we have some fun, and we part ways as friends."
Like Lana, it took a bit of coercion, but eventually Bianca made the call and transferred her money to Harry's account. After it was done, they had celebratory shots of tequila and started stripping down.
"Ok, baby. Were gonna have one last fuck session and try out some new things, and then we'll be done. Oh, and Castle's gonna help expand your horizons a bit."
As she looked over, Castle was smearing lubricant on his large, fat cock and smiling malevolently.
***
"Aaaaaiiiiigghck!"
She was screaming around Harry's cock as Castle pumped her formerly virgin asshole. He didn't want to damage her too badly, so he'd stretched her a bit with his fingers first, but not enough. It felt like he was tearing her asshole open as his well lubed cock opened her intestine for business. Immediately he started pumping and the sound of slapping hips, gagging, and the occasional squeal filled the room. He looked down and her asshole was wrapped so tightly around his fat cock that it was white except where there was a minor tear that was bleeding a tiny bit.
"Uh...her throat is nice... I knew it would be...I owe you one, Steve. You saved my ass."
Panting as he pumped in her still tight asshole "I don't have many friends, Harry. I'd never leave you hanging just for strangling a cheating whore."
"You know... I don't think she starting fucking other guys until... she after caught me fucking her friend, Kate... She said something about therapy but I wasn't interested... I'd wondered if she was just fucking other guys to make me jealous..."
Pounding harder, loud slapping sounds and loud grunting mixed with gagging sounds from Bianca "Well... her plan worked better than she expected I guess..." Harry chuckled as he skullfucked Bianca.
"Alright baby, I'm gonna come right down your throat so take a breath" then Harry shoved his entire cock down her throat and came with her nose pressed hard against his pubic bone. "Goddamn baby, I've been waiting to do that since I met you."
When Harry pulled out, Castle grabbed a handful of hair and started pounding her tight hole in earnest. Harry just sat back and watched her face - her mouth hung open with a line of cum-drool, her red, teary eyes stared a thousand miles away as Castle rode her asshole to a very satisfying nut.
As he caught his breath with his cock still in Bianca's ass, Harry stood up, his cock rigid again, and simply fed it back into Bianca's facial fuck-hole.
***
They kept her for about a week. They lived up to Harry's promise about expanding her horizons, which included stretching her holes as well as introducing her to some new ways to please a man. The only garment she was allowed to wear was a tiny red thong bikini Harry had when she got there, which looked amazing on her tight body and small fake tits, and served to help harden their cocks and earn her another fuck.
They were watching a soccer game. The tall, slender blond, former model Bianca was drinking another bladder full of Harry's piss. For the last week, they had used her whenever and however they wanted, and it had been a nightmare for her. They'd forced both of their cocks at the same time in both her pussy and her asshole, and due to her crying and struggling they decided that was a a lot of fun and afterward double fucked both her holes whenever they used her together. Her formally tight holes were now a loose wreck, and a couple of days back Harry had introduced her to fisting. She had been horrified when her now loose pussy swallowed up Harry's large fist and she felt her lips close around his wrist.
In the last week, she had swallowed more piss than she could remember, and on several occasions her tongue had been their toilet paper. They had a few sessions where one of them would fuck her while the other burned her with cigarettes, which both men agreed was great fun as she clamped her pussy and ass incredibly tightly whenever the cigarette kissed her. Her formerly beautiful breasts and ass were now covered in bruises and cigarette burns, and typically they ended the session by mercilessly burning her clit until she passed out.
In her pampered life, she had never imagined that a man could ever be so cruel to her, especially her former lover Harry who she had thought was the love of her life. She felt thoroughly used and broken and just wanted them to let her go like they promised.
There was a knock at the door, and Castle answered it as Bianca sucked the few last drops of piss out of Harry's cock. A middle aged, short, chubby Mexican in a police uniform walked in, and he and Castle shook hands. They chatted for a few seconds in Spanish, and then Castle told her to get her bikini.
"Harry didn't explain it before, but our plan hinged on the local sheriff's report that Harry was dead. I've known Sheriff Martinez for a few years, so we negotiated with him and he agreed that one blond model would be appropriate payment for the services he rendered. So, now you are going with him, and you are going to fuck him, his men, his friends, his dogs, and anything else he tells you to fuck. For the rest of your life."
She had a look of horror on her face but in her shock and fear said nothing as she put on her tiny red bikini. Harry got up and gave her a hug and a peck on the cheek and said, "It's been fun baby, take care" and gave her a light smack on her bruised and burned thong-clad ass as the sheriff led her to the first day of her new life.