Warden's Wife Pays His Debt Ch. 03

This story is posted on the Literotica website; the author does not give permission for it to be reposted or reprinted anywhere else without consent. This chapter picks up right where the second one left off...it is good as a standalone story, but I would recommend reading chapter's 1 and 2 if you haven't done so already.

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Mylo Dickenson entered the warden's big office and surveyed his handy work. The warden's naked wife lay face down on her husband's desk with a handkerchief stuffed in her mouth and held in place by one of his neckties tied tightly around her head. The rapist had gagged her at some point during his earlier assault as she was screaming and crying too loudly; not knowing who might wander into the building, he muted her, not wanting to take any chances of them being discovered from the first floor lobby.

Her narrow wrists were cuffed behind her back and the only clothing item that remained on her spectacular nude body were her 4" heels, which due to her bent knees, were pointing up at the ceiling as another of her husband's neckties connected her ankles to her wrists behind her back.

She struggled against her restraints as indistinguishable cries escaped her muffled mouth.

As Mylo strolled up behind her, the redness of her well-spanked tight little ass framed her swollen pussy lips from which a slurry cocktail of their combined juices oozed out onto her husband's desktop. He contemplated taking her yet again, but decided if he was ever going to attempt an escape from San Quentin Prison, the time was now.

But that inviting pussy was impossible to ignore...

Mylo had to admit, that the warden's wife was one grade-a hot piece of ass. After 18 years in the big house, he'd come to accept long ago that his big cock would never again have an opportunity to ream out another tight wet cunt. But as he stood here now, admiring the robust creampie oozing out of her gaped pussy lips, he couldn't help but wonder how the stars had aligned and provided him with such good fortune. He'd already pumped a couple of big loads into the gorgeous brunette and despite her objections; she'd climaxed on his big dick a handful of times herself. Mylo had fucked enough squirters to realize after her first one, the warden's wife's quim was an unabashed little gusher.

The huge head of Mylo's massive cock began to swell and that familiar yearning formed in his ever-churning balls as he looked hungrily upon her. He contemplated his choices at the moment: Untie this bitch and attempt to break out of San Quentin Prison, probably getting killed in the process or stick his big fucking cock back in the hot slut's tight dripping hole and plant another deep load where only he had ever deposited one (well two actually, but who's counting) previously.

He opted for door number two...well not literally, that fun place would have to wait until later.

"HEY CHIEF, REST UP FOR A BIT! CHANGE OF PLANS!" Mylo yelled out to the tortured handcuffed warden in the adjacent room.

Mylo roughly pulled Liv Rawlins' sexy hips back to the edge of the desk and gave her a hard spank. The sound from the heavy impact and his wife's muffled cry was loud enough for the warden to hear. Mylo pounded her sodden pussy lips with the head of his rapidly swelling cock, splattering their previous cum cocktail across her husband's desk. He then pressed the bulbous knob against her hole and smeared the thick gruel up and down the crack of her gorgeous ass, paying special attention to her asshole. He had inserted one of his big fingers in there earlier, causing her to moan through her gag and squirt all over her husband's desk not long thereafter. He contemplated breaking in her puckered sphincter now while her husband listened, but he wanted that to be a longer, more drawn-out process that that mother-fucker would be forced to watch. Right now the rapist just wanted to drain his heavy balls again.

Her tight, wet pussy would do just fine for that purpose.

Mylo lined himself up and shoved the huge head between her juicy lips. The warden's wife groaned loudly as Mylo proudly observed a thick wave of their combined juices get displaced, ooze out around his veiny dick, and finally splatter on the concrete floor at his feet.

Liv Rawlins couldn't believe this man was capable of having sex again so soon. While she knew he had nearly 20 years of pent up sexual energy flowing through his muscled body, the idea that he could recover so quickly after ejaculating so recently seemed inconceivable. She'd been amazed that he'd remained rock hard after his first climax and had fucked her so thoroughly for what seemed like forever before exploding a second time, but doing it again now was impossible to fathom. Yet here he was stuffing his long thick rock-hard cock back inside her again.

Their earlier fucking had been one of the most emotional experiences of her life. Her knowledge of who was assaulting her and the brutal means by which he was doing it was the scariest thing she had ever endured. Handcuffed and stripped naked in her husband's office and then being bound and raped on his desk was a terrifying fate she never could have imagined in her worst nightmare. The fact that it was a notorious rapist with a massive penis administering her assault made it all the more torturously frightening.

But after the horrifying act had begun, the scariest part wasn't the rough physicality or the filthy dialogue Mylo Dickenson inflicted upon her unrelentingly. No the scariest part was the way her naked body responded to the depravity while her husband lie injured and unconscious in the room next door. The young wife experienced incomparable pleasure unlike anything she'd ever imagined...all from an evil man who by all accounts should never have had sexual intercourse again in his life.

The life-sentenced felon clearly made up for lost time when he took her more aggressively and confidently than any man ever had. And in spite of her reluctance and unending pleas for relief, she couldn't help but respond when he repeatedly did things in pleasurable ways she'd never known possible. Every bite of her nipples or spank of her ass sent erotic chills through her body that, in addition to the unimaginable enjoyment his magnificent cock provided deep within her, eventually moved the young wife toward climax after climax.

And these weren't just ordinary orgasms. These were cums unlike anything Liv Rawlins had ever known; every nerve ending in her body experiencing such sated enjoyment that each climax culminated in ejaculations that had only previously occurred on the rarest of sexual occasions.

Mylo Dickenson made her squirt like a fountain every time she came.

Now here he was fucking her hard and fast yet again. He was so deep, the fat head of his cock reaching places she'd only ever experienced once before...less than a half-hour ago. The same feelings of undeniable pleasure permeated her overworked pussy.

And yet she did her best to resist, trying hard not to moan or grunt as he plunged into her repeatedly.

Mylo Dickenson had no such inhibitions, "Fuck yeah bitch, damn your fucking pussy is tight! I can feel your juice dripping off my balls and yet it still feels tighter than I remember em' back in the day! But fuck is it GOOD!" He made sure he shouted loud enough that Grant Rawlins heard every word. Then he slapped the warden's wife's sexy ass yet again.

The warden lay in the adjacent room helplessly tormented by every sound coming from his office. Just then he heard the teeth-gritting squeal of his desk being bumped around his office again. His stomach churned as he sickly considered the force it must take to move the heavy desk as easily as it appeared through the frequency of the squeals. He also couldn't stop thinking about the size of the sex organ that was administering the onslaught within his poor wife.

Mylo reached forward and untied the necktie holding Liv Rawlins gag in place. She breathlessly spit out the handkerchief, "Please stop this madness...you've gotten everything you've wanted and I can't take anymore...please."

Grant Rawlins could now hear his wife's voice, but couldn't make out what she was saying.

"Oh you can take a lot more, and trust me bitch, you will!" Mylo taunted before he spanked her hard again.

This time the warden heard his wife's screaming response.

Mylo leaned forward and gripped her huge tits in his big palms. He squeezed them tightly as he leaned into her ear and growled, "I really like these big fuckin titties, do you have any idea how much of my cum is going to be dripping off of them?"

She looked back at him with fear in her eyes, "Please just let us go...uhn...oh God..."

The warden's wife couldn't even finish her plea as Mylo pounded into her with more vehemence. He could tell her mouth was saying one thing, but her body, specifically her pussy, was feeling another.

"Are you sure you want me to stop slut? Your pussy is dripping like a faucet and your big nipples are hard as stones. You sure you ain't gonna gush all over your husband's desk again?"

The warden listened agonizingly for his wife's response as he heard skin slapping and the ever-present squeal of his desk scraping across the concrete floor.

"No...ugh...please...you need to...God...you need to...uhn...uhn...stop...pl-ease..."

Mylo had been sucking on his finger as he listened to her half-hearted begging. Before she could say another word he slipped the thick digit into her puckered hole once again.

"No please not in there again...Mr. Dickenson...sir...please take it out...uhn...uhn...uhn...God...uhn...Fuh...Jesus!"

"You didn't seem to mind it so much last time baby!" Mylo shouted before laughing loudly. He could only imagine how painful this must have been for that asshole warden to hear him fucking the living shit out of his gorgeous wife. This time, unlike earlier when he'd first regained consciousness, the mother-fucker in the next room would know exactly whose pussy was getting reamed and better yet, he'd know whose huge cock was enjoying his wife's hot hole.

Now Mylo was going to make sure the warden heard his wife cum all over his massive cock. "Tell me bitch...tell me you want to cum on my big cock!"

"...No...no...not again...uhn...no...can't...won't..."

"Say it...say it bitch!"

"God...don't do this...Jesus...oh...oh..."

"C'mon slut...you know it's coming...let it go...you know you've never felt anything like it. Gimme that fucking cum!"

The warden listened for his wife's response but all's he heard was more slapping of skin, deep guttural moans, and the shrieking of his desk.

"FUCK THAT'S SOME GOOD PUSSY!" Mylo screamed out as he wiggled his finger in her ass more aggressively knowing they were both only moments away.

"...God...please don't...OH GAAAWWWDDD! OH MY GOD," was the last thing Grant Rawlins heard his wife scream before Mylo's triumphant wail.

"YEAH YOU HORNY BITCH, SQUIRT THAT SHIT ALL OVER MY DICK. HERE COMES MY LOAD BABY, I'M GONNA FILL YOU UP...UHN...UHN...UHN...FUCK THAT'S GOOD...TAKE IT BITCH!"

The warden lay bound and injured, helplessly wrecked by what had just transpired again in his office. He wondered how this could possibly have happened and what the chances were that the one inmate to come along following the catastrophe, when he and his wife were most vulnerable, would be Mylo Dickenson, one of the most notorious rapists in San Quentin's history.

The warden was suddenly reminded of a passage he'd read from a report filed by a renowned clinical psychologist in Mylo Dickenson's file years before. She and a couple of other noted PhD's had done an exhaustive behavioral study on some of the most infamous sex offenders ever captured. The passage that had always resonated in Grant Rawlins' mind read: "This man is the worst kind of sociopath. He has no cares or feelings for other human beings in any way shape or form. I've never encountered an individual who shows less remorse for his crimes than Mylo Dickenson. He truly believes he did all those women a favor by raping them so brazenly while their husband's or significant others were forced to watch. His sexual drive is higher than any predator we have ever studied, in fact, his numbers did not even register on the chart we've used for 20+ years. He is a man you would never want to spend even a moment with your wife or daughter...he should never be allowed out of prison."

Warden Grant Rawlins got tears in his eyes...his beautiful, confident, intelligent, outgoing wife had just spent two hours with that monster...

Back in the warden's office Mylo pulled his softening cock from the warden's wife's gaped pussy. A sticky string of sexual juices stretched from her hole to the tip of his cock as it flopped out and he pulled away. Both of them were still breathing hard and their sweat soaked bodies bore evidence to the intensity of their mating. He spanked her one final time before he turned his attention away from her dripping pussy in search of her purse.

Mylo opened her wallet and was pleasantly surprised to find $300 of cash inside. He confiscated it and found a dry spot of the desk to place it. He found a couple of sets of keys, one containing key faab's to her BMW and her husband's Range Rover. The same chain also held a couple of other keys that Mylo suspected were house keys of some sort. The other set he found contained only a single key that said "Sea Ranch House" on the chain. He tossed both sets on the desk with the cash.

Mylo went over to the warden's closet and perused his collection of business suits. Grant Rawlins kept most of his business clothes at work as he typically worked out in the facility gym in the morning before showering and getting dressed for each day at work. He found one of the warden's workout towels and dried himself as best he could.

The rapist slipped on one of the pairs of suit pants and was pleasantly surprised they fit him pretty good except for being tight in the thighs and the crotch. He picked out a dress shirt and slipped it on. He turned to see Liv Rawlins watching him dress. Mylo smiled before slipping on the matching suit coat. It too fit him snugly, but no one who saw him in it would question the appearance.

The shoes were a different story. Mylo's size 15 feet weren't about to fit into Grant's 11 ½ sized dress shoes. He would have to make do with Jerry Kincaid's 13 ½ black work boots under his pant legs. The boot combo and suit pants didn't look great and his toes were smashed, but Mylo thought it was passable. He looked at himself in the full-length mirror and was actually impressed; the last time he'd worn a suit was at his trial 18 years previously.

Mylo slipped both sets of keys and the cash into his pocket before reattaching Jerry Kincaid's key ring to his belt and fastening the gun belt around his waist. The rapist then began rummaging through the drawers of Grant Rawlins' desk. As he sat in the rolling chair, Liv Rawlins' pussy stared him in the face. Much of his creampie had now seeped down her lips and puddled on her husband's desk. Mylo didn't find much in the drawers except a large pocket knife and a humidor with a case of Cuban cigars inside. Mylo slipped the knife into his pocket and placed the wood box on the desk.

"Okay baby, we need to get you dressed so we can go on a little trip, I'm going to take off your gag, I don't want to hear a single peep out of you or I'll use this pocket knife to cut his little dick right off, do you understand me?"

She stared at him blankly.

"DO YOU UNDERSTAND ME BITCH, MAYBE I SHOUD CUT OFF ONE OF HIS TESTICLES FIRST?" Mylo yelled as he pulled the knife from his pocket and opened up the 5" blade. Grant heard the outburst from the adjacent room.

Liv Rawlins eyes grew huge as she now nodded her head nervously.

"That's more like it slut! Okay, remember our deal, if you make a single noise, unless you are asked a question, I cut off the warden's little dick, are we clear?"

She nodded again.

"I don't want to gag that hot little mouth of yours again if I don't have to; I have far more important things planned for it. Do you understand?"

She nodded less enthusiastically.

"Good, now let's find you a shirt to wear, obviously your bra and sweater aren't in good shape..." Mylo said with a shit-eating grin as he returned to the closet. "Only your husband's dress shirts in here, but one should probably be okay if you tuck it into your skirt."

Mylo cut the ties that connected the warden's wife's ankles to her bound wrists; she breathed several deep breaths before straightening her legs. Mylo grabbed her by the torso and stood her up. Her big tits jiggled as she stood for the first time in nearly two hours. Mylo looked on approvingly at the smattering of hickey's he'd planted around her pebbled areolas. Her swollen nipples still bore the redness of his sadistic teeth. Now as she stood, her flawless heavy tits perched invitingly over her flat stomach. Mylo reached up and squeezed them with his big hands as she averted his gaze, "You got some nice big fuckin titties bitch!"

Mylo gave the soft round mounds a final squeeze before he bent down and retrieved her crumpled skirt from the floor. He had her lift one heeled foot at a time as he slid the silky floral print garment back up her long, well-toned legs. As it passed her thighs, Mylo proudly ogled the young wife's dark furry patch. Her pubes were matted and clearly bore the evidence of a significant semen bath. The skirt wasn't much less soiled; it had received its fair share of overflow from the sloppy mess spilling off the desktop above. Large wet spots and sticky patches blended haphazardly with the floral print.

Mylo stood, "I'm going to release your hands now, but if you try anything stupid I'll cut your tits right off!" He warned before cautiously removing her handcuffs. She immediately rubbed her aching wrists before doing her best to cover her full D-cups.

"Put your hands at your sides, I'll tell you when you can touch your tits bitch!"

Liv Rawlins reluctantly lowered her hands to her sides. She stood still as Mylo pulled one of her husband's button up dress shirts from the closet, "Put this on." She slipped her arms inside and pulled it closed as fast as she could. He watched as she buttoned it hastily; it looked like a dress on her slim 5'-5" body. "Tuck it in," he directed.

"Okay, we are going to go collect your piece of shit husband before heading out on our little trip, keep the conversation to his injuries and don't try anything stupid. I swear I will kill him if you do!"

The two of them walked out of the warden's office, Mylo leading the way with Liv Rawlins following not far behind. When Grant saw the hollow, almost absent appearance on his wife's typically confident face, he knew she had been through quite an ordeal.

While listening to the sounds coming from inside, the warden's mind had conjured up images of the treatment she was undoubtedly receiving from the rapist, but it wasn't until he saw her sullen face that the indescribable reality materialized. Besides her distant appearance, her face was swollen, her hair and make-up were a mess, her skirt was covered in wet spots, and her obvious braless tits jiggled freely inside one of his oversized shirts. She also walked with a limp.

Liv Rawlins couldn't bring herself to make eye contact with her husband.

Mylo addressed the warden as he held out his arms and admired his "borrowed' outfit smugly, "Hey shithead, your stuff all fit me pretty good wouldn't you say...actually I should clarify that statement...most of your shit fit me pretty good, there was one thing that was really tight and took some effort," he looked over at the warden's wife, "but with a little help from some squirtin' lubrication, we were able to stretch it out and make it fit pretty good too, weren't we baby?"