Wicked Proposition Part XXX
Added 2025-08-18 10:30:22 +0000 UTCThere'll be another story coming up today/maybe tomorrow as well. A one-shot. That one's really shaping up to be a good one. Thanks for being so patient.
When youâve lived hand to mouth your whole life, having that much cash all of a sudden can feel dangerous.
It feels like having a weapon. Suddenly, you have a way out. You have something to throw at all the horseshit you might have nipping at your heels all day. You have options. Security. Stability. Roger got short of breath checking his savings account. It made him queasy.
He had to set aside some for taxes. Evan never shut the fuck up about those. Then there was Lynneâs commission. But when all that was present and accounted for, he had about a yearâs pay squirreled awayâŠ
âMy guy! Look at that shit!!!â Evan cackled, clicking his key fob and lighting a smoke as they marched out of the restaurant.
The check was in Rogerâs death grip as he stared down at it, rubbing his dry lips together silently in disbelief.
âJesus ChristâŠâ He muttered.
âI thought you were an atheistâŠâ
He laughed.
âThereâs that smileâŠâ
He sniffled, snorted, and blinked in the span of a second. Turned away from Evan. His sponsor started to laugh, and reached toward his shoulder as Roger tucked his face into his elbow.
âAw, câmon, donât be a fuckinâ pussyâŠâ Evan laughed.
âIâm not. Iâm notâŠâ
âIâm joking, ya fuck⊠Get in the carâŠâ
Roger lit a cigarette and got into Evanâs passenger seat. His eyes remained glued to the check. Of course, nobody used checks anymore, but heâd made a specific request to have one printed from the publisher.
âNo more slinginâ pies for this fuckinâ guy, huh?!!? HUH?!! WHATâD I TELL YA?!!? TRUST THE PROCESS, BABY! WHATâS GOOD??! WHATâS GOOD, HUH!?!â
He tussled Rogerâs hair and slapped him on the cheek until he swatted him away like an annoying older brother. He was right.
âThanks, manâŠâ He grumbled through a nose full of snot.
Evan smiled and shook his head as they pulled onto the highway. âThanks for what?â
Roger shrugged. âEverything? You want an itemized receipt?â
âDonât get cunty⊠I was trying to compliment youâŠâ
âI donât know, man, IâŠâ
âYou did it, bro. You stayed the course. You worked the steps. You stayed sober. And now youâre reaping the rewards. Thatâs it. And Iâm really proud of you⊠Youâre in position now. You can breathe easyâŠâ
âLetâs not get carried awayâŠâ
âYouâve been doing what I told you to do, with your savings and whatnot?â
âYeahâŠâ
âYou can breathe a little bit. Donât get lazy. But you can breatheâŠâ
âIâm already sweating the next bookâŠâ
âAnd youâve got eighteen months to get it done. Donât rest on your laurels. Iâm not saying that. Iâm just saying youâre officially at the table. And Iâm telling you right now, as long as you donât drink nor use, youâll always be there. OK?â
Roger didnât respond.
âWhatâs the first dumb purchase?! Huh?!â
âA ringâŠâ
âAw, shit⊠For real!?â
âYeah⊠Itâs about fuckinâ timeâŠâ
**
âOH, MY GAWD, RAW-JUH!!!â
âSo, is that a yes?â
Kerryn wiped her face and nodded. âYesâŠâ
Roger helped her get the ring on and stood up, and she pulled him into her, compressing his lungs in her bear-like embrace as she wheezed through her nose. âMmmmm⊠Roger!!!!â She squealed.
ââBout time, huh?â
âYouâre not a minute too lateâŠâ
She backed him up to the couch and got on top of him, making him disappear as she pinned him, and the furniture squealed beneath her.
âI gotta drop some weight for the big day, donât I?â She hissed in his ear.
âI never said thatâŠâ
She chuckled. âYouâre a weirdo, yâknow that?â
âThat any way to talk to your husband?â
âItâs got a ring to it, doesnât it? Roger, I love youâŠâ
âI love you too, KerâŠâ
His cock was rigid against her blubber, warm and soft. It slid into a crease in her flesh, the fat around it formed a tight grip on him. She felt him pulsate and feebly attempt to move underneath her bountiful figure. She leaned further forward, and he buried his face into her cleavage, peppering the overfilled fun bags with big, sloppy, kisses.
âWoah!â She gasped.
She almost fell backward, but he grabbed her wrist and pulled her back toward him, her face inches from his as he struggled to suck some air down. But she was so wonderfully heavy. She kissed him and giggled before rolling to the side of the couch. For a moment his side went up like a seesaw before slamming back down into the floor. He took a lifesaving gasp of air and leaned into her, draping his arm over her belly as they laughed drunkenly.
The wedding planning kicked off shortly after. It wasnât gonna be a big thing. Neither of them had many friends nor family left. It wouldnât be an âAA wedding.â Neither were sadistic enough to inflict such a punishment on their guests. A lot of AA people would be there, thoughâŠ
âHow much was this, Roger?â She asked in a tone of concern, not arrogance or greed. He couldâve pulled out a fuckinâ Ring Pop and sheâd have been happy. But it was quite niceâŠ
âThatâs not importantâŠâ
âI donât want you breaking the bankâŠâ
âShhhhhh⊠Let me have my male power fantasy. Please⊠Humor me, wonât you? My chubby Chiquita⊠MmmmmâŠâ
GRRRROOOOOOOOOOâŠ
Her chubby cheeks blushed.
âWhat was that? Hm? Is my baby hungry?â
He put his face to her belly, his fingers sinking into it as it gurgled and groaned. He pulled up her shirt and gave it a kiss.
âFuck the diet⊠I donât care. Weâre celebratingâŠâ She huffed, pulling her phone from between her breasts and clumsily punching in her lock code. Grubhub. It was on.
She had an easy order saved for Salâs, a few of them in fact. She opted for the appropriately named âcelebrationâ order. Pizzas, calzones, every appetizer they had. With a few greedy pokes of her fat fingers, it was on its way.
Plump digits made their way down his chest, his stomach, and tapped the tip of his cock as it bulged against his thigh in his sweatpants. She reached through the waistband and grabbed it. Squeezed it. Gave it a few tugs.
âFuck! Easy! Ohhhh, manâŠâ
âOooops! Did I do that?!â
His face contorted as he shot a fresh batch down his leg. She laughed.
âReally, Roger?â
âI canât help it⊠You forgive me, donât you?â
âI supposeâŠâ
âYou just relax⊠Let me feed you⊠Nourish you⊠Indulge you⊠And then Iâll be good for round two⊠Three⊠Four⊠FiveâŠâ
âLetâs just focus on two for now, huh? I love youâŠâ
âI love you tooâŠâ
It seemed there was no concession he wouldnât make as she continued to put weight on. He got a pair of custom earplugs made specifically for him when they slept, and her apnea left her choking as she slumbered. It was easy to get bored as an addict. Especially in sobriety. The book deal had come at a crucial time. Sheâd slipped into a state of gluttonous apathy, her weight and size leaving her with an insatiable appetite and little drive to do much else.
âOne more chicken finger⊠OK?â
She swallowed, moaned, and took a deep breath. âMy belly hurtsâŠâ
âI know, baby, I know⊠Youâve had a lot to eat today⊠MmmmâŠâ
âYeahâŠâ
âOne more chicken finger and Iâll rub your belly⊠OK?â
She nodded and opened her mouth. He slid the processed slop between her lips, ignoring her moans as he stuffed it down her throat, pushing it and jamming his fingers through her lips. She chewed and swallowed and groaned, immobilized by her gluttony, and he held as much of her as he could, offering low whispers of affirmation as he rubbed her belly and back approvingly.
âGood girlâŠâ
âOooooooooh, RogerâŠâ
âYes, love?â
âMmmmm⊠Iâm so fullâŠâ
âI know, baby, I know⊠You did a wonderful jobâŠâ
He gave her a kiss on the cheek. It was a dance he knew every step to. He grabbed her smokes and took one for himself, lighting her up and resting his head against her tummy as she eased the taut tension in her middle.
She caught herself nodding off twice before she pulled herself together, moaning for his assistance. He helped her up to her feet with a few mighty heaves. As she squeezed through the doorway into their bedroom, she looked over her shoulder, locking eyes with him as she shook her ass, and he followed her inside. He laid down next to her as she flopped on the bed and adorably struggled to position herself at his crotch. Huffing and puffing the entire way, she wiped her forehead as his legs disappeared beneath her and she plopped herself down, ripping his pants down and stuffing his cock in her mouth.
âMmmmmm⊠MmmmmmâŠâ
Being trapped underneath her made the ritual all the more exciting. It was as if he didnât have a say in the matter. His prized sow demanded his dick in her mouth. She gently massaged his balls as saliva saturated his throbbing member and his toes curled, the balls of his feet sliding around the comforter, barely able to move underneath all that woman.
The next day he woke up with a wide-open day ahead of him. He went to the gym with Evan and ran himself until he was exhausted. Then went home, took a nap, paced around the apartment, and chain smoked.
âYou donât have to babysit me, yâknowâŠâ He told Evan as he stomped yet another smoke out in the ashtray.
âYouâre bugginâ right now. And thatâs OK. Youâre not used to being free. Itâs jarringâŠâ
Roger leaned forward, putting his head in his hands. âWhy the fuck am I bugging out if this is, supposedly, all I ever wanted?â
âBecause frankly? You look for reasons to be troubled. But youâre also not used to being successful. Even though youâve been successful for a while⊠Oh, fuck, dog, I didnât even ask you how the proposal wentâŠâ
âShe said yesâŠâ
Evan laughed and put his hand up, Roger gave him a high five. âMy fuckinâ guy right here⊠Congrats!!!!â
âYeah⊠Sheâs going part-time at Dunks. I wish I could just have her quit⊠ButâŠâ
âHey, man, it just gives you something to aspire to in the future. Youâre gonna do everything you wanna do if you just keep it pushing. You just canât get too overwhelmed by your goalsâŠâ
âYeah, yeah, yeah, easy does itâŠâ
âDonât get fresh nowâŠâ
âI wanna get a house. Thatâs the next step right there.â
âOK, bro. OK. Youâve got all this free time now. And the gym is a good start. Itâll keep you from climbing the walls in here. But you gotta fill out your schedule. You ask me? Try to write something every day. Keep it light at first. Where youâre full-time now you should be able to squeeze in a thousand words a dayâŠâ
âThat whole 1K a day thing is bullshitâŠâ
âSays who?â
âMe⊠Thereâs gonna be days I just donât have anythingâŠâ
âAnd on those days, you journal. You know as well as I do that you can go from having nothing to getting hit with inspiration out of nowhere. Thereâs gonna be other days where you just donât have anything. But as you roll with the punches, youâll get better. I promiseâŠâ
âYes, sirâŠâ
And so, he stayed the course. Kerryn went part-time, covering the shifts of whatever manager was on vacation or otherwise off. Sheâd negotiated better pay as she was no longer working at the same location every day, and was bounced around five different stores, three days a week. She no longer felt like the storeâs performance was in her hands. She just had to keep the place from burning down until the actual manager got back. The stress that came with her old gig was greatly reduced. She was happier. More upbeat.
And her sober apathy, the boredom, were replaced by a refreshed sense of motivation. Having more free time with Roger, and the wedding looming months down the road, encouraged her to make some changes. She started to cook more. They went for walks together when she was feeling up to it. And she took baby steps to trim down a bit. She was such a size that little lifestyle adjustments made weight fall off her week after week. And as the weight came off and she got more energy she found herself still eating quite a bit, but not as much as she used to. She was firmly in the early 400âs by the time they finally tied the knot.
âBabeâŠâ She started as they walked down the block, holding hands.
âYeah?â
âWeâre really luckyâŠâ
âWe areâŠâ
âCan I ask you something?â
âOf courseâŠâ
âI know weâve talked about this, but⊠Iâve been thinkingâŠâ
âAbout?â
She sighed. âAre you still dead set against having a kid?â
âWhereâs this coming from?â
She shrugged. âI donât know⊠Weâre both getting older⊠If I wanna have one I have to do it soonâŠâ
He put his arm around her. âKerâŠâ
âYouâd be such a great dad, Roger. Wouldnât you love bringing a child into the world? Giving it what we never had?â
âI appreciate the optimism, honey, but I donât knowâŠâ
âYou donât give yourself enough credit⊠Will you at least think about it? If you arenât on board thatâs OKâŠâ
âYou sure itâs OK?â
She squeezed his hand. âYesâŠâ
âYeah? Youâre not gonna leave me?â
She laughed. âNo! No, Iâm not gonna leave youâŠâ
âI just donât know what Iâd do if⊠He ended up like meâŠâ
âWell, whatâs so bad about being you right now? Youâre sober. Youâre writing full-time. Not many people can say thatâŠâ
âIâm sure youâd be a great mother⊠But I canâtâŠâ
âIf thatâs how you feel, fine⊠But I think sometimes⊠When we have a house⊠Itâd be niceâŠâ
âYouâve really turned into Martha Stewart on me, havenât you?â
âYou donât like it? You eat plenty of my foodâŠâ
âHey, Iâm not complaining. I think itâs cute.â
âMartha Stewart went to prison too. She can still cook and clean and make shitâŠâ
âYouâll still buck the heater on a bitch, wonât you?â
âYou know itâŠâ
**
ââŠIâve sat around playing armchair shrink with myself night after night in an effort to figure out why I am the way I am. If I wasnât an addict I likely would only date curvy or thicker women, perhaps downright chubby, maxing out at around 250 pounds. Iâd be a good fat fetishist, one that appreciates a fuller figure while also recognizing that, hey, fat is bad and my attraction to it is also bad. Iâd date women that cringe and let out little yelps of embarrassment and shame when, in the heat of the moment, I grab their stomach with primal lust. Never mind the fact that I like your belly, you donât like your belly. Iâd be thrilled when she lost weight, even if she got thin and my dick stopped functioning for her. It wouldnât be a big deal, because if it was, that would be morally wrong. If you want to have physical preferences for your partnerâs body type, thatâs fine, just make sure theyâre thin and fit and healthy. Or, if you must, you can ogle the cartoon shaped woman at the gym with the huge tits and big dumper and unsettlingly chiseled waistâŠâ
He looked out at the sparse crowd thatâd been herded into one of the last remaining Barnes and Noble in Massachusetts. Itâd been a bigger turnout than he expected. They seemed to be listening. Evan and Kerryn were seated at the back, and listened intently, Evan offering a thumbs up as he took a pause and sipped from the water on the stool next to him. He turned back to his book.
His book. It had finally arrived. It was there, in his hands. First week sales had surpassed expectations. Lynne had had a word with him about his lack of promotional hustle. He was happy to do little meet and greets and live readings. But pimping the product on social media felt gross and disingenuous. Evan had to threaten him with a beating to get him to do it.
âOh my God, the horror, you have to post about your book on Facebook. And on your website. And on your TwitterâŠâ
âI just know I would never buy a book just âcause some shithead, the guy that wrote the fuckinâ thing, is singing its praises on Twitter. Just being on Twitter period makes me distrustful of someoneâs judgmentâŠâ
âGood thing you arenât the general public, then, Roger. You gotta play the game at least a little bit. How about you count your blessings instead of being so dramatic over a fucking post⊠Pimp the product. Push the productâŠâ
He already had a fanbase, though the years of inactivity and drug abuse had left them assuming he was dead or in jail. A fair assumption, he had to admit. But he supposed Evan had a point. He had to rouse the existing readers from their slumber and let them know he was back. He hired a guy to make his website. And Evan was helping him get his old stuff back in print. The tedium of the business side of everything bored the shit out of him. He wanted to just vomit the words onto the page, smooth out the rough edges, and hand it over to someone else whoâd handle all the horseshit parts of it. He was the artist. He delivered the art. His job was done.
Lynne wasnât sure how much name recognition he really had. But as the first week figures came in, she was pleasantly surprised. For as much as Roger loathed the marketing side of the game, he had proposed an intriguing idea to her: get the book in the hands of as many convicts as he could. They, as he said, were the only ones that read anymore. When a dude was well read these days there was a very probable chance heâd done a stretch. And the subject matter was so taboo and profane but also unique that even if they werenât sexually invested in the material theyâd be locked in and unable to stop once they started. It beat reading The Art of War and 48 Laws of Power for the millionth time. Rogerâs street background, sexual deviancy aside, also gave them something and someone to find a common ground with. Lord knew there were plenty of junkies in the system.
âYâknow, when your contract is up, weâll see how you feel. You might wanna go independent down the line. Be your own boss. Do everything yourself. The money is usually better for the fully independent guys. But you have to be on the ball. You have to hustle. You have to do everything yourselfâŠâ
âYeah, well, if I knew how to make fuckinâ websites or I was a convincing salesman I wouldnât be writing for peanuts.â
âPeanuts! Thatâs rich. When did you earn the right to talk like that?â
âThis is deal number⊠Three? Four? Donât minimize what Iâve doneâŠâ
âHeheheheheâŠâ
âItâs fucked up. I finally did it. I got it. Iâm doing this shit for real now. And⊠I donât feel all that different.â
âWhat do you mean? Oh⊠You thought youâd finally be satisfied⊠You oughta know better than thatâŠâ
âYouâre telling me with all your sobriety and meditation and your namaste bullshit you still arenât satisfied? Content, even?â
âEh, Iâm less restless these days, sure. But youâre an addict. Youâre always gonna be looking for the next thing to obsess over. Or, in your case, the next thing you donât have that you put yourself down for not having⊠I mean, you have a wife, youâre working toward a house, you used to say that you shouldâve gotten both of those things a long time agoâŠâ
âYeahâŠâ
âSo, next up is a kidâŠâ
âYou sound like Kerryn nowâŠâ
âOh, shit?! Is Roger Keef gonna have a baby?! Huh!?!? Look whoâs turning into a square!!! HahahahahahaâŠâ
âFuck off. No way. Absolutely not. I already told herâŠâ
âYou should think about it, man. It might suit you⊠I dunno. I wonder sometimes. I got a few abortions under my belt. And given how fucked up I was at the time, yeah, it was the right call. But I wonder sometimes. If I didnât squander all those relationships, if I had buckled down earlier⊠What wouldâve happened⊠Would I be happierâŠâ
âCoulda, woulda, shouldaâŠâ
**
ââŠBut I donât connect with those women. When youâve been with a woman whoâs a quarter ton, who is out of breath even while at rest, while seated, whose life has been hijacked by her appetite and lack of restraint, when youâve fed one, held one, fucked one, a woman so big that the kickback of her ass against your crotch could knock you through a wall. You struggle to keep your diamond hard-on inside her, her pussy gushing, warm, and choking your member as you struggle to displace hundreds of pounds of fat that have been crammed inside it. She fits you like a latex glove thatâs a size too small. Thereâs so much of her to kiss and caress⊠These women arenât always depressed and self-loathing. But if they are, that means we already have much in common. Sometimes they enjoy being that size. Itâs tough to wrap your mind around, I knowâŠâ
He laughed. âI forgot this passage was, uh⊠Well⊠The whole book is like this, reallyâŠâ
There was a smattering of chuckles.
âBeing an addict, when I like something, my brain will compel me to do it until I die. To ignore my obligations as a man and retreat into whatever dopamine release it can latch onto. Am I powerless over this impulse? No. But it explains why Iâve taken my fetish to its logical extreme. Tinaâs body sloshes as I hang on tightly, a reservoir of sweat forming in the swell of her back. She sounds like sheâs on the verge of a heart attack as I go at her and ignore the fiery cramps burning their way up and down my calves. The noises she makes are a distinct mixture of pain and pleasure. The same kind of noises she makes when she finally taps out from a big binge and is forced to lay among her own wreckage once more, whimpering as she tries to rub a belly so big she canât reach most of it. Nor does she have the energy to do so. She shuts her eyes and waits for the food coma to take holdâŠâ
He took another drink.
âEvery time I cum inside her the post-nut clarity reminds me of the error of my ways. I pound two shooters of Ketel One and cling to her like a child, burying my face in her belly and squeezing my eyes shut. She drapes her arm around me. Her sweat stings my eyes but I donât really give a shit as the booze is absorbed by my corroded stomach and I become numb enough to lose myself in her warmth. Something about having my head against her belly re-centers and recalibrates me. Itâs my safe place. A rogue clump of Cocaine drizzles down the back of my throat and plops into my gut. I gag, but I keep it all down, because Iâm a professional. My heart races and I light a cigarette, handing her one and firing her up as she smiles at me with smoky eyes. She may have been a spoiled suburban piggy, engorged and entitled from years of living high off the hog, but Christ was she ever beautiful. She lets out this long sigh of satisfaction and squeezes me tightly. âI canât resistâŠâ She gasps. âI know itâs bad, but I canât resistâŠââ
He took a dramatic pause and sipped more water. Took a deep breath.
âI clear my throat. âStory of my life.â I mumble.â
He looked up at the crowd. âThat looks like as good a place to stop as any. Uh⊠Thanks, guys.â
He pretended like the applause didnât make his stomach churn and sheepishly scampered off the small stage theyâd put up in the bookstore.