A Pirate's Punishment

Story by LoserRoo on SoFurry

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Sorry bout this one boyo's, but a brother needs money, yknow? And I mean...$40 is $40. Sorry bout not putting a new space when a new character speaks, but I'm too lazy to fix it up. You blokes are smart, you'll know who's who.


WARNING: Story contains toilet slave (shit / piss), BDSM, face sitting and cuckolding.

Tammy huffed and shook her head. This was the third time this had happened. Admittedly, he was a damn good thief, the best one of them. But for him to have witnesses like this? He was becoming a liability. He needed to be set straight. She needed to punish him, like she did with the others if they made a mistake. "What am I going to do with you? I can't have you killed, you're our best damn thief. But I can't have you letting all these people run around, threatening to have us hanged. We don't all have guardian angels like you do." "Look, Tammy, I swear we won't get caught! I promise you."

"You gotta be kidding me Gray. You let her go?! You know we're pirates, right?! We're wanted by the law, we can't be letting witnesses run around!" Tam-Tam was absolutely terrifying when she was mad. A massive brown bear, towering over him, chewing him out. Her generous weight only helped to make her appear bigger, the thick fat that covered her body jiggling violently with each minor movement she made.

"You're right, Tammy, I'm sorry. I'll make up for my mistakes, I promise!" There was tone of smugness in the fox's voice, he knew that witness wouldn't report to anybody. They'd worked together before, Gray and Isabelle. He'd give Isabelle a 10% cut of whatever he got paid, and Isabelle would pretend to be a bounty hunter and take him in. And, just as the rope was about to drop and Gray was about to hang, a shot would ring out, the rope would snap, and he'd make his escape. He was a legend of sorts, "The Misguided Angel" they called him, and with a reputation like that, Tammy just had to have him in her crew.

Tammy huffed and shook her head. This was the third time this had happened. Addmittedly, he was a damn good thief, the best one of them. But for him to have witnesses like this? He was becoming a liability. He needed to be set straight. She needed to punish him, like she did with the others if they made a mistake. "What am I going to do with you? I can't have you killed, you're our best damn thief. But I can't have you letting all these people run around, threatening to have us hanged. We don't all have guardian angels like you do." "Look, Tammy, I swear we won't get caught! I promise you."

There was a deafening silence through in the captain's lodge, the soft creaking of the wood as the waves gently licked up its sides. "Tammy, I promise-" She cut him off. "You know a promise just won't do. I can't give you special treatment just because you're my boyfriend. You'll get what the rest of them get." She unsheathed a small dagger from her side and pushed him down onto the bed, holding him down with one of her big paws, the full force of her weight kept him from squirming out from under him. "It's just a small cut, calm down. We all have them." *She placed the tip of the blade against his chest. It parted the fur easily, the blade almost piercing his skin. She kept it there for a moment, before sheathing it. She grabbed his paw and helped him up, avoiding eye contact. "If the others ask, I cut you, alright? Now...get outta here." "I was hoping for a different kind of punishment, if you catch my drift..." He winked seductively at her. "Really? You think now is a good time? She shook her head and huffed. "Come on. Let's just go to bed." The two climbed into bed together, Gray running his small paws over Tammy's expansive girth. Her fat gut rumbled and gurgled noisily, his paw sinking deep into her her ocean of a belly. He pushed on small bits of her belly, each soft squish resulting in a small burp or a quick blast of gas from her ass. She smacked his hand away and turned away, clearly in a bad mood. He decided that it would be best just to leave her alone, and they went to sleep.

Gray awoke to the same thing he always did. Tam-Tam, snoring loudly, hardly having moved at all during the night. He shook her awake gently, barely dodging her paw swinging at him. She groaned, and awoke with a snort. "Uff...go away..." "Tammy, the suns out. Get outta bed, it's a lovely day, don't be so lazy!" A loud rumble came from within her ravenous pit of a stomach, giving Gray an idea. One he knew Tammy would never say no to. "What if I shouted you a feast?" Her ears perked up at the mentioning of a feast. Appealing to her greedy, gluttonous side was easy enough. "You know, spend some of that money from the score we took the other day! Who better to spend it on than my lovely girlfriend?" He held back the urge to call her a beached whale. "Hm...alright...but if you break that promise so help me God there will be hell to pay, are we clear?" Gray just rolled his eyes. He knew she loved him too much to hurt him. "Oh, I wouldn't dare, Tammy! Heavens forbid I make my mistress mad!~" Tammy just smiled and rolled her eyes, as annoying as he was at times, she couldn't help but love him to bits.

The two made their way through the town, the cracked cobble pathways clacking beneath their boots. "So, where's the baker?" Tammy looked around at the signs, a wooden picture of a glass of ale, another of a beautiful gem, but no bread in sight. "Hell if I know." "You mean you promised me a feast from the baker without even knowing where the baker is? Why am I not surprised?" She huffed and folded her arms, kicking up some loose stones. "U-uh, look, if we just keep searching we're bound to find it eventually right?" "I suppose so. If you don't find it soon though I swear I will-!" He cut her off quickly, after all, he didn't want the public to hear such vile language. "I promise you, we'll be there soon. I have a gut feeling, alright? Just trust me."

His gut feeling paid off, thankfully. A small baker shop was just around the corner. It wasn't anything special, clearly a new start up business. A pair of long, white ears were seen dashing back and forth behind the counter, stopping suddenly when the bell on the door tinkled. The ears quickly raised and a small, fluffy white bunny appeared from behind the counter. He spoke quickly and excitedly, like a small puppy meeting its grandparents for the first time. "Oh! New customers! Welcome welcome, what can I get ya!" His movements were almost as quick as his speech, dashing from his stool behind the counter to the glass display case that shown off his wide variety of fattening, sugary sweets. Tammy approached the counter and the small bunny jumped back up onto his stool, leaning over onto the counter. "Well hello there missy! Names Henlen, at your service! Pleasure to meet ya!" He grabbed her paw with his small hands and shook it quickly. Everything he did seemed to be sporadic.

"Uhhh...yeah, right. We want one of everything. That includes your pies, don't skimp on this order, alright?" Tammy went to raise her paw threateningly, but Gray grabbed it and pulled it down. "Eheh, what my chubby companion here meant was uh, please give us one of everything, sir. Isn't that right, Tammy?" There was an edge to his voice, almost as if he were mad at her. Tammy sighed. "Whatever. Just get me my food." Gray rolled his eyes. God, she was insufferable at times, but, he did as he was told. The small bunny had already gathered one of each sugary delicacy by the time Gray turned around, leaning over the two bags filled with the sweets, each in a separate paper bag. "There ya go, sir! One of everything! Hope you and the lovely lass enjoy it!" "Oh, uh, yeah, thank you." Gray waved him goodbye and the bunny eagerly waved back. He seemed too happy, almost unnervingly happy to be serving the pair. Gray pushed it to the back of his mind, grabbing Tammy's paw and leading her out of the store.

"You think that little dude was on something?" "Jesus, Tammy, seriously? People can be happy without having some sort of drug, you know? Besides, we're not all...experimental, like you." "You see the way he moved? There's no way-" "Okay, okay. He was on something, let's just move on, alright?" Tammy didn't bother replying to him, rather, she focused on returning back to the ship before getting distracted by the tavern. She grabbed Gray's shoulder and shook him, pointing to the carved sign with a glass of ale. "Oh! Gray! Can we go to the tavern, please?" "Geez, Tammy, I don't know. I mean, you just bought one of everything. Do you really-" "Pleeeeaaase? I'll make it worth your while, you know how I get when I'm drunk~" Her voice went from whiny and annoying to sounding quite sultry. Gray stood there, eyes wide as saucers, a soft pink blush under his furred cheeks. He didn't know what to say, she was rarely this open about her advances like this. "I-uh-yeah! O-of course we can! Anything for you, sweetheart!" Tammy smiled smugly, grabbed his paw and took him into the tavern. She was going to bleed him dry.

The pair sat at a table, Tammy's generous size and weight forcing her to require two chairs to sit on, a stark comparison to Gray's average build. The tavern's wench made her way over, panting softly from the amount of walking back and forth she had to do. She dabbed the sweat on her forehead away with a dishrag. "W-welcome to...to our tavern! Feel free to...make yourselves at home!" She struggled to get the words out, taking deep breaths between sentences. Her chest heaved with each deep breath she took. "We'll just get a glass of ale, thanks." "He'll get a glass of ale. I want wine, and don't stop giving me whine until I say so, right? Money isn't an issue, right Gray?" Gray sighed. All this just to get in her pants. "I suppose it isn't." The corgi nodded her head and turned around to tell the bartender the couples order, giving Gray an eyeful of her jiggling fat as she waddled away. Something about the way she moved her hips, the way her fat jiggled, her soft panting... "...and so I say...are you even listening to me?" Gray was snapped out of his trance by Tammy's accusing voice, shaking his head as if he were just waking up again. "Eh? O-of course I was! When do I never not listen to you, my beautiful bear?" Tammy raised on eyebrow at him, that glare she did, it felt like she was accusing him of murder. "Right, well, if that's the case what was I just-" Gray was saved by the thump of a wine glass and a stein landing on the table, along with a bottle of sparkling white wine.

"Th-there's your...oh geez...excuse me..." The corgi huffed her way to the next table to take their order, leaving the fox and the bear to their own destructive drinking habits. "Geez, poor girl." "Eh she's probably fine, come on, let's drink!" Tammy grabbed the bottle and took a quick swig, completely ignoring the glass. "Bar wench! C'mere, we're ready ta order!" The corgi huffed and wheezed her way back over towards the table, desperately wiping away her sweat with the dishrag. "H-how...how can I help...?" "Gimme the steak, the burger, and...aw what the heck, throw the pudding in too." "And...and for you sir?" "I'm uh...not hungry." The corgi nodded and stumbled her way back to the kitchen. Tammy gulped down more of her wine straight from the bottle as Gray sighed and shook his head. "Y'know, you could be a lot nicer to the waitress." Tammy hiccuped. "Naw, if she din' want to be made funna she wouldn't work 'ere!" Tammy's cheeks were a soft red, a stupid grin made its way across her face and her words had begun to slur.

The waitress arrived with the first dish, a thick steak, gravy over top, slightly overcooked. Salad was pushed to one side with thick cut fries on the other. "Your first dish, madam." The corgi had regained her composure, still huffing lightly, but no longer a sweating mess. "The rest will be out soon, please let us know if your meal was, um...oh dang it, I forgot the line, I'll be back!" The corgi waddled away, clearly embarrassed. Not that Tammy paid any attention to that, she was already scarfing down her steak. Gray looked on in a mix of emotions. Fear, lust, disgust. He wasn't sure which was emotion was the dominant one. Tammy took chunks out of the steak, forgoing the use of the fork and knife provided to her, preferring instead to hold it with her paws and rip it apart with her teeth. The way she tore into that steak, it was almost animalistic. Gravy dripped down and onto her paws, splattered on her muzzle and, every now and then, she would lick off whatever gravy was stuck to the fur around her maw. She took a few big gulps from the wine bottle, leaving just below a quarter of wine left as she returned to her plate of food, taking handfuls of the thick, salty, greasy fries and shoveling them into her mouth. She took deep breaths between mouthfuls, the lump of barely chewed fries being visible as it traveled down her throat and into the bottomless pit she called a stomach.

Tammy pushed the plate away, leaving the salad on the side and leaned back, resting her paws on her tummy. She poked and prodded at it, hearing it gurgle, groan, bubble and culminate in a burp smelling of a mix between alcohol and gravy erupting from her."Ooh, hehe! Made shum room!" Tammy sat up in her chair as the waitress made her return, placing down the burger and smiling proudly at the licked clean plate - excluding the salad. "Oh! I take it you enjoyed your meal, miss?" Tammy snorted and giggled. "Oh, yuh of course! An' another bottle a wine ta go wiv mah meals!" Gray wasn't sure what to do, besides sit there and watch his girlfriend devour everything besides the greens on her plate.

The waitress sat the plate down, the same fries as before - but this time the greens were on the burger itself. Tammy poked her tongue out and pushed the plate to Gray, waving her hand. "Grosh! Take the uh...yucky greeny stuffs off!" Gray rolled his eyes, took the top bun off and got set on removing whatever vegetables had the audacity to find itself plopped carefully on top of her burger. As Gray finished picking apart the burger for her, the waitress arrived once again with another bottle of wine. "Your wine, miss! And - oh! I'll get rid of those pesky vegetables for you!" The corgi took the empty plate with nothing but the previous salad and the vegetables from the burger and went on serving the other patrons.

Tammy looked at Gray expectantly, a smug grin sprawled across her mug as she opened her maw. Saliva dripped from the roof of her mouth and chunks of food clung to her teeth. Gray shuddered at the sight, checked to make sure nobody was catching an eyeful and grabbed the burger. The bun shined with its butter brushing and grease dripped from the back of the burger, down Gray's hand. He gently placed the tip of the burger inside her maw, barely moving his fingers away in time before Tammy shut her maw, tearing into the burger. Almost immediately after taking her first bite, she opened her maw for another. Gray obliged, putting the burger back into her maw. He forced it deep into her maw, saliva catching on his hand as he pulled it back. Grease leaked from the corners of her maw, as she chomped down on the burger, grabbing pawfuls of fries and shoving them in her maw before she finished chewing the chunk of burger. Gray continued to watch in awe, his mouth agape. As Tammy finished off the last mouthful of the greasy burger, she leaned back slightly, paws resting on her drum tight stomach. She took short, sharp breaths, fearing that if she took a breath any deeper than the current ones she was taking, her stomach would burst. A loud rumbling noise came from within her stomach and her face turned a slight shade of green, her cheeks puffed out and a long, loud belch erupted from her. Gray sat in front of her, his face a deep shade of red as the others in the tavern looked on. Some were disgusted, but the majority were laughing with Tammy or trying to hide their own blush.

Once the laughter and death stares died down, Gray left the money on the table, underneath his beer stein and grabbed Tammy by her paw. "Geez, come on big girl. Let's get outta here." He tugged at her paw, barely moving her. She snorted, bared her teeth and slowly dragged her heavy body out of the chair, snatching the bottle of wine off the table and stumbling her way towards the exit. "Uh, Tammy? I don't know if you're allowed to take that, I think they keep the bottles-" She shoved her paw into his face, stopping him from speaking. "Well don't tell em! You want us to get caught or somethin'?!" "Okay okay! Sorry! Don't shout or you'll make it even more obvious!" Gray was suddenly forced into a deep hug, Tammy nuzzling his cheek. "Awww, ya know I love ya babe!~" Gray didn't know what to say or do. She was just so mad at him, and now she's loving him. He decided just to enjoy it while he could, before she went through another drunken mood swing.

The pair made their way back to the ship, Tammy stumbling the whole way there. Gray had to stop and help her sit down a few times, to stop her falling over or chucking up. They made their way back onto the ship, the sun beginning to set. The water was a light pinkish hue from the setting sun, creating a romantic setting for the couple. As the pair made their way towards the captains quarters, Tammy stumbled into Augustin. She almost bowled over the small opossum with her sheer weight, giggling at him stumbling away. Augustin wouldn't admit it, but he had a crush on Tam-Tam too, ever since they met. Tammy looked down at him with bedroom eyes and licked her chops. "Yknow, been wantin' a little man in bed recently..." Augustin couldn't believe what he was hearing, neither could Gray. They looked at each other in disbelief. Augustin didn't want to offend Gray by accepting her invitation, and Gray didn't want to make Augustin feel strange by admitting that he enjoyed the thought of another man fucking his girlfriend. Luckily for the both of them, Tammy decided for them.

She grabbed Gray's and Augustin's paw as he stood back up and dragged them alongside her into the captain's quarters. The two boys looked at each other, unsure of what to make of the situation. Tammy swung Gray around to the foot of the bed and placed her big paw on his chest, pushing hard on it. He fell over onto the soft sheets, sinking deep into the mattress. He opened his eyes to the sight of his girlfriends' fat arse bearing down on him, squishing his muzzle between her cheeks. Augustin's voice was muffled and inaudible from under Tammy's arse, but he could just barely make out what the big girl was saying, something about lifting her tummy. It didn't matter to him, as he felt the added weight of Tammy's tummy rise off of his chest and be replaced with the much lighter Augustin. Tammy stroke Augustin's cheek and planted a soft kiss on his forehead. His face was a deep beetroot red and his heart was pounding in his chest. He choked on his words, his member pushing tight against his underwear. Tammy slid it off slowly and flicked it to the side of the room. Unclipping her bra, her tits fell out of their support, each one almost as big as the small opossums head. Augustin gulped at the sight, entranced by what he was seeing, frozen until Tammy gave him a quick, wet lick up his nose. "Well? Aren't you going to show me what a little man can do?~" Her voice was dripping with sexual tension, and Augustin sprung on the chance. He slowly inserted his throbbing member into her pussy, a quick moan escaping his lips. Tammy huffed and wiggled her arse, grinding Gray's muzzle deeper between his cheeks, close enough to her tailhole that he could feel the heat emanating from it. Augustin slid his dick in and out of Tammy's tight pussy, slowly increasing in speed. Augustin made soft, quick moans with each penetrating thrust his rock hard member made. Tammy was panting, taking deep, heaving breaths, desperately trying to regain her composure.

Gray was still stuck under his girlfriends meaty ass, sweat dripping down her back, between her cheeks and onto his muzzle. He let out a low growl of pleasure and took small, quick, wet licks at her tailhole. Tammy gasped and almost roared at the sudden sensation of pleasure from underneath her. The sudden surprise proved to be too much for the poor bears bladder however, as a stream of warm, gold liquid flowed out of her and onto Gray's chest. It pooled there, before running down either side of him and onto the bed. This only further turned Gray on, as his licks picked up in speed and ferocity, giving him a newfound inspiration. Augustin grabbed pawfuls of Tammy's fat tits, leaning his body against hers. They were both huffing and moaning, Tammy's deep, wheezing breaths overpowering the sound of Augustin's soft moans. Tammy's tongue lolled out of her mouth, saliva dripping off the tip of it.

Augustin thrust into Tammy's hole a few more times, burying his face in between her sweaty tits. He bit down on her chest fat softly as he climaxed, his hot cum flowing into her vagina. He laid against her soft, sweaty body. Gray stopped licking soon after he heard Augustin climax, his face drenched in sweat and his torso drenched in Tammy's piss. "Okay...honey...you can go now..." She waved him away and Augustin did as he was told, planting a kiss on the tip of her nose before leaving the room and the pair alone again. Tammy rolled off of Gray, who was still laying on the bed, squished deep into it by Tammy's weight.

Her gut audibly grumbled and her paws shot down to rub at it as she moaned, poking her tongue out. "Oooooh...Gray, my tummy hurts..." There was another loud grumbling, deeper in her guts. Her eyes widened as she realised what was happening within her, all that food making it's way out of her body. She grabbed Gray's arm suddenly and tugged him off the bed, dragging him alongside her. Her stomach was going crazy, rumbling and groaning constantly. "Uh...Tammy? Are you-" Gray was cut off by Tammy suddenly throwing him into her private bathroom. It was strangely normal for the big girl, plain white tiles, a tall shower big enough to fit to...and a strange looking toilet. It was white porcelain like every other toilet, but this one had an empty arc cut into the bottom of it. Gray knew what this was for as soon as he seen it. His tail wagged and his breathing quickened. Tammy toddled off to the other side of the room, turning around to face him with a coil of rope.

Gray couldn't hide his excitement, a grin was spread across his face from ear to ear. He laid down on the cold bathroom tiles and stuck his head through the arc, looking up through the hole. "Told ya I'd punish ya..." Tammy grabbed Gray's arms and tied them to the edges of the toilet base, plopping her fat ass down on the toilet seat. Her stomach was still groaning, giving Tammy all kinds of stomach pains. A quick blast of hot gas escaped from her fat rear, followed by another one, each fart getting progressively wetter. At first, it was just a few drops of shit that fell from her fat ass. "Ugh, come on...I know there's more in there..." Tammy pushed in on her tummy in various spots, the gas building inside of her to dangerous levels. Her stomach was swollen with gas, culminating in a loud ass-plosion. A mix of hot gas and liquid shit exploded from her fat ass, spraying Gray in the foul smelling mix. His face was covered in the sticky brown liquid, dripping off of his fur. "Ooh...okay...I think that's-" She was cut off as a few more spurts of liquid shit came out of her ass, leaving her giggling and Gray stinking. "Okay, I guess that's the last of it~"