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1/4: 

It was a terrible night. Abysmal. Severely disappointing. Ned reckons nothing else could make tonight worse. 

Two members of the orchestra were missing, a brawl between five drunk guests broke out in the middle of Ned’s symphony, the caterers were late, and to top it all off, the upholstery felt as if it had been designed for a torture chamber rather than a theatre! 

Ned loves a little torture, but only if he’s the one orchestrating it. 

Stede had tried to hide his disappointment but Ned knew his lover was unhappy too. Every time Ned glanced his way, the man was hunched in on himself, a squeamish smile on his usually happy face. That’s not the joy and awe Ned hoped to inspire. 

Furious and humiliated, Ned stormed offstage immediately after the curtains closed and escorted Stede to his personal quarters. He asked for his beloved’s patience and exited the room to unleash his anger upon the useless staff who dared to make tonight less than perfect. 

Many were fired and one was stabbed. 

Ned walked back to the room he left Stede in. He opened the door to see his lover sitting on the stool in front of the vanity, hands in his lap, waiting patiently for him. His heart skipped a beat. Were Ned a painter, he could’ve spent the rest of his life blessing the world with portraits and murals of the beautiful man. 

“I apologize, my love. Tonight was meant to be special for you,” Ned began, “I will find better workers, better furnishings-“ 

“Ned,” Stede tried to interrupt. 

“I’ll have a kitchen built and hire cooks.” 

“Ned, it’s alright.” 

“I’ll skin the barbarians who caused a ruckus!”

1/4: It was a terrible night. Abysmal. Severely disappointing. Ned reckons nothing else could make tonight worse. Two members of the orchestra were missing, a brawl between five drunk guests broke out in the middle of Ned’s symphony, the caterers were late, and to top it all off, the upholstery felt as if it had been designed for a torture chamber rather than a theatre! Ned loves a little torture, but only if he’s the one orchestrating it. Stede had tried to hide his disappointment but Ned knew his lover was unhappy too. Every time Ned glanced his way, the man was hunched in on himself, a squeamish smile on his usually happy face. That’s not the joy and awe Ned hoped to inspire. Furious and humiliated, Ned stormed offstage immediately after the curtains closed and escorted Stede to his personal quarters. He asked for his beloved’s patience and exited the room to unleash his anger upon the useless staff who dared to make tonight less than perfect. Many were fired and one was stabbed. Ned walked back to the room he left Stede in. He opened the door to see his lover sitting on the stool in front of the vanity, hands in his lap, waiting patiently for him. His heart skipped a beat. Were Ned a painter, he could’ve spent the rest of his life blessing the world with portraits and murals of the beautiful man. “I apologize, my love. Tonight was meant to be special for you,” Ned began, “I will find better workers, better furnishings-“ “Ned,” Stede tried to interrupt. “I’ll have a kitchen built and hire cooks.” “Ned, it’s alright.” “I’ll skin the barbarians who caused a ruckus!”

2/4: 

Stede stood up and grabbed Ned’s hand, “Ned! It’s fine! These things happen.” 

Ned looked down, “They shouldn’t.” 

“I know, but they do. It’s not your fault.” 

“I know it isn’t, but I won’t stand for this sort of chaos. It’s the wrong kind of chaos.” 

Stede grabs Ned’s other hand and holds both to his chest, “Tomorrow is another day.” 

Ned looks back into Stede’s hopeful hazel eyes. He doesn’t see the harsh judgement of a mother who praised his brother and ridiculed him. There isn’t a trace of the dismissal of a father who told him he’d never earn enough to feed himself. 

Taking a deep breath, Ned replies, “It’s never that simple. My reputation is on the line. Tongues will wag before I can cut them.” 

“We’ll just pretend none of this happened, ok? Let’s settle down, call it a night,” Stede offered. 

It was impossible to deny the blonde anything when he was this sweet. Ned agreed and the two headed to the Revenge. 

Izzy and Pete were on first watch tonight. They readied the gangplank for Stede and Ned as they exited the stagecoach. 

Stede smiled up at his first mate as he and Ned ascended. He teased, “It’s almost your bedtime, Izzy! Have Frenchie take over.” 

“Aye,” was all Izzy said in response. He’s learned to trust his shipmates more since Calypso’s party. Switching watches instead of taking on both is normal for him now. 

“Pete, switch with Fang,” Stede nodded to the other man once the gangplank was brought back up. 

“Thanks, Captain!”

2/4: Stede stood up and grabbed Ned’s hand, “Ned! It’s fine! These things happen.” Ned looked down, “They shouldn’t.” “I know, but they do. It’s not your fault.” “I know it isn’t, but I won’t stand for this sort of chaos. It’s the wrong kind of chaos.” Stede grabs Ned’s other hand and holds both to his chest, “Tomorrow is another day.” Ned looks back into Stede’s hopeful hazel eyes. He doesn’t see the harsh judgement of a mother who praised his brother and ridiculed him. There isn’t a trace of the dismissal of a father who told him he’d never earn enough to feed himself. Taking a deep breath, Ned replies, “It’s never that simple. My reputation is on the line. Tongues will wag before I can cut them.” “We’ll just pretend none of this happened, ok? Let’s settle down, call it a night,” Stede offered. It was impossible to deny the blonde anything when he was this sweet. Ned agreed and the two headed to the Revenge. Izzy and Pete were on first watch tonight. They readied the gangplank for Stede and Ned as they exited the stagecoach. Stede smiled up at his first mate as he and Ned ascended. He teased, “It’s almost your bedtime, Izzy! Have Frenchie take over.” “Aye,” was all Izzy said in response. He’s learned to trust his shipmates more since Calypso’s party. Switching watches instead of taking on both is normal for him now. “Pete, switch with Fang,” Stede nodded to the other man once the gangplank was brought back up. “Thanks, Captain!”

3/4: 

Captain. Being called that never failed to boost Stede’s mood. He couldn’t say the same for Ned, however. The pale man was still working through his old crew’s mutiny. 

“Let’s go, dear,” Stede led his silver-clad beau to the jam room. It had become Ned’s preferred sleeping area during the time he and the crew were getting used to his stay. Having him stay put among musical instruments, and not instruments of torture, helped the crew relax faster than they did with Ed, who sleeps in the Captain’s cabin now instead of his gilt room. 

When Stede, Ed, and the crew felt it was safe enough for Ned to return to a public space, they dropped him off at a nearby pirate-friendly port and he set his sights upon a ramshackle theatre in town. From there, the former captain of the Fancy established a small center for the performing arts. If tonight hadn’t been a flop, he’d be proud of his efforts. 

Ned still had a home aboard the Revenge if he wanted it, but he felt choked by Stede’s restrictions concerning captives, so he decided to stay in town and wait until the Revenge returned to port to spend every waking moment with his love as he could. 

The jam room’s far right corner has since been equipped with a two-person cot, a small wardrobe, a washbasin, and a loveseat. The wardrobe doubles as a wine cabinet for special occasions. 

“Champagne?” Ned removes a bottle from the wardrobe. 

“Ooh, that sounds lovely,” Stede accepts the bottle and Ned grabs two glasses for them. Stede opens the bottle and pours the clear bubbly wine into the flutes, then sets the bottle down. 

The two men lounge together on the loveseat, sipping their drinks and gossiping. The one drink turns to two, then three, until they both feel their eyelids grow heavy. 

“Time for bed, I think,” Stede stretches and yawns. 

“Please stay,” Ned asks. He has no more claim over Stede than anyone else, but the Revenge won’t stay docked forever, and he wants to be close to him.

3/4: Captain. Being called that never failed to boost Stede’s mood. He couldn’t say the same for Ned, however. The pale man was still working through his old crew’s mutiny. “Let’s go, dear,” Stede led his silver-clad beau to the jam room. It had become Ned’s preferred sleeping area during the time he and the crew were getting used to his stay. Having him stay put among musical instruments, and not instruments of torture, helped the crew relax faster than they did with Ed, who sleeps in the Captain’s cabin now instead of his gilt room. When Stede, Ed, and the crew felt it was safe enough for Ned to return to a public space, they dropped him off at a nearby pirate-friendly port and he set his sights upon a ramshackle theatre in town. From there, the former captain of the Fancy established a small center for the performing arts. If tonight hadn’t been a flop, he’d be proud of his efforts. Ned still had a home aboard the Revenge if he wanted it, but he felt choked by Stede’s restrictions concerning captives, so he decided to stay in town and wait until the Revenge returned to port to spend every waking moment with his love as he could. The jam room’s far right corner has since been equipped with a two-person cot, a small wardrobe, a washbasin, and a loveseat. The wardrobe doubles as a wine cabinet for special occasions. “Champagne?” Ned removes a bottle from the wardrobe. “Ooh, that sounds lovely,” Stede accepts the bottle and Ned grabs two glasses for them. Stede opens the bottle and pours the clear bubbly wine into the flutes, then sets the bottle down. The two men lounge together on the loveseat, sipping their drinks and gossiping. The one drink turns to two, then three, until they both feel their eyelids grow heavy. “Time for bed, I think,” Stede stretches and yawns. “Please stay,” Ned asks. He has no more claim over Stede than anyone else, but the Revenge won’t stay docked forever, and he wants to be close to him.

A soft smile beautiful enough to rival the goddess Venus’s breaks out on Stede’s face, “Alright, darling.” 

Ned gives a small smile in return. He sets their glasses and the bottle to the side of the washbasin and extends his hand to help Stede stand. 

The lovers wobble and laugh as they strip to their underclothes and climb onto the cot. 

Ned runs his fingers through his boyfriend’s golden hair as a way to stim until they sleep, “Tomorrow is another day.” 

“Tomorrow is another day.”

A soft smile beautiful enough to rival the goddess Venus’s breaks out on Stede’s face, “Alright, darling.” Ned gives a small smile in return. He sets their glasses and the bottle to the side of the washbasin and extends his hand to help Stede stand. The lovers wobble and laugh as they strip to their underclothes and climb onto the cot. Ned runs his fingers through his boyfriend’s golden hair as a way to stim until they sleep, “Tomorrow is another day.” “Tomorrow is another day.”

I wrote fluffy SFW Gentlefiddle for @cecillusive.bsky.social! Enjoy!

After an unsatisfactory performance at Ned’s theatre, he and Stede take some time to relax together.

This obviously happens in a timeline where Stede spared Ned, Ed didn’t leave, and Izzy lived.

#gentlefiddle #polycrew #ofmd

7 4 2 0
A monkey rocker, which is a backless rocking chair with a lever in the middle for object insertion. 

~~~ 

Day 4, Part 1: 

It was Archie who found it on the high-class merchant ship, and she claimed it as her share of the loot after the raid. Only her and Captain Stede Bonnet, who had seen it at the more lucrative parties before he became the Gentleman Pirate, knew what it was and how it was used. If Stede had wanted it for himself, he didn’t say so. He took a small locked box and some doubloons instead. 

Izzy figured it was just a broken, fancy chair. He didn’t see the glint in Archie or Stede’s eyes when they snuck glances at him that evening. 

~Two Hours Later~ 

Izzy heard sharp tap-tap-tap-tap-taps on his cabin door. Only Stede and Archie knock on doors such energetic enthusiasm. 

“Unless it’s important, f*ck off,” Izzy called out from his cot. 

“It is important!” Archie shouted in response. 

“So it’s not important,” Izzy thought. He grumbled and got up anyway. The lass was more persistent than Stede, who would give up after only a minute or two. He didn’t want to try to sleep through more of her knocking. 

“Keep your f*ckin’ knickers on. I’ll be out in a moment.” 

“Alright, mate!” 

Izzy grabbed his cane and walked to the door. He opened it and a grinning Archie holding a bundle of unknown items greeted him. 

“What do you need, lass?” 

Archie began to speak a whirlwind of words that Izzy wasn’t interested in hearing. It went on and on until she mentioned an “olisbos” and a “monkey rocker.” That caught his attention! How did she know what those objects were? 

“F*cking pipe down and get in here,” Izzy opened the door wider and backed up to let Archie in. She made herself comfortable on his bed as he closed the door. 

~The Following Morning~ 

Stede notices that his first mate is going easier on the crew today. He’s thrilled that Izzy is relaxing around them! He asks what brought on the change of demeanor, but he gets no clear answer.

A monkey rocker, which is a backless rocking chair with a lever in the middle for object insertion. ~~~ Day 4, Part 1: It was Archie who found it on the high-class merchant ship, and she claimed it as her share of the loot after the raid. Only her and Captain Stede Bonnet, who had seen it at the more lucrative parties before he became the Gentleman Pirate, knew what it was and how it was used. If Stede had wanted it for himself, he didn’t say so. He took a small locked box and some doubloons instead. Izzy figured it was just a broken, fancy chair. He didn’t see the glint in Archie or Stede’s eyes when they snuck glances at him that evening. ~Two Hours Later~ Izzy heard sharp tap-tap-tap-tap-taps on his cabin door. Only Stede and Archie knock on doors such energetic enthusiasm. “Unless it’s important, f*ck off,” Izzy called out from his cot. “It is important!” Archie shouted in response. “So it’s not important,” Izzy thought. He grumbled and got up anyway. The lass was more persistent than Stede, who would give up after only a minute or two. He didn’t want to try to sleep through more of her knocking. “Keep your f*ckin’ knickers on. I’ll be out in a moment.” “Alright, mate!” Izzy grabbed his cane and walked to the door. He opened it and a grinning Archie holding a bundle of unknown items greeted him. “What do you need, lass?” Archie began to speak a whirlwind of words that Izzy wasn’t interested in hearing. It went on and on until she mentioned an “olisbos” and a “monkey rocker.” That caught his attention! How did she know what those objects were? “F*cking pipe down and get in here,” Izzy opened the door wider and backed up to let Archie in. She made herself comfortable on his bed as he closed the door. ~The Following Morning~ Stede notices that his first mate is going easier on the crew today. He’s thrilled that Izzy is relaxing around them! He asks what brought on the change of demeanor, but he gets no clear answer.

An 18th century leather olisbos found in a latrine in Poland. It’s been washed, but there is some decay from age. 

~~~ 

Day 4, Part 2: 

~That Night~ 

Stede is feeling amorous tonight. He wants to show Izzy what’s in the box from the raid, but the man is nowhere to be seen on deck. Stede checks the first mate’s cabin, but he isn’t there either. 

Box in hand, he searches the ship until he reaches the recreation room. Jim is leaning against the wall by the door, a small smile on their face. When they see Stede, they straighten up and the smile falls away. 

“Good evening, Jim. Have you seen our surly first mate?” 

“Si, Capitán. He’s inside, but he’s busy.” 

“Busy? It’s time for bed. What is he up to now?” Stede hopes Izzy isn’t running himself ragged. 

“Eh… Crew bonding?” They look somewhat uncomfortable. 

“Ah. Well, do you have an approximate time when this “crew bonding” will be done?” 

“No, Capitán. It could be all night.” 

“Oh,” Stede feels put out, “Is there, perhaps, room for the captain?” 

“It depends. What are you offering?” 

Stede is miffed that he must bribe his own crew to let him join in whatever games they’ve decided to play, “Extra rum rations for all for the next week.” 

“Sh!t, un momento,” Jim’s eyes light up and they smile. They open the door halfway, announce the captain’s arrival (and offering), and wait for an answer. 

The crew’s response is too muffled by the wall for Stede to understand, but it seems to be positive. 

“Ok, Capitán. Have fun,” Jim opens the door wider. 

“Thank you, Jim,” Stede steps inside the room, but he wasn’t expecting to see… this. In hindsight, he probably should’ve. 

Frenchie is standing naked in front of Izzy, who’s currently using the monkey rocker to thrust a large leather olisbos into his rear, also naked. 

Izzy has both hands on his chest, squeezing his hairy pectorals together. What looks like several loads of semen sticks to his face, neck, and chest. Some of it has made its way to his soft belly.

An 18th century leather olisbos found in a latrine in Poland. It’s been washed, but there is some decay from age. ~~~ Day 4, Part 2: ~That Night~ Stede is feeling amorous tonight. He wants to show Izzy what’s in the box from the raid, but the man is nowhere to be seen on deck. Stede checks the first mate’s cabin, but he isn’t there either. Box in hand, he searches the ship until he reaches the recreation room. Jim is leaning against the wall by the door, a small smile on their face. When they see Stede, they straighten up and the smile falls away. “Good evening, Jim. Have you seen our surly first mate?” “Si, Capitán. He’s inside, but he’s busy.” “Busy? It’s time for bed. What is he up to now?” Stede hopes Izzy isn’t running himself ragged. “Eh… Crew bonding?” They look somewhat uncomfortable. “Ah. Well, do you have an approximate time when this “crew bonding” will be done?” “No, Capitán. It could be all night.” “Oh,” Stede feels put out, “Is there, perhaps, room for the captain?” “It depends. What are you offering?” Stede is miffed that he must bribe his own crew to let him join in whatever games they’ve decided to play, “Extra rum rations for all for the next week.” “Sh!t, un momento,” Jim’s eyes light up and they smile. They open the door halfway, announce the captain’s arrival (and offering), and wait for an answer. The crew’s response is too muffled by the wall for Stede to understand, but it seems to be positive. “Ok, Capitán. Have fun,” Jim opens the door wider. “Thank you, Jim,” Stede steps inside the room, but he wasn’t expecting to see… this. In hindsight, he probably should’ve. Frenchie is standing naked in front of Izzy, who’s currently using the monkey rocker to thrust a large leather olisbos into his rear, also naked. Izzy has both hands on his chest, squeezing his hairy pectorals together. What looks like several loads of semen sticks to his face, neck, and chest. Some of it has made its way to his soft belly.

Round silver nipple clamps with pointed studs. 

~~~ 

Day 4, Part 3: 

Stede licks his dry lips at the sight and sounds of the scene in front of him. 

Frenchie puts his hard c*ck between Izzy’s large pecs and moans. Every rock of the monkey chair brings Izzy’s torso up and down. It’s as if he’s masturbating Frenchie with his chest! 

Izzy notices his captain staring, fully erect in his breeches, holding the box from the raid. He smirks and rocks faster. In front of him, Frenchie adds his own ejaculate to the mix with a shout. 

When Izzy stops rocking and Frenchie sits down on the crew’s pile of pillows and blankets, Stede clears his throat and speaks up, “Um… Hello, all. I was just wond-“ 

“Get over here, Bonnet,” Izzy commands. 

Stede squeaks and stands in the same spot Frenchie was. He can’t seem to move his hands. 

Izzy lets go of his chest, wipes his hands across his sweaty thighs, and takes the box from Stede. When the older man opens it, he huffs a short laugh, “Did you want to see me wearing these tonight, Bonnet?” 

“Yes, I rather did,” Stede quietly replies. He’s feeling shy with the audience around them. 

Izzy takes one of the silver nipple clamps out and hands it to Stede, “F*cking put ‘em on me, then.” 

The blonde swallows and forces his hands to move. He tightens the first clamp and Izzy groans and hands over the other. Stede nearly drops it in his eagerness to hear another pleased sound from his first mate. 

With both nipples clamped, Izzy hands off the box to Lucius and orders Stede to open his breeches and take his c*ck out, which he does. 

Izzy grasps the clamps in each hand and pulls them so his pecs are squeezed together again. His own erection twitches between his thighs. 

Stede leans his hips forward and Izzy rocks again. Neither of them last long. Stede is too pent up and the extra pain from the clamps added to the toy being pounded against Izzy’s prostate is too much! 

Archie smiles, proud of Izzy and herself for tonight’s fun.

Round silver nipple clamps with pointed studs. ~~~ Day 4, Part 3: Stede licks his dry lips at the sight and sounds of the scene in front of him. Frenchie puts his hard c*ck between Izzy’s large pecs and moans. Every rock of the monkey chair brings Izzy’s torso up and down. It’s as if he’s masturbating Frenchie with his chest! Izzy notices his captain staring, fully erect in his breeches, holding the box from the raid. He smirks and rocks faster. In front of him, Frenchie adds his own ejaculate to the mix with a shout. When Izzy stops rocking and Frenchie sits down on the crew’s pile of pillows and blankets, Stede clears his throat and speaks up, “Um… Hello, all. I was just wond-“ “Get over here, Bonnet,” Izzy commands. Stede squeaks and stands in the same spot Frenchie was. He can’t seem to move his hands. Izzy lets go of his chest, wipes his hands across his sweaty thighs, and takes the box from Stede. When the older man opens it, he huffs a short laugh, “Did you want to see me wearing these tonight, Bonnet?” “Yes, I rather did,” Stede quietly replies. He’s feeling shy with the audience around them. Izzy takes one of the silver nipple clamps out and hands it to Stede, “F*cking put ‘em on me, then.” The blonde swallows and forces his hands to move. He tightens the first clamp and Izzy groans and hands over the other. Stede nearly drops it in his eagerness to hear another pleased sound from his first mate. With both nipples clamped, Izzy hands off the box to Lucius and orders Stede to open his breeches and take his c*ck out, which he does. Izzy grasps the clamps in each hand and pulls them so his pecs are squeezed together again. His own erection twitches between his thighs. Stede leans his hips forward and Izzy rocks again. Neither of them last long. Stede is too pent up and the extra pain from the clamps added to the toy being pounded against Izzy’s prostate is too much! Archie smiles, proud of Izzy and herself for tonight’s fun.

Day 4: T!t-F*cking & Sex Furniture

CW: Topping-From-The-Bottom Cis!Izzy, Polycrew, Adult Toys, Monkey Rocker, Leather Olisbos, Nipple Clamps, Nipple Play, T!t-F*cking, Pearl Necklaces, Facials

#nsfw #stizzy #polycrew #ofmdnsfw #ofmdkinktober25

6 1 2 0
An early 18th century sailor’s fighting knife. 

Photo from https://www.antiques.co.uk/antique/early-18th-century-sailors-fighting-knife-. 

~~~ 

Day 2, Part 1: 

“You sure you want this, veijo? Your body will hate you tomorrow.” 

“For the tenth f*cking time, yes, I f*cking want this,” Izzy groans in annoyance. He knows Jim means well, but he wants to get to the main event before midnight. 

“Ok, ok! We’ll start now,” Jim snickers and loosens up their muscles with a head roll and full-body shake. They pull a knife from a hidden sheath near their right shoulder and hold it to Izzy’s throat, “Go.” 

Izzy keeps the “f*cking finally” to himself, ties a black scarf around his head to cover his mouth, and begins the short walk to the Revenge’s main deck, where several of its crew members are waiting. He’s met with the cool Caribbean night air and the sight of Roach, Pete, Lucius, Oluwande, and Wee John sitting nude on mismatched chairs in a small circle. Some of them are casually touching themselves. 

Fang is at the helm and Frenchie has decided not to join tonight, but he sent his best wishes before retiring below deck. 

Archie is in the rigging with her pants already undone. She’s meant to be on night watch, but she definitely won’t be looking for enemy ships tonight. They’re anchored in safe waters outside of shipping lanes, per their co-captains’ orders. 

Said co-captains are in their cabin doing “co-captainy things,” as Stede said. 

“The twats are probably watching through the windows,” Izzy thinks as he puts on a black and orange blindfold. Jim uses their knifeless hand to guide him the rest of the way to the circle. 

“Love the robe,” Lucius compliments the short black robe Izzy’s wearing. 

“Matches his gag and smalls,” Wee John agrees. 

“And his hair,” Pete adds. 

Izzy forgets himself and snorts at the last comment, so Jim scolds him and presses the knife harder against his neck. It’s not breaking the skin, but Izzy still tenses up.

An early 18th century sailor’s fighting knife. Photo from https://www.antiques.co.uk/antique/early-18th-century-sailors-fighting-knife-. ~~~ Day 2, Part 1: “You sure you want this, veijo? Your body will hate you tomorrow.” “For the tenth f*cking time, yes, I f*cking want this,” Izzy groans in annoyance. He knows Jim means well, but he wants to get to the main event before midnight. “Ok, ok! We’ll start now,” Jim snickers and loosens up their muscles with a head roll and full-body shake. They pull a knife from a hidden sheath near their right shoulder and hold it to Izzy’s throat, “Go.” Izzy keeps the “f*cking finally” to himself, ties a black scarf around his head to cover his mouth, and begins the short walk to the Revenge’s main deck, where several of its crew members are waiting. He’s met with the cool Caribbean night air and the sight of Roach, Pete, Lucius, Oluwande, and Wee John sitting nude on mismatched chairs in a small circle. Some of them are casually touching themselves. Fang is at the helm and Frenchie has decided not to join tonight, but he sent his best wishes before retiring below deck. Archie is in the rigging with her pants already undone. She’s meant to be on night watch, but she definitely won’t be looking for enemy ships tonight. They’re anchored in safe waters outside of shipping lanes, per their co-captains’ orders. Said co-captains are in their cabin doing “co-captainy things,” as Stede said. “The twats are probably watching through the windows,” Izzy thinks as he puts on a black and orange blindfold. Jim uses their knifeless hand to guide him the rest of the way to the circle. “Love the robe,” Lucius compliments the short black robe Izzy’s wearing. “Matches his gag and smalls,” Wee John agrees. “And his hair,” Pete adds. Izzy forgets himself and snorts at the last comment, so Jim scolds him and presses the knife harder against his neck. It’s not breaking the skin, but Izzy still tenses up.

A black and orange satin blindfold. 

~~~ 

Day 2, Part 2: 

Jim clears their throat and reminds the crew of the rules, “Uno: only finish in Izzy’s front and back holes. Dos: no hitting, pinching, scratching, or biting. Tres: wait your turn. Cuatro: don’t let him c*me. Cinco: if he snaps his fingers, we’re done.” 

Everyone directly involved nods or vocalizes their agreement. Archie hoots from the rigging. Izzy shrugs off the robe. Archie hoots again. 

“You first, Roach,” Jim allows the wild-eyed man to position Izzy in front of him. 

“Thank you,” Roach smiles and runs one of his fingers between Izzy’s legs, making sure the man has been prepared properly. He feels a serviceable amount of coconut oil around both holes and smiles wider. 

“Very good. Nice and slick,” Roach feels Izzy tremble as he guides him over his erection. Both men sigh as Izzy gets used to the feeling, then the smaller man begins to ride him in earnest. 

Roach is a considerate and skillful lover. He greatly wishes to rub the hard growth between Izzy’s legs, but that would bring him too close to the edge, and he has other men to ride. 

Izzy isn’t close to climax when Roach spills in his front hole, but he is enjoying himself. The rest of the crew seem to be happy as well; there are cheers and applause from at least three of them. 

When the aftershocks of his orgasm end, Roach replaces his flaccid penis with a wooden plug (handed to him by Pete, who carved and polished it) so his semen doesn’t spill out. 

Izzy moans; the plug is wider than Roach, but not as long. Roach gives him a kiss on the cheek and helps him stand. He excuses himself to get dressed and prepare light snacks and drinks in the kitchen. 

Izzy is then guided to Pete, but turned around for anal penetration. Pete rubs Izzy’s small, bony butt in glee. Izzy lets himself down slowly. 

It takes a bit longer for Izzy to adjust to taking something in his rear, but once he does, he bounces with just as much enthusiasm as before.

A black and orange satin blindfold. ~~~ Day 2, Part 2: Jim clears their throat and reminds the crew of the rules, “Uno: only finish in Izzy’s front and back holes. Dos: no hitting, pinching, scratching, or biting. Tres: wait your turn. Cuatro: don’t let him c*me. Cinco: if he snaps his fingers, we’re done.” Everyone directly involved nods or vocalizes their agreement. Archie hoots from the rigging. Izzy shrugs off the robe. Archie hoots again. “You first, Roach,” Jim allows the wild-eyed man to position Izzy in front of him. “Thank you,” Roach smiles and runs one of his fingers between Izzy’s legs, making sure the man has been prepared properly. He feels a serviceable amount of coconut oil around both holes and smiles wider. “Very good. Nice and slick,” Roach feels Izzy tremble as he guides him over his erection. Both men sigh as Izzy gets used to the feeling, then the smaller man begins to ride him in earnest. Roach is a considerate and skillful lover. He greatly wishes to rub the hard growth between Izzy’s legs, but that would bring him too close to the edge, and he has other men to ride. Izzy isn’t close to climax when Roach spills in his front hole, but he is enjoying himself. The rest of the crew seem to be happy as well; there are cheers and applause from at least three of them. When the aftershocks of his orgasm end, Roach replaces his flaccid penis with a wooden plug (handed to him by Pete, who carved and polished it) so his semen doesn’t spill out. Izzy moans; the plug is wider than Roach, but not as long. Roach gives him a kiss on the cheek and helps him stand. He excuses himself to get dressed and prepare light snacks and drinks in the kitchen. Izzy is then guided to Pete, but turned around for anal penetration. Pete rubs Izzy’s small, bony butt in glee. Izzy lets himself down slowly. It takes a bit longer for Izzy to adjust to taking something in his rear, but once he does, he bounces with just as much enthusiasm as before.

Two smooth wooden vaginal/anal plugs. 

~~~ 

Day 2, Part 3: 

Pete runs his hands across Izzy’s back and hips, making small groans and huffs of pleasure. Izzy is starting to sweat. Lucius offers sweet words of encouragement and praise to both men. 

Pete holds Izzy in place when he finishes. Izzy was close, but not too close. The others sound off more claps and cheers. Pete recovers and inserts a second plug (which he also carved and polished himself) into Izzy’s rectum in place of his penis. 

Izzy is moved to Lucius, who hurriedly pulls the plug from his front hole and guides him down onto his shaft. Not a single drop of Roach’s load escapes. 

When Izzy’s only ridden Lucius for two minutes, he has to stop himself from tipping over the edge. Lucius waits patiently for the older man to calm down before cheekily demanding he get back to work, in a terrible mockery of Izzy’s voice. 

Izzy rolls his eyes behind the blindfold and “gets back to work.” He’ll give the young man the boring chores tomorrow. 

Lucius bucks his hips and gasps as he climaxes. He switches his penis and the plug just as quickly as he did before. 

Izzy feels a twinge in his left* leg. He tries to shake it out when standing up. The cheers and claps die down and concerned noises arise. 

“You need to stop?” Jim asks. 

Izzy shakes his head. 

Oluwande offers a solution Jim agrees with, “Here, Izzy. You can bend over my chair.” 

Jim watches with pride as Oluwande stands up to assist Izzy; they love him so much! Once Izzy is comfortable, he nods to let Oluwande know he’s ready. 

From this angle, Pete’s ejaculate is easy to hold in. Oluwande gently removes the plug from Izzy’s butt and mounts him. He purposely moves slower than the previous three men. When he sees Izzy’s toes curl, he freezes. 

Izzy whines high in the back of his throat, but Jim reminds him that if he ends early, the night ends early. 

Izzy nods his head quickly to show he understands. 

*Izzy has both legs, but only nine toes.

Two smooth wooden vaginal/anal plugs. ~~~ Day 2, Part 3: Pete runs his hands across Izzy’s back and hips, making small groans and huffs of pleasure. Izzy is starting to sweat. Lucius offers sweet words of encouragement and praise to both men. Pete holds Izzy in place when he finishes. Izzy was close, but not too close. The others sound off more claps and cheers. Pete recovers and inserts a second plug (which he also carved and polished himself) into Izzy’s rectum in place of his penis. Izzy is moved to Lucius, who hurriedly pulls the plug from his front hole and guides him down onto his shaft. Not a single drop of Roach’s load escapes. When Izzy’s only ridden Lucius for two minutes, he has to stop himself from tipping over the edge. Lucius waits patiently for the older man to calm down before cheekily demanding he get back to work, in a terrible mockery of Izzy’s voice. Izzy rolls his eyes behind the blindfold and “gets back to work.” He’ll give the young man the boring chores tomorrow. Lucius bucks his hips and gasps as he climaxes. He switches his penis and the plug just as quickly as he did before. Izzy feels a twinge in his left* leg. He tries to shake it out when standing up. The cheers and claps die down and concerned noises arise. “You need to stop?” Jim asks. Izzy shakes his head. Oluwande offers a solution Jim agrees with, “Here, Izzy. You can bend over my chair.” Jim watches with pride as Oluwande stands up to assist Izzy; they love him so much! Once Izzy is comfortable, he nods to let Oluwande know he’s ready. From this angle, Pete’s ejaculate is easy to hold in. Oluwande gently removes the plug from Izzy’s butt and mounts him. He purposely moves slower than the previous three men. When he sees Izzy’s toes curl, he freezes. Izzy whines high in the back of his throat, but Jim reminds him that if he ends early, the night ends early. Izzy nods his head quickly to show he understands. *Izzy has both legs, but only nine toes.

A PNG of a black scarf. 

~~~ 

Day 2, Part 4: 

Roach returns fully dressed from the kitchen with a water bucket, a rag, soap, two full canteens of water, and a bundle of snacks: cheese cubes, sliced bread, cocktail sausages, and orange slices. Pete and Lucius gratefully accept a few bites and share a canteen (after washing up). The others will wait until later to eat. 

Oluwande gives Izzy an extra minute to relax before resuming. Izzy gets close again, but doesn’t let himself finish when Oluwande does. 

Once again, the crew claps and cheers. Archie finishes masturbating with a groan, fixes her trousers, and climbs down to wash up and eat. 

“I’ll have his ar*e tonight,” Wee John declares, “No need to fuss with the plug.” 

Wee John switches places with Oluwande and sets a brutal pace. 

Izzy’s moans rise in pitch; Wee John’s hitting his g-spot from the back! He tosses his head against the man’s warm chest. He can’t stop his climax now, but he doesn’t have to. 

“Ok, veijo, you can c*me now,” Jim says. 

Izzy goes silent, taught as a bowstring. Both of his holes clench tightly. Wee John huffs and climaxes from the squeeze. 

The plug from Izzy’s front hole is forced out with a fountain of mixed fluids spraying across the deck. 

“Holy sh!t, that’s further than last time!” Pete exclaims. He and the others watch in awe as Izzy sprays again. 

Wee John pulls out and a second (albeit a lot less substantial) spurt is forced from Izzy’s rear, oil and semen dripping to the deck below. 

As the contractions slow, Izzy breathes again. He slumps and his eyelids droop behind the blindfold. Tonight has been intense, and he can’t help but relax against the chair. The taller man laughs and runs his fingers through Izzy’s ruffled hair. 

“I’ll get him clean and fed before he sleeps,” Roach dips the rag into the bucket, wrings out the excess soapy water, and walks to Wee John and Izzy. 

Jim removes Izzy’s gag and blindfold, “You good?” 

Izzy smiles, “Happy as a f*cking clam.”

A PNG of a black scarf. ~~~ Day 2, Part 4: Roach returns fully dressed from the kitchen with a water bucket, a rag, soap, two full canteens of water, and a bundle of snacks: cheese cubes, sliced bread, cocktail sausages, and orange slices. Pete and Lucius gratefully accept a few bites and share a canteen (after washing up). The others will wait until later to eat. Oluwande gives Izzy an extra minute to relax before resuming. Izzy gets close again, but doesn’t let himself finish when Oluwande does. Once again, the crew claps and cheers. Archie finishes masturbating with a groan, fixes her trousers, and climbs down to wash up and eat. “I’ll have his ar*e tonight,” Wee John declares, “No need to fuss with the plug.” Wee John switches places with Oluwande and sets a brutal pace. Izzy’s moans rise in pitch; Wee John’s hitting his g-spot from the back! He tosses his head against the man’s warm chest. He can’t stop his climax now, but he doesn’t have to. “Ok, veijo, you can c*me now,” Jim says. Izzy goes silent, taught as a bowstring. Both of his holes clench tightly. Wee John huffs and climaxes from the squeeze. The plug from Izzy’s front hole is forced out with a fountain of mixed fluids spraying across the deck. “Holy sh!t, that’s further than last time!” Pete exclaims. He and the others watch in awe as Izzy sprays again. Wee John pulls out and a second (albeit a lot less substantial) spurt is forced from Izzy’s rear, oil and semen dripping to the deck below. As the contractions slow, Izzy breathes again. He slumps and his eyelids droop behind the blindfold. Tonight has been intense, and he can’t help but relax against the chair. The taller man laughs and runs his fingers through Izzy’s ruffled hair. “I’ll get him clean and fed before he sleeps,” Roach dips the rag into the bucket, wrings out the excess soapy water, and walks to Wee John and Izzy. Jim removes Izzy’s gag and blindfold, “You good?” Izzy smiles, “Happy as a f*cking clam.”

Day 2: Knife Play & Free Use & C*m Inflation

CW: Free-Use Trans!Izzy, Polycrew, BDSM, Mild Knife Play, Voyeurism, PIV & Anal Sex, C*me Inflation, Adult Toys, Vaginal & Anal Plugs, Scarf Gag, Blindfold, Orgasm Delay & Denial, Masturbation, Squirting

#nsfw #polycrew #ofmdnsfw #ofmdkinktober25

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Uhh Odysseus getting two manned #epicnsfw #polycrew #euryody #odypoli #epicthemusical #odysseus #eurylochus #polites #nsfw

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