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Schooling

Summary:

Stede misses horse shows, what if he could have his very own pony at sea?

Notes:

Words used: dick, I think otherwise I’m not too detailed about genitals

Work Text:

“Mate, he misses horses so much, just indulge him.” Ed had a knife under Izzy’s chin.

 

“The day I show off for Stede fucking Bonnet-“ Izzy cut off as the knife pressed into his skin.

 

“Is today, or you lose your tongue.” Ed had flipped after Bonnet had returned and they’d made up. Now Izzy was the bad guy, the one he hated. He would be paying for his perceived betrayal for the rest of his life with Ed. The sick part was that he was willing to do it.

 

Ed eased up. “Yes, Captain.”

 

—————————

 

“Are you sure, dear? It doesn’t seem like the kind of thing he’d go for.” Izzy could see Stede wringing his hands and pacing nervously back and forth in front of the windows.

 

“Relax, I talked it out with him already. He’s up for it.”

 

“Okay.” Stede sat on the couch with a look of trepidation while Ed fetched Izzy. When he came in he felt painfully uncomfortable but tried not to show it. Stede crossed his legs and rolled his shoulders back. “Why don’t you come sit next to me? We’ll ease in.”

 

Izzy sat stiffly next to him. He kept his eyes on Ed. “I’m going to help you get dressed, is that alright?”

 

“Yes.”

 

“Alright, Ed will you hand me the bit? Yes okay, lovely.” Stede poked his chin and Izzy’s mouth dropped open. He secured the bit around his head and in his mouth, letting the lead hang loose for now. “Now, let’s get you out of these.”

 

Ed swooped in and the two of them carefully unlaced and unbuttoned all of Izzy’s clothes. When he was naked but for his underwear, Stede started to cross and tie some kind of harness over his body. It was incredibly soft, nothing like what an actual horse would have. It was royal blue and purple with fringe hanging down by the nipples and the hips.

 

“You’re not ready for your tail yet. We’re gonna do some show training today, okay?” Izzy nodded and the lead swung slightly back and forth. “Go ahead and get on all fours.”

 

Izzy reluctantly dropped down to his knees and then onto all fours. Stede’s shoes were near his face. Immediately his brain started to get cloudy, down here and exposed. Serving his owners, being good for his captains. He barely noted the pluralization, that he was thinking of them both.

 

“Arch.” Izzy wasn’t sure what that meant. He lifted his head up slightly. “You’re to present to us, dear. Try again.” He sighed and stayed roughly in the position he was already in. Stede’s shoes disappeared from his sight.

 

A second later Ed’s hands shifted his underwear aside. What? Finger slick with coconut oil rubbed at his ass. “Here you go, we’re going to do an exercise,” Stede said. “I have some ginger here, and Ed has a riding crop.” Izzy’s body felt warm and cold at the same time. He knew what that was for. What the fuck. He desperately hoped Stede wouldn’t notice how wet he’d gotten.

 

“Wherever your posture isn’t right I’ll hit you to correct it.” Ed’s boots came into view. “Understand?”

 

“Mm-hmm,” Izzy moaned as Stede fingered him open. A second later Stede pushed the ginger into his ass. It burned, oh it felt horrible. He gasped around the bit and tried to relax his hole.

 

“There you go.” Stede patted his ass and stood up. “Now, arch.” Izzy arched his back as best as he could, head up. “Look at those tassels, beautiful, isn’t he?”

 

“Very pretty,” Ed said and Izzy groaned. He had already started to tremble in this position. “Don’t think he’s arching enough.” The crop came down on his ass and Izzy yelped. His ass tightened around the ginger, and he choked out a moan at the wave of searing burn. His head lowered for a second as he keened in pain but he quickly jerked it back up.

 

“His chest needs to be up more too,” Stede added. Izzy was too dazed to glare at him. The crop landed between his shoulder blades. He arched more, shaking with effort. The sting was radiating out. His underwear was fucking soaked. “Now hold like that for, five minutes today.” Izzy wasn’t sure he could do it. He kept there for two minutes before he started to flag.

 

“Ah, not done yet,” the crop hit his ass twice. He mumbled a heartfelt fuck through the bit, and Stede crouched in front of his face. The ginger was white hot pain in his ass. Stede grabbed either side of his face.

 

“Look at my pretty pony, doing so well for me. You can do it, just three more minutes.” Izzy hated how much he leaned into his hands. He was drooling around the bit, spit dripping from his chin. His muscles ached terribly. His vision was tunneling down to just Stede.

 

He focused on breathing and keeping his head up. Stede was helping him, keeping his hands there on his jaw. They all stayed motionless until Stede pulled his hands away and nodded. “There you go, relax.” He reached back and pulled the ginger out of Izzy’s ass. Izzy crumbled to the floor, curled up and trembling. “Good pony,” Stede carded his fingers through his hair.

 

Izzy hummed and placed his head in Stede’s lap. “Needs some soothing I bet.” Ed climbed down to the ground, careful of his knee. He pulled the black underwear down and off. He parted Izzy’s legs and lapped his tongue at his red sore hole. “Mm, gingery.”

 

Izzy whined and wiggled his face into Stede’s thigh, gripping onto his robe as Ed rimmed him. “You got it love, you got it.”

 

“Gonna put the tail in,” Ed panted. Izzy felt something hard going into his hole. He could feel that it was attached to something longer but he didn’t look back. “Wanna watch you fuck him.”

 

“You up for that, pony?” Stede kept petting his head.

 

“Mm-hmm,” he nodded. He was so fucking turned on. The two of them manhandled him onto Stede’s lap on the couch, facing him. Ed settled back onto a nearby chair with a hand down his pants.

 

“Time for the pony to show off,” Stede flicked both his nipples and Izzy whined again with cheeks flushed. Stede lifted him up with surprised strength and slowly lowered him onto his cock. He was so tired and so deep in subspace he let Stede just lift and drop him on his dick over and over. It felt wonderful. The tassles bounced pleasingly, and the lead swung between them. His tail wiggled nicely for Ed’s view, he was sure.

 

Then Stede stopped, grabbed the lead tight and started to circle his hips slowly. He hit something so good, Izzy shrieked and buried his face forward into Stede’s chest. “Aww, look at him. Such a sweet thing once you get him going.”

 

“I told you,” Izzy could hear the slick sounds of Ed getting himself off.

 

Stede smoothed one of his hands over his sensitive hip bone and down to thumb at his dick. “You’re so hard, love.” Love. He’d never been called that before. He dazedly thought he’d dress like a pony every day to be called love so tenderly.

 

He gasped and writhed on Stede’s cock, skin still stinging from the crop hits earlier in the most pleasant way. His ass kept squeezing down on the tail, and he wailed through the bit as Stede fucked him. He clenched down and came hard, jerking his head back.

 

Stede lifted him up and set him on the ground. “Gonna cum on your face, tilt your chin up.” He yanked the lead and Izzy didn’t have a choice. He closed his eyes and relaxed further as hot cum hit his chin and his cheeks. Ed jerked his head the other way and pressed Izzy’s nose into his cock. Wet smeared over him as Ed stroked his dick until he gasped and smeared Izzy’s face wet.

 

“I should get Lucius to sketch such a pretty pony some time.” Izzy moaned and opened his eyes to look up at both of them. “Let’s get him cleaned up.”

 

Two pairs of hands undid the harnesses, and pulled the bit from his mouth. They carefully pulled the tail out and laid him in Stede’s plush bed before crawling in next to him. “Good pony, so handsome,” Stede promised him.

 

“You looked fucking hot,” Ed added in his ear, sending a shiver down his spine. He felt wrung out in the best way, loved and punished, chosen and cherished.

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