Chapter Text
“Why are these padded?” Leo inquired, fingers brushing the edges of the hole meant for his head. Odin pressed against him from behind, as naked as the prince was; at the question, the blonde retainer’s rapid kisses against Leo’s neck briefly slowed.
“We made a concession for your health, Lord Leo,” Niles explained. The former outlaw took a moment to stretch after their earlier effort of arranging the pillory in his own room. It was an obviously bad idea to set this up outside, where it would be more thematic, but also cold and in public. As much as Leo wanted a kinky night, he didn’t want any of his family finding out. He would at least die of embarrassment, if not worse.
Leo frowned thoughtfully, and Niles smoothly added, “It’s only a thin layer, my lord. Would you prefer to risk splinters?”
Bruises were one thing, but splinters weren’t usually worth the removal afterwards. Leo sighed, leaning over the device, “There shouldn’t be a risk of splinters, but fine. Continue.”
But Niles simply smirked, and Odin stopped his grinding and kissing despite the prominent press of his erection against Leo’s ass. Leo glanced between his catty retainers, then realization hit. He hung his head, cheeks flushing bright even as he whispered, “Please.”
“That’s much better,” Niles purred, his tone dropping to send a shiver up Leo’s spine. “Be a good boy and get in, and maybe we’ll reward you.” As Niles said this, Odin reached around their liege to lift the top of the pillory, giving Leo access to the device.
Leo hesitated, purely to be obstinate. The gentle pressure of Odin’s hands sliding up his arms, grasping his wrists and hands, pulling them towards the holes, saw Leo obeying with barely-hidden eagerness. Odin renewing an old mark between Leo’s shoulderblades had the prince sighing, and before Leo knew it, his head was through and the top of the pillory was down. Leo was trapped, just the way he wanted it.
“Now, my captive,” Niles purred, gaze trained on Leo’s trapped skull, “If you want to live, pleasure me.” Leo, barely able to lift his head and meet the strong gaze he felt, suddenly found his vision drawn to Niles’ hard cock in his face. Pursing his lips tight together, Leo refused the head entry, even as it prodded his lips. Above him, Niles tsked. “Such a defiant prisoner. You’re going to be fun. Odin,” and Niles paused. Leo looked up as much as he could manage, but Niles was leaning over to whisper to the mage.
Leo gasped as he felt Odin’s cock rub against his cunt, angled so the head brushed his clit as much as possible. The prince tried to roll hips against the mage, but Odin stopped as abruptly as he begun. With a swallowed groan, Leo tried to look back, but all he saw was the wood of the pillory.
“You want to be touched, pet?” Niles whispered. He leaned down as Leo looked up, his white hair falling to either side of Leo’s face, “You know what to do.”
Leo glared, stubborn, but he knew Niles had infinite patience. Even if Odin relented, the outlaw could keep the mage busy enough not to sate himself with Leo.
“... I’m sorry,” Leo relented, though only after a few moments more of stubborn silence. “Please let me pleasure your cock, Master.” Niles chuckled above him and, grasping his cock, pressed it against Leo’s parted lips.
Leo kissed the head, a brief break from character, a reassurance that he was fine. Then he began licking the head, slow, broad licks at first. Niles grunted in approval above him, and behind him Odin resumed his grinding, hips rolling against Leo’s, cock rubbing Leo’s cunt.
With muffled moans of pleasure, Leo’s hips rolled with Odin’s in relief. His tongue curled around Niles’ hot tip, eliciting pleasured sighs from the outlaw. Odin’s nails dug into Leo’s hips, his breath coming out in pleasured pants.
Taking the head in his mouth, Leo sucked thoroughly to the tune of his partner's’ moans, though Leo found his own pleasured groans rumble from his throat along Niles’ cock. Odin’s cock teased his pussy, the tip almost pressing inside, almost despite Leo insistently pressing back against it.
“Odin, please,” Leo begged, only briefly released Niles’ cock before it pressed into his mouth again. He whined against the head, tongue darting out against what he could reach of the shaft. His hands tried to move, but he was restrained fully.
“Please what, pet?” Niles asked, his voice subtly strained from the attention. He pulled away from Leo’s mouth, letting the prince breathe for just a moment.
“Please pound my pussy, Odin!” Leo begged, face growing bright red. He heard Odin murmur assent behind him, then felt the mage push inside slowly, torturously so, despite Leo’s hips pressing and cunt squeezing around his length. Odin gasped, sighed, yet showed remarkable restraint in keeping up a steady push, until the familiar meeting of their hips had them each shiver with both relief and desire.
At the same instant that Niles pushed his cock past Leo’s willing lips, Odin began grinding against Leo’s hips with determined need. Leo groaned around Niles’ shaft, especially as Niles pushed halfway in his mouth before pulling up, establishing a rhythm. Odin kept at Niles’ pace admirably, cock sliding half-out and fully-in Leo’s clenching cunt. With one hand keeping a bruising grip on Leo’s hip, Odin’s other fingers slid down and around, playing with the bound prince’s clit. Jerking at the sudden shock, Leo moaned wantonly, and felt Niles’ hand grip his hair, lightly for now.
Leo longed to beg, longed to plead, to shout, “Harder! Faster! Fuck me senseless!” but his mouth was wonderfully busy. Odin was half-bent over him, his body heat radiating against Leo’s bitten back. Niles cupped Leo’s cheek, gentle despite the tightening grip on Leo’s hair. Pressure built inside Leo, pleasant and curling through every limb, yet sharp with every thrust against his g-spot, every rub against his clit, every thrust deep in his throat.
Realizing his release was near, Leo decided against warning his partners. In this scenario, he doubted they would tell him, though he could feel Odin speed up inside him, breath growing heavy, and tightened his pussy around the mage’s throbbing cock. Odin groaned, the slapping of his hips against Leo’s ass echoing loud in Niles’ room. Leo moaned as he felt Odin spill inside him, losing all rhythm in the face of his release.
Leo moved with Odin as much as he could, but orgasm found him not long after. He clenched hard, dripping down his own thighs and moaning, unrestrained, around Niles’ cock. Niles shivered and came, cum dripping down Leo’s slack jaw, until finally all three slowed to a sated stop. Niles pulled his dripping cock free, and Leo let his head droop as he caught his breath. Leo shivered as he felt Odin pull out, and sighed when he felt Odin’s calloused fingers gently rub his abused hips.
On shaky legs, Niles kneeled in front of Leo to kiss him softly, until Odin lifted the pillory and scooped Leo into his arms. Leo found himself being deposited on Niles’ bed, where Odin promptly cuddled up and pressed loving kisses all over Leo’s smiling face. Niles joined them shortly after, checking Leo’s neck and wrists for marks; a more thorough examination would be given in the morning. They snuggled to sleep in Niles’ bed, as they had so many times before, as they would so many times after.