Ithi's Position
After Ithi's latest attempt at escaping the prison, the warden offers to let him out himself... If only the dragon would try out his new idea.
He agrees to it and for the first time finds himself incapable of breaking free. The warden makes the most of it, and by the time he's finished with the dragon, Ithi's not sure if he wants to leave at all.
Ithi's Position, by AnotherAperson
"And after this, you'll release me, right?" huffed Ithi. He found it hard to breathe evenly with the warden's hand wrapped around his cock. The wolf in front of him gave a few, long, teasing strokes, and Ithi let out an equally drawn-out moan. The wolf let go and cleared his throat.
"Of course; though I doubt you'll want to."
Of course, I want to, Ithi thought_; I've never felt more uncomfortable. _
With his back pressed against the wall, and his legs pulled up behind his shoulders and head, and tied in place with shackles, his spine was bent forward so that his face was held close to his erect dick. With every breath, Ithi brought more of his own smell to his nose, and it drove him crazy, but he wasn't going to tell the Warden that. He wanted nothing more than to smack the warden, as his dick was again slowly fondled and teased.
Ithi did his best to keep silent. He would've pulled the warden off of him, at the very least, but his hands too were tied beneath his hips, only further pulling his head down and towards his own cock.
"I will want to; I already do... You better have a timepiece on you, so you know when to release me."
The warden laughed again and continued to mindlessly play with Ithi's throbbing length. Proportionate to the rest of the dragon's body, it appeared quite large. Being only a small dragon, Ithi was only four feet tall, while his dick stood at seven inches, making it look absurdly long on his frame. It also meant he could easily reach it with his mouth, even without the tight harnesses around his body. From experience, he would know.
Now he kept his lips tightly shut. Though it became harder and harder as the warden continued to pump him. A shot of pre-cum jerked out of him and splattered up against his nostrils. Ithi tried turning his head, but there was nowhere for him to turn, and the warden just laughed again. He pulled his hand away and wiped it across the dragon's shirt.
"Of course, you will... But in the meantime, you might as well have some fun."
"I'm not putting it in my mouth."
"Are you sure?" the Warden crooned. He leaned over and kept his eyes on Ithi as he rolled the length of his canine tongue over the head of the penis. He lapped at it, keeping his focus on the tip, then spat thickly onto it. With his hand enveloping it, he rubbed the saliva in, covering the whole length and making it glisten. Another shot of pre-cum shot out against the dragon's body. The warden pulled his hand away, only to kiss the tip again. He breathed heavily against the length, gently rubbing his snout and nose against it.
"Because," he continued, slightly breathless, "if not you'll have to wait until I get back before you can get off. And I don't think you can wait that long."
He leaned forward and gave one last passionate kiss right at the frenulum, earning another throb and jet of pre-cum. Ithi audibly whined as he moved away.
The warden didn't laugh this time. He straightened up, then reached into his uniform to pull out his dagger.
Ithi prided himself on being able to escape out of anything. He'd made numerous attempts at breaking out of this prison, and each time he got closer to escaping. Each time he learned more about the building's layout and organisation, and he got better at moving around it unseen. He broke out of all his shackles; got through any barred doors; could outwit any guard, and steal any key.
It was why he was here now, testing out a new, inescapable position, looking at his own dick longingly. It's why he agreed to watch his length glisten and body tremble, as it was only two hours, then freedom. And if they don't let me out as agreed, then I'll prove their design escapable, he had thought to himself. But now the warden was pulling out his dagger.
With practised ease, Ithi pulled his legs down against the ankle cuffs to slide out as he always had-- and couldn't escape.
Horror crossed his face when he realised, he actually couldn't move. He pulled again to make sure, and the blade descended towards him.
"Relax, relax; and please stay still. I'm just cutting off your clothing."
"...If you untie me, I can take it off myself."
"You don't want to be untied. Watch."
The Warden knelt down again, and swallowed Ithi's penis. Ithi pulled his body upwards, trying to push himself deeper into the warm, wet throat that swallowed around him. The Warden rolled his tongue around it and hummed, before pulling off with a wet slurp. His saliva drooled around and stained Ithi's crotch, as the dragon throbbed again and again, desperate to feel some tightness around him. He forgot all about the knife. Forgot all about why he was there. All that mattered was the thick, pleasurable cock bobbing in front of him, being frustratingly ignored!
The Warden smirked and licked his lips. Gently, he cut away at Ithi's shorts and pulled away the tatters, revealing the dragon's thick ass. With his legs pulled up and behind his head, nothing was hidden from view for him, and he openly licked his lips at the sight.
Ithi didn't notice. He was resisting the urge to suck on his own cock, as he felt his orgasm fading away with each throb. The blowjob left him sensitive and hard in the cold air, but he still couldn't touch himself.
He looked back at the wolf and noticed him kneeling down on the floor, his head at the same level of his tight hole. The Warden winked once, then, leaning the palms of his hands against Ithi's thighs, pressed his muzzle forward, and dragged his long tongue up the dragon's crack. His face glimmered with mischief as continued to watch Ithi's face. He licked again, going slower, barely blinking as he stared down the desperate dragon.
Ithi gasped and writhed, but still couldn't escape. And the Warden was right; he had no idea whether he wanted to. Not when the wolf slowed down to focus specifically on his hole to put his whole muzzle and weight against it. He pushed his tongue forwards, probing inwards on the ring of muscle, before dragging himself away and tracing back up to Ithi's balls. He gave them a light push with his nose, then pulling himself back down the length of his ass.
Ithi's thin tail danced in ecstasy, and smacked the Warden on his chest.
"Oh, I forgot about that."
The warden kissed his ass once, then grabbed the limb with both hands. He firmly pressed it against the wall beneath Ithi and held it still. Ithi whined, and winked his ass a few times, wanting to feel that tongue again, but the Warden knew what he was doing. He moved his face as if to make out with him again, then focused back on the tail.
"You must have been able to escape this entire time without this being held away. It's easy to pull out of those shackles; I've seen you do it before. Right, Ithi?"
"Yes... I could've escaped."
Ithi couldn't focus. He stared at the length of his cock that seemed to get bigger the longer he watched it swaying. A drop of pre-cum rolled down its side, and he just wanted to suck it. Just wanted it spraying down his own throat. He told himself he couldn't, and focused on what the wolf was saying. He'd been talking in a low voice.
"So, you must have chosen to stay... I knew you'd like it."
"I don't--"
The lips created a slight vacuum as they sucked on his ring. Ithi squirmed, and his dick bobbed against his nose. The smell caused him to shudder and clench just as the Warden pushed his long, wet tongue inside. Ithi groaned and watched the wolf work. He sucked and kissed and rimmed and kept his entire attention on the dragon's hole while keeping watch on his face.
The movements became wetter and wetter. And Ithi let him push deeper into him. Hands trailed up his sides and pried his legs even farther apart, giving more room to make out with him. And only then did Ithi give in and suck on his own cock.
The pleasure was immediate. The reaction was intense as his whole body trembled then arched as he slurped along himself, tasting the wolf's tongue from before and his sweet cum. It only encouraged him to sink lower, letting his dick push through his small muzzle towards the back of his throat. Soon, he was pushing down towards his cock's base, not minding how filled he felt from both ends, or the tension in his position. He just felt pure bliss.
The wolf got messier and deeper. Soon finding Ithi's prostate, he attacked it almost violently. Ithi gurgled and bobbed his head, feeling an approaching orgasm. He gagged a few times when he pushed too hard, but the pleasure kept his head down, sucking and feverishly swiping his tongue over everything he could reach.
He almost forgot about the wolf, until a hand snaked forward and toyed with his balls, sending him soaring over the edge. Thick cum filled his mouth and ballooned his cheeks before he swallowed it down, only stimulating his dick further. He groaned breathlessly and felt the pleasure rock his body in repeated shudders. He clenched on the Warden's tongue that just kept poking and prodding at his insides.
Ithi gagged but kept swallowing. Kept sucking and bobbing his head as his orgasm subsided and rolled over into overstimulation.
...
The tongue slid out of him as he relaxed, and the Warden stood up, wiping his chin. He patted the dragon on the head, and Ithi smiled back.
"You don't need to tell me you enjoyed that. I've never felt an ass so tight as you came... I think you're going to like these next two hours."
Ithi's smile faltered, and he pulled back to answer. But the hand stopped him. He tried again, but the Warden kept his head down, pressed onto his own dick. With his other hand, the wolf held up a collar, and began fastening it around Ithi's neck.
"Now you won't be able to escape. Even if you wanted to, which you definitely don't, your positioning of your head and tail means you won't be able to untangle yourself... I designed it myself after I spent some time thinking about you."
His grin returned to its menacing look as he fastened the collar to another hook on the wall, keeping the dragon in place. Ithi made a few pitiful pulls upwards, only overstimulating his dick more, and found he really couldn't move at all. His whole body felt pulled back and exposed to the wolf.
The Warden stood up, put his dagger away, and patted Ithi on the head.
"Have fun," he said. He leant down to give one more longing kiss right against his hole, then turned to leave the room.
"See you in two hours."
Ithi didn't hear him. He was already suckling away, tasting the fresh spurts of pre-cum that coated his throat, imagining that wolf's big muzzle pressed under his tail. And he told himself again and again that it was only two hours.