Chapter Twenty-Six

Jack-Off-o'-Lantern

Dan

"Shit, really?" I shifted around, perching my ass back on the footstool directly in front of him with a big grin on my face.

Felt like I was about to unwrap a birthday present.

Rafe groaned in relief, head tipping back as his hands hovered over the pumpkin head. He nodded, letting out a slow breath. "Fuuuck. I can feel my dick again."

"Poor kitten," I murmured in sympathy, before my grin widened. "I'm ready for the reveal, handsome."

"Jesus Christ, me too," he muttered, lifting his head. "Can't wait to see my dick and confirm that it's still attached to me."

But he kept his hands hovering over the pumpkin, nibbling his lower lip. He looked up at me anxiously. "I'm kind of scared to touch it. In case it… triggers it again."

"Hmm." I sat back, then smirked at him. "You could get on your hands and knees. See if it slides off."

He flushed, letting out an awkward chuckle. It made me want to lean back in and kiss him again.

"How 'bout I do the honours?" I grinned, sitting forward and rubbing my hands together. "I'll be gentle."

Rafe blew out a hard breath. After a few seconds, he nodded. "Okay." My belly fluttered when he shot me a small smile. "Thanks."

"Don't mention it, kitten." Seriously, it was no hardship.

Carefully grasping the pumpkin, I gave him a second to prepare, then began slowly sliding it up his cock.

Rafe's hips jerked up off the armchair as he gasped. "F-fuck."

I immediately stopped moving. "What? Does it hurt?"

"Uh—" He blushed, teeth sinking into his lower lip as he gripped the armrests. "N-no, it's just…"

After a pause, I smiled wide. "Ah. I see."

"It's just that my dick's been hard for ages," he rushed out, brows pinching. "It—I—"

I made a soft sound of sympathy in the back of my throat. "You need to come, don't you, kitten?"

He loosed an unsteady breath and nodded. His hips twitched, jostling his cock in the sleeve, and a tiny whimper escaped him.

My own cock was stiffening up as I watched him hungrily. "Why don't I keep going?"

His eyes shot to mine. He swallowed. "Y-you mean…"

To show him exactly what I meant, I slid the toy up to the tip of his cock, then slowly plunged it back down. Rafe gasped, hips jerking as he clung to the chair's armrests.

"W-wait," he panted. "You mean… w-with the pumpkin?"

"Fuck yeah, handsome." My grin grew slightly feral as I looked down at it. "I want to watch you fuck a pumpkin head."

"Oh god." He groaned, trying to keep his hips still, but I could tell he wanted to start thrusting, and it made my cock jerk in my jeans.

Biting his lip, he gazed at me plaintively. He was tempted. "What if it tightens back up?"

"The helpful customer service lady said it shouldn't happen again."

"But what if it does?"

I shrugged, giving him a crooked grin. "What's life without a little risk?"

"Do people usually say that when their dicks are involved?" he asked anxiously, back to staring at the pumpkin head.

I laughed. "She also said the doctor's sex magic is formulated to keep you hard until you ‘give the Headless Horseman what he wants.' So…"

My fingers twitched on the pumpkin as I waited. I really, really wanted to watch it sliding up and down his dick. To see him lose his inhibitions again. Make him come.

After a long moment, Rafe exhaled sharply.

"Fuck it." He nodded at me, nibbling his lower lip and still looking somewhat worried and apprehensive, but at the same time too horny to care. "Okay."

Excitement flared in my gut as my cock jerked, straining against tight denim. Wetting my lips in anticipation, I adjusted my grip and started sliding the toy up and down his dick at a nice, steady pace. Rafe shuddered, his teeth digging harder into his lip.

It was only seconds before he was huffing out breathy little whimpers and groans, legs shaking and fingers clawing at the armrests while I plunged the sleeve over his cock. He'd been hard for a long time with no relief, which meant this probably wouldn't take long.

"Oh fuck," he breathed, slouching lower in the armchair and trying to spread his thighs. When they pressed up against the sides, he groaned in frustration and hooked his knee over the armrest, spreading himself wide.

"Fuck yes, kitten," I growled, my eyes greedily taking him in. His sac was bunched up tight with his impending orgasm, and below it I could see the curve of his backside.

Shit, I wouldn't be able to wait much longer before I insisted on getting a good look at his ass.

Politely insisted.

He whimpered, straining his hips up to meet every one of my downward thrusts with the toy. His toes curled, throat and chest stained with a sweet flush.

I scooted the footstool as close as possible until my knees were digging into the armchair. Rafe lifted his head and looked at me, eyes heavy and dazed with pleasure, lips parted around his panting breaths. His gaze dropped then flared with heat. I looked down to follow it and realised he was staring at the outline of my stiff cock through my jeans, snaking down one leg.

"E-Ewen" he panted, lifting his gaze to mine again. There was a silent, desperate request in it. One I knew he wouldn't voice out loud.

Without saying a word, I released the pumpkin head to fumble with my fly. The moment I pulled my cock out, I groaned in relief and gave it a loose stroke.

" Nngh ." Rafe's chest started to heave as he whimpered, staring at it, his hips writhing. "Dan."

Reluctantly abandoning my straining dick, I reached for the toy again. "Don't worry, kitten," I soothed. "I'm not stopping."

But when I slid it back up to the tip of his cock, I noticed something on the bottom and froze.

"Hold on." My eyes lifted to his. A dirty grin spread my mouth. "Doesn't this have two sleeves?"

He blinked at me with dazed eyes. "H-huh?"

"Fuck." I tilted it a little and peered down, my cock jerking in the air when I saw the second sleeve in the neck hole. Returning my gaze to his, I gave him a pleading look. "Can I please fuck the pumpkin head with you, Rafe?"

He was still staring at me. After a few seconds, he nodded frantically. "Y-yeah, okay."

Grinning rabidly, I butted the footstool right up against the front of the armchair and shifted onto my knees. Rafe's breath hitched when I tucked one under his widespread thigh for balance, his eyes locked on my cock where it jutted from my fly.

"Shit, wait." I went still, already breathing faster in anticipation. "Don't happen to have any lube down here, do you?"

He shook his head, still gripping the armrests. I dropped my gaze to the toy.

"Did you use some?"

He gave me a wordless nod, his heavy-lidded eyes still focused on my cock.

Grinning, I slowly slid the toy off his dick with a wet sound. He gasped, hips twitching, as I hungrily eyed his flushed, slick length. He looked painfully hard, ready to blow any second.

"You wouldn't mind sharing the wealth, so to speak, would you, kitten?" I purred, spinning the toy in my hands and chuckling at the sight of its evil grinning face. Arching my hips forward, I lined the mouth hole up with the tip of my cock. I was selfless though, so first I sank the neck sleeve over Rafe's length, grinning when he shuddered and strained up into it.

Shuffling even closer, I held the pumpkin head steady and fed my cock into the sleeve.

"Damn," I huffed as I slid it all the way inside. It was tight and slick and warm from Rafe's cock. Then the sleeve started moving around me, tightening and releasing like a hungrily sucking mouth. I grunted through a chuckle. "Oh shit. That feels nice."

"This is s-so… f-fucking… w-weird," Rafe said, voice wobbling, as I started plunging the toy over both of us.

I huffed out a breathless laugh. "Feels good though, right?"

"F-fuck," he panted, starting to shake. "Dan."

With a growl, I increased the pace. I could feel his cock in the other sleeve rubbing up against mine inside the pumpkin head. He started thrusting up into the toy, jostling it in my hands. A hoarse moan tore from him, making my nuts tighten.

"Dan," he panted again.

I looked up, breathing faster now, and saw him staring back at me with heavy, lust-drunk eyes. Then he lunged forward, shoulders lurching off the backrest of the chair, and grabbed the nape of my neck as he crushed his mouth to mine.

I moaned and thrust my tongue deep, moving the toy faster, both of us now rutting frantically into it. He was hunched in on himself to kiss me, but he didn't seem to care as his tongue plunged deep into my mouth, making my throat tighten. I fucking loved it.

Soon, he was breathing too hard and fast to carry on kissing me, but he kept the grip on the back of my neck almost painfully tight as he panted against my mouth. I scraped my teeth over his lower lip, tugging on it lightly as my hips started to jerk erratically and my lower back tightened.

"I'm gonna come, kitten," I growled against his mouth.

"M-me too. I'm gonna—" He sucked in a frantic breath, clawing at my hair. "F-fuck, I'm coming—"

I groaned as he stiffened, shaking wildly, before his hips jerked and locked up. A hoarse, trembling moan tore from him as he gasped for breath against my cheek. Inside the toy, I could feel his cock throbbing in the other sleeve, and my own orgasm started barrelling down on me.

Then the pumpkin head thrummed under my hands, before a bright yellow glow suddenly lit up the toy, illuminating the front of my shirt and Rafe's heaving stomach.

An eerie and sinister cackle burst from the pumpkin head before slowly fading away.

Rafe jumped, blinking hard as he pulled back. "Wha…?"

Before my brain could react to any of that, I was coming. My hips twitched as I grunted and unloaded into the sleeve, fingers trembling on the pumpkin.

It lit up for a second time, then let out the exact same cackle again. Like a Halloween decoration.

As my orgasm ended and my body sagged in relief, Rafe spluttered, "What the fuck?"

Chuckling breathlessly, I slid the pumpkin head off both of us and looked down at it in approval, my chest heaving. "That was a special surprise."