Couple’s Keyholder 2

Everyone in this story is 18+.

A few days after our first encounter, I found myself getting ready for a second date. Poor Charlie and Tim had been caged the whole time, with strict instructions from me not to cum before we met again. I, on the other hand, had jacked off no less than four times in that short span.

I really liked those two. As I got dressed, I found myself chubbing up at the thought of them. Charlie, tall and skinny; Tim, short, stocky, and hairy; both far younger than I… and I owned both of their cocks. I had half a mind to jack off then and there, but I’d have plenty of time to enjoy myself soon enough. So instead I stuffed my growing boner into my underwear before it got too out of control, then got ready to head out.

The last thing I grabbed was the keys to their cages. I almost left them behind, but I figured it would be more fun to taunt those two with the possibility of freedom than to deny it outright. Fuck, I loved whatever this relationship was.

It didn’t take long to get to their place. I showed up at the front door after a short drive, where I was immediately greeted by Tim.

“Henry!” Tim exclaimed as he opened the door. “Come on in, come on in. We’ve been so excited to see you again!”

“Thanks!” I said as I walked past him and into the house. “Same here; I couldn’t stop thinking about our last date.” I grinned to myself, images of both of them naked on their knees flashing through my mind.

“Charlie’s in the kitchen,” Tim said. “It’s his turn to work on drinks. Anyway, please, sit!” He gestured towards the couch.

The couch looked incredibly comfy, and so I was all too happy to plop my ass down on it. In the back of my mind, I was already thinking of how I’d use the couple this time, but I decided I didn’t need to lead with that.

“You two better not be having fun without me!” Charlie called from the kitchen. He came rushing around the corner holding a bottle of wine, three wine glasses, and a bottle opener. It was honestly impressive that he was able to carry everything in one trip. “Henry, so good to see you again!” He leaned down and kissed my cheek, more in a European way than a sensual one, then put everything down and started pouring glasses.

“Wow, excellent service,” I teased.

“I try,” Charlie replied cheekily.

“That’s not the only excellent service you’ll be receiving tonight,” Tim added.

I raised an eyebrow. “Is that so?”

“Yes,” Charlie said as he poured. “Anything you need, just say the word.” He finished filling our glasses, then placed the bottle on the coffee table. “Cheers!”

The three of us raised our glasses and drank.

Now that I’d been fully welcomed, I figured it was time to get things started. “So,” I began, “how have the cages treated you?”

I was pleased to watch them both turn rosy, looking a little embarrassed despite the fact that that’s exactly why I was here and we all knew it.

“They’ve been fine,” Tim said sheepishly.

“We’ve never been caged this long before,” Charlie added. “It’s been a difficult few days.”

“Aw,” I said, faking sympathy. “Sounds tough,” I teased.

The truth was, as long as my dick was satisfied, I didn’t care how long these two stayed denied. In fact, I figured the longer they went without cumming, the more attentive they’d be. I just had to make sure it felt worth it for them. With that, an idea formed in my mind…

“Well?” I said after a moment. “Let’s see them, then. Out of your clothes, you two.”

At my word, the two hurried to strip down in front of me. This part was always fun; I enjoyed the thrill of humiliation, the novelty of watching them struggle to expose themselves, moving with apprehensive fingers and casting nervous glances as they removed all their clothes.

When all was done, they stood before me fully nude. They both covered their crotches with their hands, too shy to reveal their caged dicks.

I clicked my tongue, disappointedly shaking my head. “Come on boys,” I said. “You know better than to hide from me.”

“Yes, Sir,” Charlie mumbled.

“Sorry, Sir,” Tim said.

The two dropped their hands to their sides, revealing two tiny, caged penises. It was kind of cute to see how small their dicks were, yet how swollen in their cages they had gotten. They filled up the space between the metal bars, pathetically bursting at the seams.

“Mmmm,” I hummed to myself. “Have you gone this long caged before?”

“No, Sir,” they said in unison.

”You must want out pretty badly, huh?”

“So badly,” Tim said. His dick looked particularly hard, and I could see a bead of precum leaking out the tip.

“How does it feel knowing I control you two?” I continued. “I own your dicks now. You can’t so much as get an erection with my permission.”

“It feels… crazy,” Charlie confessed. “Like I love it and hate it at the same time. I’ve never been so desperate before.”

His words hung in the air. I let them sit in it, standing naked and exposed, before I introduced my plan for the evening. I stuffed my hand down my pocket and produced the keys to both of their cages. I held them out in my palm for them to see. “Here’s the deal, boys. Only one of you gets unlocked tonight. I don’t care who, but decide quickly.” I raised my glass to my lips, content to sit back and watch this play out.

Tim and Charlie looked at each other, mouths agape.

“Babe…” Tim began. “You know how horny I get. Please, can it be me this time?”

“But- I-” Charlie began, but he cut off. He glanced down at his cock. “Please, Tim. I need this.”

I grinned to myself, feeling very pleased that I came up with such a predicament. These guys were adorable. The longer their argument went on, the harder and hornier I became. It didn’t take long for me to get fully erect under my pants.

“Ahem,” I piped up to get their attention. Their eyes turned to me at once, then down to my hand resting on my bulge. “Pick. Now.”

Tim glanced at his husband with pity, then before Charlie could speak, Tim claimed the privilege for himself. “Me,” he said firmly. “If you’ll still allow it,” he quickly added.

Perfect. “Come here.”

Tim spared his husband a pity glance, then walked forward to be unlocked. The real fun was about to begin.