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With a chuckle, he lightly smacks my ass cheek, “Then be a good boy and take more.”

I don’t wait another second as Arden pulls his finger free from my hole and I slide myself back into the second plug.

Cold. Just like the first, the bulb’s temperature bites at my burning entrance. I ease against it, feeling the new stretch of the larger toy. I press back again, a strangled whine escaping my throat.

“Bounce on the end, baby. Ease yourself onto it.”

I listen, giving the plug little pumps, feeling the way each thrust of my hips lets the bulb sink a little deeper each time. With a little more effort than the first, the plug sinks into me.

“Oh!” I gasp.

Despite it only being the second plug, it feels so much larger inside me. My walls clamp against the toy, and my hips move on their own accord.

“Yes, baby boy,” Arden coos. “You’re a natural. Your body knows what to do.”

Arden’s praise is like fuel over a flame and I bear down, pulling myself free from the plug before plunging back against it. The stretch only catches my rim from a moment as the bulb sinks back inside of me.

I raise my hips, tilting my pelvis to chase the pleasure that courses through me as the plug rubs against my p-spot. My voice meets my ears as I let out a content hum.

“Does that feel good baby?” Arden asks, soothing a large palm down my spine.

I nod, shutting my eyes and enjoying the way the plug sends zaps of pleasure through me.

Chuckling, Arden pats my hip, “Don’t get too close now. There’s still four more plugs to go.”

He’s right. My desire to be filled grows the longer I grind against the toy, my hole loosening further. Slipping myself free from the plug, I can feel just how stretched I’ve become as the cold air of the bedroom sweeps across my pulsing hole.

Arden whistles slowly, his finger already finding my entrance as he runs the pad of his thumb around my heated skin. “I can nearly see inside you, baby. Your gape is so sweet and small.”

His finger sinks into me with ease. His knuckle meets my skin and I grind back against his hand. “We’ll fix that, won’t we baby?”

I hum, nodding eagerly enjoying the way Arden tests my entrance with his thick finger.

“Now for the third. You’re doing so well.” The click of lube echoes behind me as I crack an eye open, watching Arden slick up the third plug with his free hand.

The size difference from the second to the third is vast. I eye the plug, my teeth sinking into my lower lip. This new plug is wider than anything I’ve ever put inside myself before. The bulb is easily the size of my fist and the neck of my wrist. Then my gaze darts to the largest plug, again. It shadows the third with ease.

“Hey,” Arden strokes my cheek, brushing hair from my face. “Let me help you until you’re confident.”

My muscles relax. I nod, picking myself up from my position and lining my hole up with the third plug.

Arden removes his finger from my ass before giving my skin a teasing pinch. I squeal, falling into a fit of giggles.

His smiling face has my mind slowing once more and my eagerness returning.

“Help me, Daddy.”

“Lean into it and breathe.” He supports my weight with his hand, helping me brush my hole against the tip of the plug.

With his other hand, he slides it beneath my stomach, his grip wrapping around my length and giving me a gentle stroke.

The new pressure on my dick is a breath of life pushed into me as I back up against the plug.

Once again I use my weight to ride the tip, closely edging my way deeper and deeper. The new size is a fair stretch, my hole resists the pressure but Arden keeps jerking my dick, pulling pleasure through the pain.

“Mm, Daddy. It’s big,” I whimper.

His grip tightens on my dick, his thumb swipes over my crown. “I know baby, but you want my cock, yes?”