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“Good,” he whispered. “Tight, but good.”
I poured more lube around my finger and slowly worked it back and forth, watching as his tiny hole swallowed my digit. Henley moaned and let his legs fall farther apart. His muscles relaxed around me, and I slid in a second finger.
He hissed at the intrusion, but after a few slow pumps, he was moaning again, and my digits moved freely within him. He fisted the sheets beneath him and pushed down against me, taking my fingers deeper.
I curled them upwards, rubbing against the soft, rubbery gland along his wall. Henley cried out and clenched the sheets tighter until his knuckles went white.
“That's your sweet spot, kitten,” I cooed, massaging his flesh until his legs quaked. Pre-cum leaked from his cock and slid down his shaft. His eyes were screwed shut, and his mouth was hanging open in a silent scream. My boy was close to release, but it wasn't time for that yet.
Henley’s eyes flew open when I pulled my fingers from his ass. He whimpered and bit his lip, his need painted all over his face. I would give him everything he craved.
I poured a generous amount of lube onto my cock, and tossed the bottle onto the floor. I wrapped Henley's legs around my hips and touched the tip of my wrapped dick to his readied hole.
He took another deep breath without having to be told, and I gently pushed forward. I couldn't tear my eyes away, watching as his flesh stretched around mine. His muscles squeezed me tightly as I inched inside him. His body swallowed me greedily, taking me to the hilt.
I managed to look away from the glorious sight to check Henley's reaction. His eyes were shut tight again, so I remained still, stroking my hands over his stomach to soothe him until he grew used to my size. After a few moments, he breathed in deeply, opened his eyes, and nodded.
I moved slowly at first, pulling back until just the tip of my cock was inside him, before easing in entirely. His walls hugged me like a glove, with hot friction that threatened to make me blow way too soon.
But I was most concerned with Henley's pleasure, and powered through. I bit my lip to rein in my excitement, and moved my hips more quickly. Henley’s hands moved from the sheets onto my thighs, and he squeezed gently as I rode him faster.
His body took me easier, and any sign of discomfort was long gone from his face. Only pleasure remained as I snapped my pelvis forward and back, sinking in and out of his tight heat.
His legs squeezed around my waist, pulling me deeper. His grip tightened on my thighs until his fingernails stung my skin. He was getting close again, and this time, I wanted him to claim his pleasure.
I wrapped one hand around his hard, wet cock and stroked in time with my hips. I drilled his sweet little ass while I pumped his dick. Henley cried out to the ceiling; half of his words were my name, and the rest were unintelligible groans.
They morphed into one long cry as Henley’s back arched and he humped wildly into my fist. His cock jerked in my hand and stripes of warm cum burst from him, raining down onto his stomach.
His ass clenched around my shaft and I couldn't hold back. Knowing that Henley had his release, I let go and allowed myself the same. I grunted through my teeth and my balls rolled as I came, filling the condom to the brim. I longed to plant my seed inside my boy, and I was sure one day my dream would come true.
My chest rose and fell with heavy breaths as I tried to calm down. I released Henley's cock from my grip and leaned forward. I held my weight on my elbows on either side of him, and rested my sweaty forehead against his.
Henley’s eyes were misty and dreamy when I looked into them. Staring back at me was all of the love and light I'd chased all my life. I had no doubt I was looking into my future, and wanted to share my feelings with him. “I love you, kitten.”
A smile stretched across his sweet face. “I love you too, Daddy.”
We kissed lazily and sloppily until our breathing was calm and my cock began to soften. I wedged my hand between us to grip the base of the condom and told him, “I'll be right back to clean you up.”
He nodded and I slipped out of his body. After a quick visit to the bathroom, I returned with a warm, wet cloth, which I used to scrub the cum from his skin and massage his poor little hole. I explained that he might be a little sore the next day, but Henley insisted it was worth it.
