Midnight Whispers at the Secret Pool

The next morning hit like a fever dream, my sheets tangled from another night of replaying Greg's helpless moans, that four-inch dick pulsing against my skin. God, I couldn't shake him—his beautiful face twisted in need, the way his tiny cock fit so perfectly without any bullshit stretching. We were naturals, him and me, two virgins who'd cracked open something filthy and right. But Gina was only two days out, my gorgeous friend with those killer curves and a laugh that could melt ice. She'd been texting nonstop about crashing at the lake house before college kicked in, clueless about my secret spot. I smirked into the mirror, slipping into a new sundress—light yellow cotton that hugged my tits and flared at my hips, no panties underneath because why the fuck not? The hem swished against my bare ass as I grabbed my keys, already wet thinking about surprising my beautiful boy.

I found the trailhead buzzing with early heat, dragonflies skimming the puddles from last night's rain. Greg was waiting by the same oak, shorts slung low on his hips, that pretty jaw clenched like he knew I'd show up hungry. His eyes lit up when he spotted me, raking down the dress to my legs, probably remembering how I'd ridden him raw yesterday. "Emily," he said, voice rough, stepping close enough that I could smell his soap and sweat. I didn't waste words—grabbed his hand and tugged him deeper into the woods, toward the secluded swimming hole where it'd all started, that hidden gem behind my parents' place. Moonlight skinny-dipping felt like a lifetime ago, but the thrill of nudity there still buzzed in my veins.

We hit the clearing, water lapping lazy at the rocky edge, and I spun to face him, fingers hooking the hem of my dress. "Strip," I ordered, lifting it just enough to flash my shaved pussy, lips already slick in the open air. His breath caught, cheeks flushing that adorable pink, but he obeyed fast—kicking off his shoes, peeling the shirt over his head to show that lean chest, then shoving shorts and boxers down. There it was, his acorn dick, soft and nestled cute against his balls, barely two inches in the dappled sun. Fuck, it never failed to hit me, that mix of ridiculous and hot, especially on his gorgeous frame. He stood naked, hands twitching like he wanted to cover up, but I shook my head. "All of it, Greg. Hands at your sides. Let me see my toy."

He swallowed hard, dick twitching under my stare, thickening to three inches as blood rushed in. I turned, bending at the waist to hike the dress up over my ass—round cheeks spreading, pussy exposed and dripping a little trail down my thigh. The breeze hit my wetness, making me clench, and I glanced back. "From behind. Now." Greg stepped up, his small cock rigid at full four inches, head brushing my entrance. But my ass was the problem, always—those full cheeks blocking his path, making him poke and slide off-target against the soft flesh. He grunted, hands gripping my hips, trying to notch in, the tip slipping up my crack instead, smearing pre-cum on my skin. "Fuck, Emily, you're so... hold still."

I laughed low, pushing back to help, but teasing him. "Patience, tiny. It's worth the wait, right?" Finally, he lined up, the head popping past my lips—easy slide, no resistance, just that perfect snug fit filling me without overwhelming. He thrust shallow at first, hands digging into my waist, the dress bunched high around my ribs. I moaned, the angle letting his dick drag along my front wall, hitting that spot that made my toes curl in the dirt. "Spank me," I gasped, arching deeper. "Come on, make it sting."

His palm came down tentative on one cheek—warm smack, not enough. I bucked back, his cock slipping deeper. "Harder!" Another hit, sharper, the slap echoing off the trees, heat blooming across my skin. Fuck, yes—pain mixing with the steady pump of his small shaft, balls tapping light against my clit. He got bolder, alternating cheeks, red handprints rising as he fucked me harder, the friction building fast. My pussy gripped him tight, juices coating his base, dripping down his sack. "Like that? Your ass is fucking perfect," he groaned, voice breaking, spanking again—hard enough to jolt me forward, his dick ramming deep.

I was loud, couldn't help it—moans turning to shouts as the pressure coiled low. "Harder, Greg—fuck!" We synced, his hips slamming, my cheeks jiggling with each spank and thrust. The tiny size let him go relentless, no fatigue, just raw speed rubbing everything right. Orgasm hit us together—mine crashing first, walls fluttering wild around his cock, soaking him as I cried out, body shaking. He buried in, groaning loud, hot spurts flooding my pussy, cum leaking out around his base with every pulse. We held there, panting, his dick still twitching inside me, my ass stinging warm from his hands.

Sweat-slick and spent, we stumbled to the water's edge, stripping the dress off me in a heap. I dove in first, the cool shock hitting my flushed skin, washing away the mess between my legs. Greg followed, splashing in naked, his four-inch boner already stirring back to life—god, the stamina on this boy, making up for every inch he lacked. We swam lazy laps, bodies brushing underwater, my tits floating free, nipples hard from the chill. He caught me against a smooth rock, water lapping at our waists, and I wrapped my legs around his hips, locking ankles. "Again," I murmured, guiding his rigid cock to my entrance—still slick from before, easy sink as the water buoyed us.

He thrust up, hands under my ass, the buoyancy making it feel weightless, his small dick spearing deep with every rock of our hips. I clung to his shoulders, pussy clenching around him, the cool water contrasting the building heat inside. "Fuck, you're so tight," he muttered, mouth on my neck, sucking a mark. I rode him there, legs squeezing, grinding my clit against his base—waves sloshing around us, tits bouncing with the motion. It built slower this time, teasing, my moans echoing off the trees as his cock hit that same spot over and over. Orgasm ripped through me again, sharper in the water, juices mixing with the lake as I shuddered against him, nails raking his back. He kept going, dick rock-hard, not softening an inch—fucking miracle, that contrast of size and endurance.

I unwrapped my legs, turning in the shallows, bracing hands on the rock. "Ass up," I begged, pushing my cheeks high, water streaming down my crack. He gripped my hips, sliding back in from behind—pussy welcoming him greedy, the angle letting his four inches ram straight to my core. I was the loudest yet, voice cracking as he pounded. "Greg, fuck me!" I yelled, no holding back, the words bouncing through the woods like a dare. He did—hard, relentless, thumb slipping accidental over my asshole, sending sparks that made me buck. His dick throbbed, building fast, and he erupted deep, cum pulsing hot inside my clenching walls, overflowing to mix with the water swirling around us. I came with him, screaming his name, body convulsing as waves pulled at our tangled legs.

We lingered in the shallows after, nude and lazy, his arms around my waist, my head on his shoulder. The sun climbed higher, drying our skin in patches, his softening cock brushing my thigh—still cute even wilted. "You're gonna kill me one day," he said, nipping my ear, but his hand traced my spanked ass gentle, like he couldn't get enough.

I turned in his hold, smirking up at that beautiful face. "Nah, I'm just warming you up. Gina gets here in two days—think your little acorn can handle her watching?" His eyes went wide, dick giving a faint twitch against me, and I knew we'd find out soon enough, chasing that next filthy high.