Dare Me Naked: Best Friend's Brother Watches Me Spread
Emma dares her best friend's stepbrother to watch her strip naked and spread on the deck.
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I still get wet just thinking about that weekend at the lake house, the way the air smelled like pine and lake water and possibility. I was twenty-two, crashing at my best friend Sophie’s family’s place for three days of sun and cheap beer, and I’d been crushing on her stepbrother Jake for years—ever since he moved in when we were all still teenagers, all sharp jaw and lazy grin and those eyes that always seemed to catch me looking a second too long. He was twenty-four then, home from grad school for the break, and every time he walked past me in a towel after a swim I’d have to press my thighs together and pretend I wasn’t imagining what it would feel like if he just… watched.
Sophie had knocked back too many vodka sodas by ten and was snoring on the couch, mouth open, one arm flung over her face. The living room lights were low. Jake and I were the only ones still upright, sprawled on the big sectional with a half-empty bottle of whiskey between us and a stupid deck of cards we’d been using for truth-or-dare like we were still seventeen. My skin felt tight from the day’s sun. I kept catching him looking at the little white triangle of my bikini top where it cut across my tits, and every time our eyes met something electric snapped between us.
“Truth or dare, Em,” he said, voice low, almost lazy, but his gaze was anything but. He leaned forward, elbows on his knees, the lamp light catching the faint freckles on his shoulders.
I took a slow sip of whiskey, letting it burn, and felt my pulse kick hard between my legs. “Dare.”
He smiled then—slow, knowing, the kind of smile that said he’d been waiting for exactly that. “I dare you to go out on the deck, strip completely naked, and spread your legs for me. Wide. So I can see everything. I’ll stay right here in the dark and watch. No touching. Just you showing off.”
Heat flooded my face and my cunt at the same time. My nipples went tight under the thin cotton of the oversized shirt I’d thrown on over my swimsuit. I laughed, breathy, trying to play it cool even as my clit throbbed. “You’re serious.”
“Dead serious.” He didn’t look away. “You’ve been eye-fucking me all weekend. I’ve been eye-fucking you longer than that. Tell me you haven’t thought about somebody watching you get filthy. Tell me you haven’t thought about me.”
I swallowed. My throat was dry. Outside the big sliding glass doors the deck was washed in moonlight, the lake black and still beyond the railing. Nobody else was around for miles. Sophie was dead to the world. I could hear my own heartbeat in my ears.
“I’ve thought about it,” I admitted, voice barely above a whisper. “For years. Getting naked where someone could see. Spreading. Knowing eyes were on me. Especially yours.”
Jake’s breath left him in a rough exhale. He sat back into the shadows of the couch, the whiskey bottle glinting as he set it aside. “Then do it. Right now. Show me.”
My legs felt unsteady when I stood. I walked to the slider, pushed it open, and stepped out onto the warm wood of the deck. The night air kissed my bare thighs, cool enough to make my skin prickle. Behind me I heard the soft scrape of Jake shifting deeper into the dark living room so only the shape of him remained—broad shoulders, the glint of his eyes. He could see me perfectly in the moonlight. I couldn’t quite see his face.
I turned to face the glass, heart hammering, and hooked my thumbs under the hem of the shirt. I peeled it up slowly, over my stomach, over the full swell of my breasts, and dropped it behind me. The night air tightened my nipples into hard peaks instantly. I was still wearing the little white bikini bottoms from earlier; I shoved them down my hips, stepped out, and kicked them aside. Completely bare. Cool air licked between my legs where I was already slick.
I could feel his eyes on me like a physical touch—sliding over my collarbones, my tits, the soft curve of my belly, the trimmed patch of dark hair above my pussy. I took two steps closer to the railing so the moonlight hit me full-on, then turned and leaned back against the wood, spreading my feet shoulder-width.
“Wider,” Jake’s voice floated out from the dark, rough now. “I want to see how wet you are.”
A full-body shiver ran through me. I slid my feet farther apart until the stretch pulled at my inner thighs, then farther still, opening myself completely. The air kissed my swollen lips. I knew he could see everything—the way my cunt was already glistening, the soft pink of my inner folds, the tight little hole lower down. I reached down with both hands and used my fingers to spread myself open even more, holding my pussy lips wide so there was nothing left to hide. My clit stood out, puffy and aching.
“Fuck,” he breathed from the shadows. “Look at you. Perfect little exhibitionist. How long have you wanted someone to stare at that pretty cunt?”
“Years,” I whispered back, voice shaking with want. My fingers stayed where they were, keeping me spread. I could feel wetness slipping down toward my ass. “I’ve masturbated thinking about being watched. About you watching. Sitting somewhere dark while I put on a show.”
“Keep talking. Touch yourself for me. Slow.”
I circled my clit with two fingers, slow and filthy, letting him see every stroke. The wet sounds were embarrassingly loud in the quiet night. My hips rolled helplessly. I dipped lower, pushed two fingers into my cunt and fucked them in and out so he could watch them disappear, shiny and coated. My other hand stayed busy holding myself open. The deck railing dug into my lower back. Somewhere an owl called. I was naked and stuffed and dripping on Sophie’s parents’ deck while her stepbrother watched from the dark like a dirty secret, and I had never been more turned on in my life.