I showed up at Sherry’s place with my suitcase in tow, the wheels bumping along the pavement as I shuffled the path to her front door. The house looked the same as ever, with its peeling white paint and the same old garden gnome sitting crooked by the steps. I pushed open the front door—it was unlocked, typical Sherry—and called out, “Sherry! I’m here!”
There was no response. I wasn’t exactly surprised. Sherry had always been the type to lose herself in some lazy daydream. I stepped inside, kicking off my trainers and feeling the coolness of the wooden floor under my feet. The house smelled like a mixture of cinnamon and something slightly musty, as if the windows hadn’t been opened in days.
“Sherry!” I shouted again, this time with a bit more volume.
Finally, I heard a groan from upstairs, followed by someone dragging their feet across the floor. A moment later, Sherry appeared at the top of the staircase, rubbing her eyes and looking like she had just rolled out of bed. Which, knowing her, she probably had.
She was wearing the same faded blue nightie I’d seen her in the last time I visited—a thing that hung loosely off her shoulders. It was probably the most comfortable clothing, so she never seemed to take it off. Her hair was tangled, with faint pillow creases on her cheek. She leaned against the railing, yawning, and looked down at me with sleepy eyes.
“Oh, hey, Danny,” she mumbled, not bothering to hide another yawn. “I forgot you were coming today.”
“You forgot? I texted you this morning!” I laughed, shaking my head. “You’re hopeless.”
She shrugged, unbothered by my teasing, and slowly descended the stairs. “I was up late watching some show. Or maybe it was a movie… I can’t remember.”
I rolled my eyes. “Of course you were.”
Sherry finally reached the bottom of the stairs and gave me a half-hearted hug, her arms limp around my shoulders. It felt like hugging a blanket that had somehow learned to stand upright. She pulled away and immediately shuffled towards the kitchen, her feet barely lifting off the floor.
“Do you want some tea or something?” she asked over her shoulder, not waiting for an answer as she opened a cupboard and pulled out a box of tea bags.
“Sure,” I said, following her into the kitchen. As usual, the place was a mess: dishes piled up in the sink, empty takeaway containers stacked on the counter, and a stack of unopened packages teetering precariously on the table.
Sherry filled the kettle, switched it on, and then leaned against the counter with a sigh. She didn’t look like she had any intention of doing much else. I could tell this week was going to be interesting.
“So,” I started, trying to get a conversation going as I sat down at the cluttered table, “what have you been up to lately?”
“Not much,” she replied, staring blankly at the kettle as if willing it to boil faster. “You know, just hanging out, watching stuff, sleeping… the usual.”
I nodded, even though I wasn’t entirely sure what else I had expected her to say. Sherry had always been a bit of a homebody, but since she finished school, she had taken laziness to a whole new level. She had no plans for university or a job; she was drifting through each day in her nightie, content to do nothing.
We sat in silence for a bit, just sipping our tea. Then, out of nowhere, I asked, “Don’t you have a boyfriend, Sherry?”
She blinked at me, caught off guard. “No,” she said, her tone casual as if the thought hadn’t even crossed her mind lately.
I tilted my head, studying her for a moment. “Don’t you want one?”
She shrugged, a little smile playing on her lips. “Not really. It seems like a lot of effort, you know? I’m fine; I’m just doing my thing.”
“Your thing being lounging around in that nightie all day?” I teased, though I couldn’t help but feel a bit concerned.
“Pretty much,” she said with a lazy grin, sinking further into the sofa cushions. “Besides, I’ve got you to keep me company this week.”
I chuckled, shaking my head. “Yeah, but I won’t be around forever. It wouldn’t hurt to get out there more and meet some new people.”
She made a noncommittal sound, already half-distracted by the TV again. I knew pressing the issue wouldn’t get me far. Sherry was Sherry, after all—stubborn in her laid-back way.
The rest of the week unfolded much the same way. Each day, I woke up to find Sherry already—or still—on the sofa, her nightie becoming more of a uniform than sleepwear. She had an incredible ability to make any activity seem like an effort. Even the simplest tasks, like making breakfast or getting the post, were done with an exaggerated sigh and a sluggishness that was almost impressive in its consistency.
I’d suggest going out, maybe catching a movie or grabbing a coffee at the local café. Still, Sherry would shrug and say, “We can do that later,” and then sink deeper into the cushions, her eyes glazed over as another reality show sucked her in. It was like watching a sloth that had mastered the art of indifference.
By the end of the week, I had settled into her rhythm, a lazy haze that seemed to permeate the house. It wasn’t the most eventful visit, but it was strangely comforting. We didn’t do much, but in a way, that was okay. Sherry was Sherry in all her lazy, nightie-clad glory.
As I packed up to leave, she finally changed out of her nightie, slipping into an oversized hoodie and leggings—about as close to “dressed up” as she’d get. She walked me to the door, yawning again, and gave me a hug that felt more genuine this time.
“Thanks for hanging out, Danny,” she said, her voice soft.
“Anytime, sis,” I replied, ruffling her hair. “Just… maybe change out of that nightie once in a while, yeah?”
She laughed a real one and shrugged. “No promises.”
I smiled and stepped out into the cool evening air, the door closing behind me with a soft click. But the door creaked open again before I could even get to the end of the driveway.
“Danny!” Sherry called out, her voice tinged with something almost… wistful. “Can’t you stay longer?”
I turned around and saw her standing there, arms wrapped around herself like she was holding onto something she wasn’t quite ready to let go of. The idea of returning to my empty, quiet place suddenly seemed less appealing. I mean, yeah, Sherry was lazy, but there was something about her company that made everything feel a little less lonely.
“Stay longer?” I echoed, trying to sound slightly surprised, though I could feel a grin creeping onto my face.
“Yeah,” she said, taking a step forward. Another few days wouldn’t hurt, would it? We could order more pizza and watch more of those terrible reality shows. I promise I’ll try to do something more exciting.”
I laughed, shaking my head. “Exciting, huh? I’ll believe it when I see it.”
She rolled her eyes, but a smile tugged at the corners of her mouth. “So, what do you say?”
I looked back at her, at the house that felt like a time capsule of our lazy week together. It wasn’t much, but it was something—something I wasn’t quite ready to leave behind just yet.
“Alright,” I said, letting out a sigh of mock defeat. “I’ll stay a bit longer. But only if you promise to change out of that hoodie and leggings at least once.”
Sherry’s grin widened, and she nodded. “Deal. But no promises on the nightie.”
I chuckled, knowing she wouldn’t keep to that part of the agreement, but I didn’t mind. I turned back around and headed up the steps, suitcase in hand. She gave me another quick hug as I crossed the threshold before shuffling back to the sofa, already grabbing the remote as she’d never left.
I dropped my suitcase by the door and kicked off my trainers again, feeling that same excellent wood beneath my feet. The house smelled like it always did: cinnamon and that slightly musty air that felt almost like a warm blanket now.
“More tea?” she asked, looking at me with a playful glint.
I shook my head, laughing as I flopped down into the armchair. “Sure, why not? Let’s do this lazy thing right.”
Sherry smiled, and after briefly attempting to stay awake, she finally caved, retreating upstairs. A little while later, she reappeared, predictably, in her nightie, looking just as comfortable as she had all week. She curled up on the sofa, her nightie ridden up. I tried not to look.
But I could see her panties, her pussy flaps puffy and looking so sexy at either side of her panties.
As she slept, I just couldn’t take my eyes off her; I took out my cock and started slowly jerking it. Moments later, I stood up and made my way to the sofa.
I got near her, gently touched her panties with her nightie up and gently pulled her panties to the side.
I couldn’t help but let out a low groan as I took in the sight of her exposed pussy. It was even more beautiful than I had imagined, with soft, pink labia glistening with wetness. I gently ran my fingers over her opening, feeling the warmth and slickness of her arousal.
She didn’t wake up; I lifted gently one of her ass cheeks so I could access and kiss her rearview clit.
My fingers traced the soft contours of Sherry’s pussy, savouring the warmth of her arousal and the slickness that coated her labia. I gently spread her apart, revealing the hidden treasure within. I leaned closer, my breath hot and heavy against her sensitive skin. I couldn’t resist the temptation. I pressed my lips against her clit, and she shivered, gasping softly in her sleep.
I was so horny, I pulled my zip down and got out my thick cock, I jerked it a little before holding her ass as I pushed my cock against her pussy. I slowly sank it inside her, and gently, I started to slide in and out of her pussy.
“Oh god, best pussy ever,” I said to myself quietly.
As I thrust deeper inside Sherry’s warm, wet pussy, she began to stir from her sleep. She moaned softly, her eyes fluttering open, a dazed look of pleasure on her face. I slowed down, not wanting to wake her fully, and instead continued to slide in and out of her gently.
But it was too late; she whimpered, still scrunched up on the couch, taking my dick, “W-what are you, ahh, doing.”
“Sorry, shall I stop, Sherry?” I asked, slowing to a halt inside her hot, slick pussy. “I didn’t mean to wake you—I bet you thought you were just having a dirty dream,” I lied, trying to hide the wolfish grin.
Confusion flitted across Sherry’s features. “No… it wasn’t… I-I didn’t know it was real… ahh…” Her sentence dissolved into a whimper as I rolled my hips forward again, feeding her another inch of eager cock. Her body reminded me of the warm, damp sand between the tides. She wasn’t entirely awake but was enjoying what I was serving.
“Jesus, Danny. What the fuck are we doing?” she mumbled, her voice heavy with sleep and lust. But she didn’t resist as I started to move again, slowly sliding in and out of her slick pussy.
“Shall I continue? Sorry for helping myself,” I said as I started to slow down, waiting for her reaction.
“No, it’s okay,” she said, her voice thick with desire. “I-I want it too… Just keep going, please.”
So I did. I wrapped one arm around her waist and held her tight as I drove my cock deeper into her hot, wet depths.
“Oh fuck, your panties are rubbing against my shaft as I fuck you,” I said, stretching them a bit more while I kept on moving in and out.
“Oh god, Danny, you feel so good,” she panted, her fingers digging into my arms as I held her in place. “Don’t stop, please…”
I had no intention of stopping. The feeling of her pussy wrapped around my cock was too good to resist.
“Your… um, ahh… your naughty boy fucking your sister, ain’t you ah yes…” she said, struggling to speak with pleasure.
“Well, you’re not complaining, are you?” I said, my voice low and husky as I continued to thrust into her.
“No, I’m not,” she gasped, her nails digging into my skin. “It feels so good, Danny. Don’t fucking stop if mom could see how naughty her boy was. Mmmm, oh Danny, harder, keep going!” Sherry cried out, her voice still thick with sleep but more urgent now. She gripped the sofa’s armrest, her nails digging into the fabric.
I pulled my cock out of her pussy. She moaned, “Ah… wait, what you are doing.”
I got on my knees. I altered her position from her scrunched in a ball to her sitting up on the couch. I then dragged her near the edge, “I don’t want to cum yet so I am going to eat you out, is that ok.”
Sherry let out a whimper, her eyes fluttering shut as she nodded weakly. “Yes, Danny… please.” Her voice was barely above a whisper.
I didn’t need any more encouragement. I leaned forward and gripped the waistband of her panties. As she lifted her bottom, I pulled them down and off.
Sherry’s pussy was now fully exposed, and I couldn’t help but let out a low groan as I took in the sight of her swollen lips and glistening wetness. I spread her legs apart and leaned in, my breath hot against her sensitive skin.
“Oh god, Danny,” Sherry moaned, her hands reaching down to tangle in my hair as I began to kiss and lick her clit. I teased her, my tongue flicking back and forth over the sensitive bundle of nerves.
“You taste so fucking good,” I growled, my words muffled against her skin. I slid a finger inside her pussy, feeling her walls clench around me as I began to thrust in and out.
“Yes, oh god, yes,” Sherry panted, her hips bucking up to meet my hand. I added a second finger as I sucked the top of her clit.
“Oh fuck, Danny, I’m gonna cum,” Sherry cried out; I stopped, “No, don’t cum yet, Sherry. I will keep stopping.”
She looked at me, her eyes glazed, “You always were a fucking tease.”
I started to like her clit and sucked on her flaps slowly and gently. “What did you think about me waking you up with my dick,” I grinned, waiting for a response as she tried to talk but stammered.
“I… don’t know,” she finally managed to say, her voice breathy with pleasure. “It feels so good, Danny… I didn’t think I’d ever feel anything like this.”
I kept up my slow, gentle assault on her pussy, my fingers sliding in and out of her slick heat while my tongue teased and tormented her sensitive clit.
“Do you want me to put my dick back in… and fuck you again, Sherry?” I asked, my voice more demanding.
“Yes, Danny, fuck me again,” Sherry begged, her fingers tightening in my hair. “I need your cock inside me. I want to feel you pounding me.
“Please, Danny, I need you to fuck me,” Sherry pleaded, “fuck me in multiple positions… just give it to me already.”
With Sherry’s eager plea, I couldn’t resist. I moved up and aligned my cock with her slick opening. I teased her for a moment, sliding the tip back and forth over her entrance, making her squirm with need. Then, I thrust inside her, burying myself to the hilt. We both let out a guttural moan as I filled her cunt with my cock entirely inside her.
I started to slowly slide in and out, “Sis, lift your nightie; I want to see those tits.”
“Oh fuck, yes, Danny. You feel so good inside me,” Sherry gasped, her hands moving up to lift her nightie, revealing her small but perky breasts. She grabbed onto them, moaning as I started to speed up my thrusts.
“Mmm, yes, just like that. Harder, please,” she begged, her head falling back in pleasure.
“Sorry, I don’t have big tits; I know you like them big,” Sherry said, her voice breathy as I continued to thrust into her.
“No, you’re perfect, Sherry. I wouldn’t want you any other way,” I said, leaning down to capture one of her nipples in my mouth. She moaned, her hands reaching down to tangle in my hair as I sucked and nibbled at the sensitive bud.
We stopped for a moment as she took her nightie off. I then continued to fuck her, my thrusts becoming harder; I kept adjusting my rhythm so I didn’t cum too soon.
“Uh, Danny, that feels so good. Keep doing me like that, yes. I wish you lived with me; I could get used to this.” She managed to so above the slapping nice of pubic bone hitting the top of her cunt.
“Haha, you just want me to cook and clean for you, you lazy sod, now take my cock ungh,” I pounded her pussy.
“Mmmmm ahh fucking hell Danny,” she moaned loudly, her cunt taking a good thrashing.
“Even if you… ahh, mmmm, if you did cook and clean, it is… oh fuck, it be a good trade for you… to do me when… whenever you… OH, Mmmm, like.”
“Yes, that’s right, I would do anything to fuck you, Sherry. You have the tightest, wettest pussy I’ve ever felt. I could spend all day buried inside you.” I growled, increasing my pace as I took her to the brink of orgasm.
“Not yet,” I quickly pulled out. I pulled her off the couch, spun her around and bent her over the couch.
I slid back inside her; I reached around her, my fingers finding her clit, and started to rub in slow circles as I continued to pound into her from behind.
“Oh fuck, yes, just like that. Harder, please,” Sherry begged, her fingers tightening in the couch’s fabric. “I need you to fuck me, Danny. I want to feel you pounding me rough.”
I didn’t waste any time. I gripped her hips and started to thrust into her, hard and deep. The sound of our bodies slapping together filled the room, punctuated by Sherry’s moans and gasps. I could feel her pussy tightening around my cock, her muscles clenching and unclenching as she neared her climax.
“Fuck, you feel so good,” I groaned, my breath hot against her neck. “I could do this all day.”
“Yes, harder, Danny. Just like that,” Sherry urged, her voice growing more breathless with each thrust.
I could feel my orgasm building, my balls tightening as I approached the point of no return. But I didn’t want to cum just yet—I tried to draw out this moment of pleasure for as long as possible. I slowed down, savouring the feeling of Sherry’s tight, wet pussy around my cock.
“Danny, don’t stop,” Sherry begged, her voice hoarse with desire. “Please, keep going.”
I couldn’t deny her request. I started to move again, slowly at first, then building up to a faster, more urgent pace. Sherry’s moans grew louder, more frantic, as I pounded into her.
“Fuck, yes, Danny. Just like that,” she cried, her fingers digging into the couch’s fabric. “I’m so close. I need to cum.”
I didn’t want to disappoint her. I reached around her, my fingers finding her clit, and started to rub in slow circles again as I continued to pound the fuck out of her.
“Oh fuck, yes, right there,” Sherry moaned, her body trembling with pleasure. “I’m going to cum, Danny. I’m so close.”
I full-on went full speed, hammering the hell out of her poor pussy; as I did, she couldn’t catch her with the deep orgasm. She exploded and squirted all over my cock.
I felt her pussy spasm and contract around me, the sensation of her orgasm causing my own to peak. I let out a guttural groan as I pulled out my cock and intensely jerked, aiming it over her back.
“Argh, UNGH SIS,” I exploded, cum shooting all over Sherry’s back and ass. Pulse after pulse of hot semen coated her, making a mess of her couch. I kept pumping my cock, wringing out every last drop of cum.
“That was… incredible,” she panted, her voice weak and breathless. She turned her head to look at me with a sated smile. “I don’t think I’ve ever cum that hard before.”
I chuckled, still trying to catch my breath. “Good. I aim to please.”
Sherry laughed, her hand reaching back to feel the cum coating her skin. “I can feel it all over me. I should probably clean up before it dries.”
She got up to get some tissue, “Here, let me help you clean up,” I said, taking a tissue from the box and gently dabbing at the sticky mess on her back and ass. She shivered at my touch, a small moan escaping her lips.
“Sorry, I got a bit carried away,” I said, feeling a twinge of guilt. But one look at Sherry’s flushed face and sleepy eyes quickly evaporated any guilt I felt. She was enjoying herself, even if she was a little embarrassed.
“It’s okay,” she said, a small smile on her lips. “I enjoyed it too. I can’t remember the last time I felt so good.”
She reached down and grabbed her panties and put them on, and her nightie.
As she finished dressing, she turned to me with a mischievous grin. “I guess we’ll have to do that again sometime, huh?”
I laughed, feeling my grin spread across my face. “I guess we will. But next time, maybe we can try something more… adventurous.”
Sherry’s eyes sparkled with curiosity. “Adventurous, huh? Like what?”
I shrugged, my mind already racing with ideas. “I don’t know. Maybe we could try some new positions or even… a threesome.”
As I suggested the idea of a threesome, Sherry’s eyes widened with surprise and a hint of excitement. “A threesome?” she repeated her voice barely above a whisper. “I don’t know, Danny… that seems pretty… intense.”
I nodded, understanding her hesitation. “It can be, but it can also be incredibly hot and satisfying. It’s all about finding the right person to join us, someone we both trust and feel comfortable with.”
Sherry bit her lower lip, considering my words. “I guess you’re right,” she said finally. “But who would we even ask? I don’t really know anyone who would be up for something like that.”
“Well, I have some ideas,” I said with a wink. “But we don’t have to decide right now. Let’s enjoy this moment and each other’s company.”
We settled back onto the couch, and I wrapped my arm around Sherry as we snuggled together, watching the TV. Despite the dirty, sweaty sex we just had, there was something comforting about the simple act of cuddling with her. I could feel my body slowly relaxing, the day’s tension fading away as I enjoyed the warmth of her embrace.
As the evening wore on, Sherry fell asleep again, her head resting on my shoulder as she breathed softly. I stayed awake for a while longer, watching the TV and enjoying the peaceful silence of the house. But eventually, I, too, began to feel the pull of sleep.
I gently disentangled myself from Sherry and lifted her off the couch. I carried her to her bedroom and tucked her into bed, pulling the blankets around her. I kissed her gently on the forehead before turning off the light and closing the door behind me.
