9 hours ago inanal

I had anal sex with my girlfriend's hot sister

Author:

joarthegamer

My girlfriend Emily had this way of melting into a couch. She’d drape herself sideways over both arms, toes wedged into the cushions, phone glowing over her head. The second I sat down next to her, she snuggled in, wormed a leg over mine, and found the zipper on my hoodie without looking. It was only our third official week as a couple, but we already had a routine: Door, couch and tongues.

I liked it. I liked her. I liked the little noises she made when I palmed her hip and how she’d laugh into my mouth whenever she caught me staring at her instead of the movie. Emily was cute in a college sophomore, “girl next door if the next door was a juice bar” way. She was slim, always smelling like fruity shampoo and minty chapstick, hair up in a ponytail that probably had its own TikTok. I’d never dated someone who could flirt and finish a podcast at the same time. I thought maybe I’d try to hang onto this one.

We were mid-makeout, the kind that’s more biting than kissing, when I heard the front door unlock. Emily broke off and whispered, “That’s just my little sister Lila, she gets home around now.” Her fingers kept tracing down my back, but her lips drifted away, attention already tilting toward whatever sibling dynamics waited behind that door.

Lila didn’t so much enter a room as detonate into it. She wore tiny gym shorts, a black sports bra, and a full-face scowl that was only half-committed. She kicked her running shoes off by the wall, ponytail swinging, and exhaled one long, theatrical, “Fuuuuuuck.” Then she went for the fridge, straight past us and bent over to root through the shelves.

From my angle, I got an unfiltered view of her ass. It was the main character of her body, round and high and just this side of absurd. Even in the dim light of the kitchen, it looked like it could snap a phonebook in half. My brain stuttered. I felt Emily’s hand on my thigh tighten, probably because I’d stopped touching her for a full second.

“Hey, loser,” Lila called over her shoulder. I realized she was talking to her sister, not me. “We have any of the good protein shakes left, or did your boyfriend drink ‘em all?”

Emily rolled her eyes. “I told you, he’s not on some insane bulking cycle like you. Try the bottom drawer.”

Lila made a noncommittal grunt, head still buried in the fridge, and after a few seconds pulled out a carton. She twisted off the cap, chugged, and then slumped against the door, draining half the bottle. Sweat plastered the sports bra to her chest, highlighting definition I couldn’t dream of. Her abs were so visible they looked hand-drawn. Her legs looked carved. Her face, for all its tiredness, was gorgeous in an intense, dark-lashed way. She wiped her mouth with the back of her hand, locked eyes with me, and grinned.

“Hey, Ry. Didn’t see you there,” she said, smirking like she knew I was checking her out.

Emily jabbed me in the ribs. “Don’t encourage her,” she whispered, then went back to her phone like that was that.

But Lila didn’t move on. She sauntered over, cold carton pressed against her neck, and flopped onto the opposite end of the couch. “Shit, my shoulders are dead. Squat day and then like two hours of pulling.” She stretched, arms overhead, and her ribcage flashed between the band of her bra and her shorts. Her eyes drifted closed in genuine pain or satisfaction, I couldn’t tell which.

“Maybe don’t go so hard, psycho,” Emily said, scrolling. “You’re going to snap your spine before graduation.”

Lila snorted. “Least I’ll have a nicer ass than you, even in a coffin.” She winked at me again. I tried not to look, but Emily noticed and just shook her head.

“Want a real massage?” I asked, half as a joke, but also because I was the kind of idiot who thought offering help might cancel out the staring.

Lila propped herself up on one elbow, eyebrows up. “For real? Like, actually try to fix my back? You have strong hands, right?” She reached out and squeezed my forearm, hard. Her grip was inhuman. Her touch lingered a second longer than necessary.

Emily didn’t even look up. “He’s actually weirdly good at it, but you gotta tip in advance.”

Lila’s mouth curled. “What, you jealous or something?” The tone was pure provocation. She flicked her gaze at her sister, then at me, then back.

Emily yawned. “I trust him not to get distracted by your badonk. I’m taking a shower. Ryan, if she tries to get you to oil her up, just say no.”

“Noted,” I said, but Lila was already rolling onto her stomach, stretching out across the cushions and hiking her shorts up her thighs. The cut of her ass defied logic. I glanced at Emily for some kind of “don’t do this” cue, but she was already up and digging in the closet for her towel.

“I’ll be a while, so try not to break her,” Emily said, and then she padded off down the hall, humming to herself, totally unbothered. Her phone’s podcast kept playing as she disappeared into the bathroom.

I watched her go, but Lila pulled my focus right back. She was facedown, hair swept to one side, breathing slow and deep. The faintest smile played at the corner of her mouth. “Well?” she said. “You gonna work those magic fingers or what?”

I licked my lips. “Where’s it hurt the most?”

“Start up top, work your way down. Don’t be gentle,” she said.

I straddled her thighs, careful to plant my knees on either side without actually sitting on her. My hands hovered over her back. Her skin was still warm from the workout, slick in some places, dry in others. I pressed my thumbs into her traps and dug in. The muscle was shockingly dense, but she didn’t flinch.

“Harder,” she said, almost a growl.

I leaned in, putting real weight behind it, rolling my thumbs down her spine. Each vertebra flexed under my hands. I kneaded her shoulders, forearms straining, and listened for any sign that she wanted less.

Lila exhaled, long and happy. “You’re hired.”

I worked my way down, past her lats to her back. She arched, shifting to give me better access, and the elastic waistband of her shorts shifted. Her ass rose up, even more prominent. I tried not to stare, but at this range, it was like trying to ignore a sunset from six inches away.

She was basically naked except for the shorts and a strip of blue fabric wedged between the cheeks. My hands hovered there, unsure of the etiquette. “Lower back too?”

“Obviously,” she said, then, “unless you’re scared.”

I wasn’t. But when I pressed my palm into the base of her spine, I felt something firm under the fabric. A round, unmoving bump, not part of her anatomy. I frowned, kneaded again. Yep, it was right in the valley between, and didn’t budge.

“Uh,” I said, shifting my weight. “You have, uh, something…”

Lila laughed, the sound muffled by a pillow. “It’s fine, keep going.”

I did, but I had to ask: “You’ve got, like, something hidden?”

She lifted her head and fixed me with a sidelong glare, one eyebrow cocked so high it looked sarcastic. “You really want to know?”

I swallowed. “Kind of, yeah.”

She smirked, voice dropping to a hush. “It’s a plug. Like, a butt plug.” She said it like the words had flavor. “I like to keep it in after a workout. Keeps everything stretched.”

I blinked, heat crawling up my face. “Oh.”

“You’re blushing.” She grinned, then buried her face again, muffling a giggle. “Don’t act so innocent. Bet you wish your girlfriend liked that stuff.”

She was right, embarrassingly right. Emily, for all her charms, had drawn a line on anything “butt stuff” before we’d even slept together. I’d mostly forgotten about it until now.

Lila must have felt the hesitation in my hands, because she wiggled her ass. “Don’t stop. It feels good.”

So I didn’t. I kept going, kneading the muscle around the plug, careful but not shy. Lila made a happy noise, breath catching when I pressed just right.

We kept that up for a couple minutes. My dick was rock hard, and I was sure she knew. There was something about the way she shifted, pushing herself up into my touch, that felt like an invitation.

“Want to see?” she said, glancing back at me with a dangerous smile.

I nodded, pulse pounding in my ears.

She reached under her body, hooked her thumbs in the waistband of the shorts, and peeled them down in one smooth move. They bunched at her knees, exposing a blue thong so tiny it might have come from a doll’s lingerie drawer. And right there, nestled between her cheeks, was the plug. Glossy, clear, with a gem at the base. Her ass was perfect. It was art. I couldn’t move, couldn’t breathe.

Lila glanced back, eyebrows raised. “You ever want to fuck an ass this bad?”

I choked on a laugh. “You have no idea.”

She rolled onto her side, legs spread just enough to show the blue fabric vanishing into the tight split of her cheeks. She popped the plug once, just a fraction out, then slid it back with a shiver. “Maybe I do,” she said. “Emily said you’re good at keeping secrets.”

My mouth was dry. “You can’t be serious.”

She smiled, eyes dark. “We have, what, twenty minutes before she finishes her shower? You do your job, I’ll do mine.” She twisted to face me, hand sliding up my thigh. “I’ll even let you go first.”

I hesitated. Every cell in my body screamed yes. But I could still hear the shower, the faint echo of Emily’s humming, and the ethical alarm bell in the back of my skull. Lila’s fingers drummed along my zipper.

“Come on,” she said. “She won’t know. I’ve wanted to try you when Emily first invited you home, when you got drunk and told me I had the best ass in the family.”

I vividly remembered that.

Lila grinned. “Let’s make it quick, before I change my mind.”

She stood and took my hand. Her grip was firm and confident. She didn’t even bother pulling up the shorts, just stepped out of them and padded down the hall in the thong, the plug sparkling with every step.

I followed, heart thumping so hard it felt like someone was squeezing my chest.

She led me into her room. The sheets were still made. It felt wrong and electric at the same time. Lila climbed onto the bed, hands and knees, and looked over her shoulder, daring me.

“Lose the pants, apply lube,” she said. “And be gentle at first. I haven’t had anything this big in a while.”

I dropped my jeans. My hands shook, but I didn’t care. I climbed behind her, palms on her hips, and she purred.

“You can pull it out,” she whispered. “Slow.”

I did. The plug slid free with a wet pop, and she gasped, ass clenching, the little ring of muscle fluttering. She looked even tighter, pink and begging, and for a second I just stared, hypnotized.

“Come on,” she said, “before I get cold feet.”

I reached for the bottle of lube she’d left on the nightstand, next to the tissue papers. My hands were still shaking as I flipped the cap open and squeezed some onto my fingers. I pressed two fingers between her cheeks and slowly smeared the lube over her exposed hole, circling it gently.

Lila shivered hard.

“Cold?” I asked.

“No… just sensitive,” she whispered. “Keep going.”

I added more lube, coating her thoroughly, watching the tight ring of muscle glisten under the dim light. Then I pressed the tip of my middle finger against her and pushed in slowly. She was incredibly tight, the residual stretch from the plug still there but already closing up. Her body resisted for a second before the lube let my finger slide inside.

Lila let out a moan and pushed her hips back. “Fuck… that feels good.”

I worked my finger in and out carefully, coating her insides with lube, then added a second finger. She tensed at first, then forced herself to relax, breathing deeply as I gently scissored my fingers inside her. The heat and tightness of her ass around my fingers made my cock throb painfully.

“You’re so fucking tight,” I muttered.

“I know,” she said, voice strained but eager. “Now put it in, slowly.”

I pulled my fingers out, slick and shiny, and coated my cock heavily with more lube. I lined myself up behind her rosebud, one hand gripping her hip, the other guiding the head of my cock to her lubed hole. I pressed forward carefully. The resistance was intense. For a moment I thought it wouldn’t go in. Then the head popped past her ring with a sudden give, and Lila let out a sharp, high gasp.

“Oh my god—”

I froze, only the head inside her. “You okay?”

“Yeah… just, give me a second.” She breathed hard through her nose, adjusting. After a few seconds she nodded. “Okay. More.”

I pushed forward slowly, inch by inch, watching her ass stretch around my cock. The heat was overwhelming. Every small thrust sank me deeper into that tight, slick channel. Lila’s fingers dug into the sheets. Soft, broken sounds kept spilling out of her mouth.

When I was finally buried all the way inside her, my hips flush against her firm ass, we both stayed still for a moment, just breathing.

“Fuck… you’re deep,” she whispered.

I started fucking carefully at first, short, slow strokes, letting her get used to the stretch. Her ass gripped me like a fist, hot and slippery from the lube. Every time I pulled back, her hole clung to me; every time I pushed in, she let out a cute little moan.

“Harder,” she eventually said. “You don’t have to treat me like glass.”

I tightened my grip on her hips and started thrusting deeper and faster. The wet, filthy sound of my cock sliding in and out of her ass filled the room. Her perfect, gym-toned cheeks jiggled slightly with every impact. I watched myself disappear between them over and over, completely hypnotized.

Lila pushed back to meet my thrusts, her back arched, head hanging down between her arms. “Yes… just like that. Fuck my ass, Ryan.”

“I’m close,” I warned her, voice strained.

“Don’t pull out,” she said immediately. “My ass is yours.”

I slammed into her one last time, burying myself as deep as I could go, and came hard. Thick, hot ropes of cum pumped straight into her ass. My cock pulsed over and over, filling her while her hole squeezed and milking every drop. The feeling of emptying myself inside her raw was overwhelming.

Lila moaned through it, pushing her ass back against me, taking every spurt. When I finally stopped cumming, I stayed buried inside her, breathing hard, still twitching.

A thin trickle of my cum started leaking out around my cock as I slowly pulled out. Her hole stayed slightly open for a second before slowly closing, a messy mix of lube and cum dripping down toward her pussy.

Lila collapsed onto her stomach, still breathing heavily, a satisfied, slightly dazed smile on her face.

“Holy shit,” she muttered into the pillow. “That was… better than I expected.”

I sat back on my heels, still half-hard, staring at the mess I’d left between her cheeks. Outside, the faint sound of the shower was still running.

Then Lila giggled, a tiny, wicked noise. “Told you it’d be fun.”

She flopped onto her back, legs splayed, plug still in hand. Her pussy was soaking wet, but her ass was leaking my cum. She wiped it away with a tissue from the nightstand, no fuss at all.

“We should probably, uh, clean up,” I said.

She winked. “You mean before she figures out why you’re so out of breath?”

I pulled my pants up. Lila slipped the thong back on, then shimmied into the shorts. She kissed me, quick and hot, then led the way back to the living room.

Emily was just emerging, towel wrapped around her hair, phone in hand. “You two survive?” she asked, smiling.

Lila stretched, then sank back into the couch. “He’s a lifesaver. My back feels brand new.”

Emily shot me a look. “See? I told you he’s good.”

I shrugged, wiped my hands on my jeans, and tried to look normal. But when Lila met my eyes, she bit her lip, and I knew we’d both be reliving this for a long, long time.

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