Last Brew, Her Best Friend's Ass

Kayla bent over and begged her best friend's brother to pound her ass.

8 min read September 02, 2026New
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I'd been secretly crushing on Kayla for years, ever since my best friend Jenna first dragged me over to their family's backyard barbecue when I was barely legal and Kayla was already this impossible twenty-something vision in a tank top that clung to every curve. Jenna's older step-sister. Forbidden enough in my head to make every glance feel dirty, but not actually blood, not actually off-limits except for the tangled mess of loyalty and the fact that she was moving across the country in the morning. Twenty-six years old, hips that swung like they knew exactly what they were doing, and an ass I had jerked off to more times than I could count. I was twenty-three, still half-convinced she'd never look twice at Jenna's awkward friend who showed up to help haul boxes.

The apartment was almost empty by three a.m. Cardboard towers lined the walls, tape guns abandoned on the counter, the last of her clothes stuffed into suitcases by the door. We'd been at it for hours—me carrying the heavy shit, her directing with that low laugh that always went straight to my cock. Lingering glances had been stacking up for months: her catching me staring when she bent to grab a beer at Jenna's place, the way her fingers would brush my arm a second too long, the flirty texts about nothing that somehow felt like everything. Tonight the tension sat thick between us, heavier than the humidity leaking through the cracked window.

“One last pot,” she said, voice rough from dust and late hours. Kayla filled the old drip machine while I collapsed onto the bare mattress she'd left for the final night. The smell of coffee cut through the cardboard and packing tape. She poured two mugs, black for both of us, and settled cross-legged opposite me. Yoga pants stretched tight over her thighs, the thin fabric doing nothing to hide the full, round shape of her ass when she shifted. Her tank top had ridden up, flashing a strip of soft stomach and the edge of a black sports bra. I watched the way her lips parted around the rim of the mug, steam curling, and tried not to think about how those same lips would look stretched around something else.

“You’re quiet,” she said, eyes half-lidded over the coffee. “Usually you fill every silence with some dumb joke.”

“Just thinking about you leaving.” True enough. Mostly I was thinking about the way her nipples had pebbled earlier when the air conditioning kicked on, and how badly I wanted to put my mouth on them. Months of teasing—her “accidentally” grinding back against me during a group hug, the time she whispered that she bet I was packing more than the boxes I carried—had left me hard and aching more nights than not. I shifted on the mattress, hoping the dim light hid the outline in my jeans.

We drank slowly. Conversation drifted to old parties, Jenna’s terrible taste in men, the road trip Kayla had planned. Every few sentences her knee bumped mine. Every few more, her gaze dropped to my mouth. I could feel my pulse in my throat, in my dick. The coffee was bitter, the hour absurd, and still neither of us reached for the door.

When the mugs were empty she stood, stretching until her tank rode higher, then carried them to the tiny kitchen sink. I followed because I couldn’t not. The fluorescent light over the sink threw hard shadows across the curve of her lower back. Those yoga pants were criminal—dark gray, stretched smooth over the plump swell of her ass, the cleft just visible when she leaned forward to turn on the water. I stared. Openly. The globes of it, high and full, the way the fabric tucked between her cheeks when she shifted her weight. My hands itched. I wanted to palm them, spread them, bury my face between them until she moaned.

Kayla rinsed one mug, set it in the rack, then froze. She didn’t turn right away. Just let the water run while the silence stretched. Then she shut the faucet off and pivoted slowly, wicked smile already curling her mouth. Caught. Her eyes flicked down to the obvious bulge in my jeans and the smile widened, slow and filthy.

“You’ve been staring at my ass all night,” she said, voice low. No accusation. Invitation. “Months, actually. Don’t think I haven’t noticed.” She stepped closer, close enough that the heat of her body reached me. “I’ve always wanted to feel your hands on me, you know that? Every time you looked I got wet thinking about what you’d do if you finally stopped being polite.”

The confession hit like a fist to the chest. I didn’t think. My hands went to her waist, thumbs sliding under the hem of her tank, feeling warm bare skin. She made a soft sound and surged up, mouth crashing into mine. Hungry. Open. Her tongue swept in, tasting coffee and want. I groaned into it, gripping harder, pulling her flush so my cock pressed against the soft give of her stomach. She rolled her hips deliberately, grinding that perfect ass back against nothing yet, teasing me with the motion.

Kissing turned frantic. I shoved her tank higher, palms skating up her ribs to cup her tits through the sports bra. Heavy, soft, nipples already tight under the fabric. She broke the kiss just long enough to yank the bra up, baring them—full, tipped with dark pink, bouncing slightly with her breath. I ducked and sucked one into my mouth, tongue laving, teeth grazing. Kayla’s head fell back, a broken moan spilling out. Her fingers tangled in my hair, holding me there while I switched sides, sucking hard enough to leave marks she’d feel on the plane tomorrow.

“Fuck, yes—” Her hand shoved between us, palming my cock through denim, squeezing the thick length. “Been wanting this. Wanting you.” She nipped my lower lip, then trailed wet kisses along my jaw to my ear. Her whisper was pure filth, hot breath making me throb. “My favorite way to get fucked is in the ass. Always has been. That deep stretch, the way it makes me drip and shake. I want you to give it to me. Proper goodbye. Think you can handle packing my last hole before I go?”

The words short-circuited everything. I spun her, crowding her against the counter, chest to her back so she could feel how hard I was. My hands slid down, finally grabbing handfuls of that ass I’d been dying for. Firm, plush, filling my palms perfectly. I squeezed, spread her cheeks through the yoga pants, thumbs digging into the cleft. She pushed back shamelessly, grinding against my dick.

“Feel that?” I muttered against her neck, biting the tendon there. “Been hard for you since the first box. Gonna ruin this ass if you let me.”

“Then do it.” Kayla reached back, guiding one of my hands between her legs from behind. The yoga pants were damp already, heat radiating. I rubbed the seam hard against her pussy, feeling how slick she’d gotten just from kissing and talking. She whimpered, thighs parting wider. “Take them down. Touch me. I want your fingers in my ass first—get me open for that cock.”

I hooked my thumbs in the waistband and peeled the pants down slowly, dragging her plain black panties with them. They caught on the swell of her cheeks, then freed everything. Bare. Smooth skin, the deep split of her ass, the tight pink pucker already flexing under my stare. Lower, her pussy lips were shiny, swollen, a string of wetness connecting them when she shifted. I dropped to my knees right there on the kitchen tile because I had to taste. Spread her with both hands and licked a long stripe from her clit up through her folds and higher, tongue circling that pretty hole. Kayla cried out, palms slapping the counter for balance.

“Oh god—yes, eat it. Get it ready.”

I spat on the tight ring and pushed the tip of my tongue inside, fucking it shallow while two fingers slid into her dripping cunt. She was scorching, clenching around me. I worked her open that way—tongue and spit and the steady curl of my fingers against her g-spot—until she was rocking back onto my face, ass pushing greedy for more. When I replaced my tongue with a thick finger, slick with her own juices, she moaned like it hurt in the best way. The ring gripped, then yielded. I added a second finger, scissoring gently, feeling the heat and the impossible tightness that would strangle my cock.

“That’s it,” she panted, looking back over her shoulder, eyes dark. “Stretch me. I can take more. Want to feel you split me open when you finally shove in.”

I stood, fingers still buried knuckle-deep in her ass, and freed my cock with the other hand. It slapped heavy against her cheek, leaking. Kayla reached back immediately, wrapping her fingers around the shaft, stroking, smearing precome over the head and then back to her hole, using it as lube. The head nudged her stretched rim. She pushed, taking the first inch herself, hissing at the burn.

“More. Give me more. Fuck my ass like you’ve been dreaming about it.”

I gripped her hips and started to sink deeper, watching the way her body opened around me, the filthy stretch of that tight ring swallowing the thick flare of my cock. Halfway in and she was already shaking, free hand dropping to rub her clit in frantic circles. The apartment was silent except for our breathing and the wet sound of me working another inch inside. Outside, the city was dead at this hour. Inside, Kayla was bent over her own counter, yoga pants tangled at her knees, begging without words for the rest of me.

I bottomed out in one slow thrust, balls pressed to her dripping cunt, and held there while she adjusted, fluttering around every ridge. The squeeze was brutal, perfect. She clenched deliberately and I saw stars.

“Move,” she whispered, voice wrecked. “Pound it. Make me feel you for the whole flight tomorrow. This ass is yours tonight—use it.”

I pulled back until just the head remained inside that greedy hole, then drove home hard. The wet slap of skin on skin filled the kitchen. Kayla’s tits swung with every thrust; I reached around to maul them, pinching nipples while I fucked deeper, angling to grind against every sensitive spot. Her moans turned broken, filthy encouragement spilling between them—harder, deeper, don’t you dare stop. I could feel her getting closer already, the way her ass fluttered and milked, the fresh gush of wetness from her pussy coating my balls.

But I wasn’t done. Not even close. I slowed just enough to make her whine in protest, grinding in circles, letting her feel every inch. My thumb found her clit and rubbed in time with the shallow thrusts, building her back up while I stayed buried. She tried to fuck herself back onto me harder and I held her hips still, denying, making her feel the control.

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