My Stepbrother's Best Friend's Filthy Bet-4

ANITA

My back hit the leather couch in Maddox’s office before I could even think about running. Festus stayed by the door for a second, watching, while Maddox crowded me, his hand still between my legs, fingers slowly pumping through the mess he had left inside me.

“You rigged the whole fucking thing,” I said, voice shaky but not as angry as I wanted it to be. The words came out breathy because his fingers kept curling just right.

Festus finally moved closer. “Yeah. I did.” He stopped a few feet away, eyes locked on where Maddox’s hand disappeared under my dress. “You’ve been strutting around the house for years driving us both crazy. Thought it was time you paid up properly.”

Maddox pulled his fingers out and brought them to my lips. “Open.”

I tasted myself and him mixed together. Salty sweet. Humiliating. My face burned but I sucked anyway. Maddox’s green eyes stayed on mine the whole time.

Festus exhaled slowly. “She’s handling it better than I expected.”

“Shut up,” I muttered around Maddox’s fingers, glaring at my stepbrother. “This isn’t some game for you two to play with me.”

Maddox withdrew his hand and wiped it on my thigh. “It stopped being a game the second you bent over that pool table.” He glanced at Festus. “You staying or watching?”

Festus’s jaw flexed. “Both.”

The word sent a fresh wave of heat through me even as my mind screamed this was too far. Maddox pulled me up, spun me around, and bent me over the arm of the couch. My dress flipped up again, exposing everything. I felt exposed, leaking, completely at their mercy.

Maddox kicked my feet wider. “Ass up, rebel.”

I did it. God help me, I did it.

His cock nudged my entrance again, still slick from before. He pushed in slow this time, letting me feel every thick inch stretch me open. I moaned into the cushion, fingers digging into the leather. When he bottomed out, balls pressed tight against me, he stayed there, grinding deep.

“Still so fucking tight,” he groaned. “Even after I filled you twice today.”

He started moving. Long, heavy strokes that made my tits swing under the dress. The wet sound of his cock sliding in and out of my cum-filled pussy filled the office. Every thrust pushed some of his load out, dripping down my thighs.

Festus walked around to the front of the couch. He crouched down so we were eye level. His hand came up and brushed my hair out of my face almost gently.

“Look at me while he fucks you,” he said quietly.

I lifted my head. Our eyes met. Something twisted and dark passed between us. Maddox picked up speed, fucking me harder, one hand gripping my hip, the other reaching around to rub my clit.

“Tell your brother how it feels,” Maddox ordered, voice rough.

I gasped as he hit that perfect spot again. “It’s… too much. He’s so deep.”

Festus’s thumb traced my bottom lip. “You like it though. Don’t you? Being used like this.”

I didn’t answer. I couldn’t. Maddox slammed into me harder and my eyes rolled back. My pussy clenched around him, another orgasm building fast and dangerous.

Festus leaned in closer. “Answer him, Anita.”

“Yes,” I choked out. “I like it.”

Maddox groaned and fucked me through it. When I came, it hit like a wave, my walls fluttering and squeezing his cock while I moaned loud enough that I worried someone on the floor might hear. He didn’t stop. He kept pounding through my orgasm until I was shaking, oversensitive and dripping.

Festus stood up. I heard his belt buckle.

Maddox pulled out suddenly, leaving me empty and clenching around nothing. “Your turn, man. But only her pussy. That ass is still mine this week.”

Festus didn’t argue. He moved behind me and pushed in with one smooth thrust. He felt different. Slightly thicker at the base, the angle new. I cried out, overwhelmed. My own stepbrother was inside me now, fucking his best friend’s cum deeper into my body.

“Fuck, sis,” he breathed, hands gripping my waist. “You’re even better than I imagined.”

He started slow, almost careful, like he was savoring it. Then the rhythm changed. Harder. Deeper. His hips slapped against my ass while Maddox watched, stroking himself slowly.

“You’re taking us so well,” Festus murmured. One of his hands slid up my back, under the dress, warm and steady. “Such a good girl for us.”

The words did something dangerous to me. I pushed back against him, chasing the feeling. Maddox stepped closer and fed his cock into my mouth. I sucked him greedily, tasting myself on him, while Festus railed me from behind.

They used me together like that for what felt like forever. Festus fucking my pussy with steady, claiming strokes. Maddox using my mouth, hand gentle in my hair even as he pushed deeper into my throat. The sounds were obscene. Wet sucking, skin slapping, my own muffled moans.

Festus reached around and rubbed my clit again. “Cum one more time. Let me feel it on my cock.”

I shattered. Hard. My whole body tensed and shook as another orgasm ripped through me. Festus groaned and buried himself deep, pulsing as he added his own load to Maddox’s. The feeling of both of them inside me, mixing together, pushed me even higher.

Maddox pulled out of my mouth and came across my cheek and lips with a low curse.

For a minute the only sound was heavy breathing.

Festus pulled out slowly. I felt the rush of their combined cum leaking out of me, running down my thighs in thick streams. Maddox grabbed some tissues from his desk and cleaned my face gently, then my thighs. The tenderness after how rough they had been made my chest ache in a way I didn’t want to think about.

“You okay?” Maddox asked quietly, helping me sit up.

I nodded, but my hands were shaking as I pulled my dress down. Festus watched me with an unreadable expression.

“This wasn’t supposed to happen this fast,” he said finally. “But you feel it too, don’t you? How right this is.”

I laughed, but it came out shaky. “Right? You rigged a bet so your best friend could fuck me and then you joined in. That’s not right, Festus. That’s fucked up.”

Maddox sat beside me, pulling me against his side. His arm felt protective around my shoulders. “Maybe. But you came harder than I’ve ever seen. Three times. And you didn’t tell us to stop.”

I hated that he was right.

Festus crouched in front of me, resting his hands on my knees. “The week is still Maddox’s. But after that… we talk. Really talk. No more hiding.”

My phone buzzed on the floor where it had fallen. I reached for it with trembling fingers.

It was a text from an unknown number.

Unknown: Enjoying your payments, Anita? I’ve been watching the office cameras. Nice show. We need to talk about what happens when the week ends. — Someone who knows everything.

I stared at the screen. My stomach dropped.

Maddox took the phone from my hand and read it. His whole body went tense.

Festus’s face darkened. “Who the fuck is that?”

I didn’t know. But whoever it was had just seen everything.

And they weren’t done with us yet.