Chapter 42 - Roxie
Roxie
My heart skipped a beat, fear twisting with curiosity.
My ass.
Had Violet told them about the conversation we had? It seemed too coincidental. The thought scared me, but in the context of the game, and wanting to try new things with them, along with something filthy and forbidden…
“Yes,” I said, even though Milo hadn’t asked permission. “Please.”
“Cash, go slow at first,” Milo said. “A finger or two first to warm her up. Then just the tip. Let her see how that feels. I promise we’ll make it worth it, Rox.”
My entire body came alive as Cash squeezed a generous amount of lube onto his cock, then added some to my tight hole.
His fingers worked it in, one, then two, scissoring gently, preparing me.
It was different, and I still felt apprehensive, but I trusted these men more than I realized.
I felt safe with them in a way that made me want to try anything.
“Relax,” Cash breathed. Barely more than a whisper. “Just relax. I’ve got you.”
He positioned the head of his cock at my entrance, pressing slow, insistent. Then his crown slipped inside, aided by the lube, and I gasped at the pressure. My first instinct was that this was a mistake, that I couldn’t do this, that it would hurt more and I would be embarrassed
But Cash’s hand slid down my spine, caressing me, settling on my hip. Holding me steady in a way that made me relax.
“There you are,” he gritted out.
“How’s she feel?” Milo asked.
“Tight,” he replied. “Amazing.”
Milo’s gaze cut over to mine. “Think you can handle more?”
I bit my lip, but nodded.
“Do it,” Milo ordered. “Start fucking her in the ass.”
His words electrified me like the lightning outside. Thunder crashed as he pushed deeper. Just an inch at first, but a little more with each push. The fullness was unlike anything I’ve ever experienced. Intense, invasive.
But underneath that, it was good. A different kind of pleasure. Indirect, but intense.
“Breathe, Rox,” Milo coached, kneeling beside me and brushing a hair from my face. “Let him in.”
And then Milo’s fingers slid up underneath me, between my legs, pressing against my swollen clit. In an instant, the discomfort faded and the pleasure began to climb. Fast.
“Good,” Milo said, kissing my cheek while rubbing me faster, fingers teasing my pussy before returning to my clit. “Let him in. Just like that.”
I did, and the pain went away completely, overpowered by a throbbing pleasure, nerves firing in ways I’d never felt. Cash bottomed out, balls against me, and I couldn’t believe his entire length was inside me.
“Good girl,” Milo said, leaning in to slide his tongue from the base of my neck up to my ear. “You’re taking that cock in your ass like a pro.”
Cash paused, letting me adjust. Then he moved, shallow thrusts building, the lube making it glide. I was shocked by how much I loved it! The forbidden stretch, the way it made my pussy clench, the power of the commands leading here.
Violet was right. She was right about all of it.
“Fuck, you’re tight,” Cash groaned, voice breaking, hands gripping my waist tighter.
Milo’s tongue flicked into my ear, and then he breathed, “You want to really take it?”
I didn’t think I could get any words out without crying out in bliss, so instead I nodded emphatically.
“Pound her,” Milo ordered, his own cock in hand. “Fuck her ass hard. Make it yours.”
Cash obeyed, hips snapping, driving into my ass with growing force.
The last lingering bit of discomfort faded completely, replaced by waves of ecstasy, building faster and faster with every lubricated thrust. I cried out, rocking back, chasing it, the crate I was bent over shaking with his movements and the storm.
I came harder than before, spasming around him, my vision blurring. I clenched my eyes shut and screamed, really screamed, and for a moment I was afraid someone would think I was being murdered in here rather than being given the most intense orgasm of my life.
The intensity faded, but the baseline pleasure remained, electrifying every nerve and muscle and bone in my body.
“I’m…” Cash gritted out, his thrusts now reckless in a way that was totally unlike him. “I need. You. To give me. A new instruction.”
“Yeah?” Milo teased. “You want to come?”
Cash responded with a groan.
“I’m a real nice guy. So okay.” Milo grabbed my hair and stood, shoving his cock into my mouth and holding my head down. “Come in her ass.”
The command made me moan as much as Cash.
“Come in her ass!” he repeated. “Fill it.”
Cash grunted as he buried deep, then cried out in a different octave. I could feel his cock tremble as he began to come.
“Deeper!” Milo shouted. “More!”
Cash’s moans were music to my ears as he gave me his last inch, balls pressed against my pussy, emptying himself in my ass. His screams went on and on, fingers tightening around my waist, holding me there while his cock spasmed almost violently.
“Oh. My. God,” he managed to say as his grip on my body relented.
“Out,” Milo said.
Cash obeyed and slid out of me slowly, totally spent, but Milo was there instantly to take his place, his lube-slicked cock ready.
“My turn,” Milo said as he positioned himself at my back door.
Cash collapsed onto a nearby crate and said, “I didn’t give you the command.”
“I don’t care. I have to have her.” Now that I was warmed up, Milo slid into me with shocking ease. He went slow, a long moan escaping his lips as inch after inch plunged deep into my ass.
The air was thick and charged, every breath tasting like rain and metal and adrenaline.
Milo was all motion and spark, a wildfire where Cash had been a slow, steady burn, and I felt caught between their differing styles, strung tight and vibrating with how much they desired me.
The tarp crinkled under us, the stacked gear rattling like it couldn’t decide whether to hold together or fall apart, and I clutched at whatever I could reach, grounding myself in the chaos of our filthy act while intense pleasure battered me from all sides.
His thrusts were quick, chasing his release in my still-quivering hole. It was overwhelming, sensitive, but I pushed back into him, anticipating every shuddering thrust.
“I’m a goner,” he said, fingers tightening in my hair again and pulling with just the right amount of pressure. “I’m gonna come in your ass, too.”
“Yes,” I begged. “Please.”
“Tell him,” Cash said, insistent. “Tell him where you want him to come.”
“My ass,” I said, no longer self conscious about any of this. “Come in my ass. Come in my ass!”
He was already spasming inside me before I finished begging, adding his load to Cash’s.
Rather than burying deep and holding it there, he kept moving while he came, tiny little thrusts that felt involuntary rather than intentional.
His palms ran over my shoulders, my back, my ass, like he needed to savor every inch of me until his balls were dry and he couldn’t move.
For a second, I forgot the storm. Forgot the van.
Forgot everything except the way the air between us felt like it was charged with something only the three of us could feel.
My hands were still braced against the equipment boxes, my chest rising too fast, my head buzzing with that strange mix of power and softness that always came after the fire of pleasure burned out.
Cash’s voice came quiet and steady, “You good, Roxie?”
I nodded, the word sticking in my throat before I got it out. “Yeah,” I said. “I’m good. Really good. And I’m already thinking about…”
I glanced back at Milo, then over at Cash.
“…about the next time we do this.”