First some preparation

Cass can't take his eyes off of the massive bulky cock jutting up from Ana's pelvis, smooth white skin smeared in her cum and his saliva, with more pre-cum already drooling from the tip as it throbbed enticingly. His throat felt achingly empty without that thick, hard thing buried inside him.

"I think it's about time I claim that ass of yours. Have you ever taken someone as big as me?" Ana asks, smirking hungrily down at him. Cass finally snaps his glazed over eyes away from her massive erection, his throat still much too tender to talk, he shakes his head. "How about you clean me up and I'll get that tight little hole of yours ready?"

Cass nods eagerly and Ana picks him up with an ease that thrills him, the effortlessness with which she manhandles him sends a flutter of anticipation through his stomach, her casual power over him apparent. Ana moves him into position his head back in her lap, facing down against the broad girth that had just been lodged in his throat, his mouth went dry just at the thought of it going inside his ass. He wasn't sure if it would fit but he knew one thing for certain, he was going to try.

Ana presses her thumb against his plump lips, and he instinctively responded, doing what he knew she wanted and wrapping his lips around it. Ana smirked as he hungrily suckled on her thumb, letting him suck and roll his tongue around it before pulling back. Next she pushed her index finger inside and Cass happily latched onto it, greedily worshiping the rough digit, admiring the callouses that represent all her hard work and loving the way it felt so delightfully coarse against his tongue.

Ana explored his mouth with her fingers, introducing her middle finger and Cass kept his lips firmly sealed around them as they moved. He formed a nice, squishy seal of flesh that hugged the digits as they worked their way in and out of his willing hole. All the while the thick throbbing mast beneath him pulsed happily, pulsing with virility as Cass longingly tended to her fingers. Soon, Ana gave one last drag of her digits over his tongue before freeing them from his mouth with a wet pop, a smirk on her lips as she looked down at her spit soaked fingers.

"Such an eager little thing aren't you." Ana purred in a low voice, that sent a shiver of warm anticipation running down his spine. "I'm going to enjoy breaking you in."

Cass mewled in response as she rubber her hand down his back, leaving a wet trail of his own saliva in their passing, eventually it reached down and grabbed one ass cheek in a gentle grip, squeezing it between her calloused fingers. Cass leaned down to run his lips along the meaty, cum-soaked flank of her cock in a series of hot, wet kisses, letting his tongue slip out to clean off the virile load that was smeared across it's length. The taste of it was intense, a strong and musky flavor that made his head spin, each mouthful that he lapped up making his dick throb and ache.

Ana gives his butt another strong squeeze, her fingers digging into his skin and pushing plump ass-flesh out around them, before slipping one fat finger down between his buttocks. She began stroking up and down between his cheeks, stopping now and then to rub at his tender butthole, each time she touch it would send a sharp shock tingling through his body, waves of heat flowing down into his stiff little prick. He continued to lavish her cock with attention as he ran his tongue along the many girthy inches, struggling to focus each time her finger brushed over his tight rosebud.

He felt Ana run her fingers around that stiff ring of muscle, leaving a trail of wet saliva that felt wonderfully cold against his burning hot skin, A hoarse little moan escaped his lips as he felt her finger thrust insistently against his tender hole, his clenched muscles instantly giving way before her ****, and Cass released a shrill squeal as that digit entered him with almost no resistance from his willing body. He could feel it rubbing roughly around his insides, burning hot inside of him, making his entire body yearn for more.

Cass gasped for air as Ana gave him no mercy, her finger working hard and fast, driving in and out of his hungry asshole. Cass was whimpering and groaning huskily, he could feel his balls growing hot and swollen beneath him, already feeling like they were going to burst. Then Ana slowly drew her fingers away, slipping out leaving his hole clenching tight around nothing. Cass twitched desperately, begging to feel those glorious fingers inside of him again, his butt aching longingly for something to fill him up again.

Luckily he didn't have to wait long, this time two fingers coming to press forcefully against his rosebud, it did little to resist as his hole eagerly swallowed up the intruders. Now the fingers were inside of him, he felt paralyzed with the ecstasy filling him up, like a tight knot inside of him. As her fingers dove in and out of his twitching insides, Cass felt his vision going blurry, his attentions on Ana's hefty member all but abandoned in front of the reaming his tiny hole was receiving. His stretched ring of muscle clamped down around the pair of hard digits, driving in and out of him, his butt trying it's hardest to milk and squeeze them. The throbbing knot of pleasure in his stomach seemed to grow even hotter and tighter, his body tensing up.

Cass felt the heat inside of him reach a searing peak, without even touching his dick, he felt his shaft pulse and his balls grow strained, with a gasping squeak he felt drops of cum dribbling from his aching tip. The blistering white heat that spread through him seemed to never end, pulsing through his needy body with waves each time that Ana drove her fingers deeper into his needy, twitching ass.

"O-oh... fuck..." He cried out, his dick pulsing and spurting out even more of his cum. He felt it growing soft but none of the usual sensitivity, instead his needy little cock still felt scorching hot, his balls still eager and yearning for more.

"You're a sensitive little thing aren't you." Ana snorted, pulling her fingers free from his clenching hole. "I think you're ready, I can tell you're going to love my cock, once I get it inside you."