Of course he does!

"You know what, I'm all for it!" Issei grinned, starting to get his pants off. As his member sprung out, already stiff and ready from all his work in getting the two naked, he considered what position he wanted to do this particular round in. "...Rias, have a seat, and spread your legs, Asia, get between her legs, and start licking," he decided.

"Yes, Master~!" Rias grinned, dropping onto her ass, and parting her thighs, presenting her dew kissed petals to the world, and most importantly, her Master's beloved gaze. Asia wasted no time in dropping to all fours, and edging her face close to Rias's snatch, and of course, presenting her backside to Issei, who knelt behind her, and placed his hands upon her ass.

"Ready, Master," Asia nodded, tentatively giving her butt a wiggle. Issei nodded, and shifted his hips to guide his manhood into Asia's folds. Asia jolted and moaned, gasping as her entrance opened up for him. "Unh... I can't get enough of this, Master..." she panted as he bottomed out.

"Start licking, I know it can be hard to focus when Master's fucking you, but I want my share of pleasure too," Rias giggled, shifting her hips, drawing Asia's attention to her labia. Asia nodded weakly, and leaned in, starting to lick Rias's folds.

"Good girl," Issei told her. "Don't stop until she cums, no matter what," he added, relying on the control the collar provided to assist Asia in ensuring she didn't lose focus. He began moving back and forth into Asia.

"Ah," she gasped slightly, before the collar glowed briefly, and her tongue began moving of its own accord to stimulate Rias until she started to do so again herself. That was actually quite helpful, and Asia would admit it was hot.

"Mmmnh, yes, keep it up," Rias crooned, though Asia hardly needed telling at this point. She placed a hand on Asia's head, bucking her hips into her face. "Slide your tongue in... Yes, like that, right there," she moaned as Asia followed her instructions.

Issei began to pick up speed, groping Asia's ass as he did. "Oh, wow..." he panted. It didn't matter how many times he had sex with his girls, there was no way he could ever have enough of it. And given what Rias said about Devils living for centuries, he was willing to bet he would be able to prove that to himself.

"Mmmnh!" Asia moaned as she wriggled her tongue around, finding Rias's sweet spots.

"Yes, right there... No, back up just a bit more... There you go..." Rias crooned, giving Asia direction on where to lick to get her off best.

By this point, Issei was pounding into Asia, while staring at Rias, who crooned and arched her back in pleasure, which of course jutted out her heavenly breasts for Issei to gaze at. This pushed him to the edge. "Asia, I'm close..." he groaned.

Asia responded by licking more furiously into Rias's snatch, feeling it pulsate around her tongue as Rias squirmed, her own pussy doing the same. Each thrust Issei pressed into Asia made a smacking noise as his pelvis smacked her ass. The dam finally broke as he grunted, his dick swelling and unleashing his seed into Asia's pussy.

Asia wailed in pleasure as she seized up, her voice forming a chorus with Rias, who also came, spasming as their orgasms coursed through their flesh. "Unh... Master... Thank you..." Rias crooned as she slowly relaxed.