Chapter 253: Anal Queen - 2 (R18) Chapter 253: Anal Queen - 2 (R18) Suddenly, Lily felt something thick and hard resting above her ass. She clutched the pillow, thinking Leo would push it all in at once. But Leo had patience. He slowly rubbed his dick along her ass, letting her feel its presence, before dragging it over her pussy, coating it slick with her fluids. Waves of pleasure washed over Lily, and she couldn’t hold back her moans. By the time he was done, everything was wet and slippery. Leo rubbed it over her ass once more. It felt impossibly soft and tight, tempting him to bust right then and there. He let out a restrained grunt, forcing himself to hold back. Instead, he went back to playing with her asshole, stretching it wider with his fingers, never forgetting to keep her teetering on the edge. The need became too much. Lily started to grind back against him on her own, silently urging him to hurry up and do whatever he was planning. Seeing she was ready, Leo finally positioned himself. Lily gulped and glanced back, only to meet the hungry look in Leo’s eyes as he prepared himself. Without any warning, he thrust in. "Hnnngg—!" Lily cried out as she felt her hole being filled—but Leo didn’t stop, steadily pushing deeper. Halfway in, he paused, feeling her clench tightly around him as she struggled to adjust. "So tight!" he exclaimed. He could barely contain himself, wanting nothing more than to fuck her with everything he had, without worrying about pulling out at the last moment. Leo waited, rubbing her sensually and squeezing her breasts and asscheeks, helping her body relax. "Lily, breathe. Calm yourself down. You’re so tight in here," Leo said gently. Lily nodded, hugging the pillow even tighter. After a while, he felt the walls around his member slowly relax, allowing him to sink in deeper. "It wasn’t all of it?!" Lily exclaimed in disbelief. "What do you take your man for?" Leo replied with a grin, finally pushing all the way in. Lily felt like she was about to lose her mind from the overwhelming sensation flooding her body. There was pain—yes—but she was shocked by how good it felt, the pleasure eclipsing the pain by a wide margin. Seeing her reaction, Leo knew it was time. "Lily, be ready. I’m doing it." With that, he began to move. "Ang!" A sharp cry escaped her lips as Leo started pumping into her. But after just a few thrusts— "Ang~ hnng~" Her cries turned into moans as her body grew accustomed to his rhythm. His dick filled her completely, as if it had been made just for her. Soon, the pain faded away entirely, replaced by overwhelming pleasure. Leo intensified it further, his hands reaching for her breasts, fondling them roughly. Lily could do nothing but cling to the pillow, floating on cloud nine as she took everything he gave her. Leo sped up, the shed filling completely with the sounds of their lovemaking. At some point, he caught both of Lily’s hands and pulled them back as he thrust even deeper. She could only moan and arch her back in unbearable pleasure, then proceeding burying her face into the pillow. "Lily! I’m coming!" Leo grunted. "Yes~ anngh~ fill me up! I want all of you inside me!" she cried between moans as Leo released everything inside her. "Hnnnngggg~~" Lily felt her already tight place being filled completely with Leo’s seed, a new kind of pleasure flooding her as her back arched. From behind, Leo watched as her hole overflowed around his dick while she climaxed again from below. It was a complete mess—but he didn’t stop, his movements growing smoother as he continued. After that, they changed positions and went on and on. They did in every position they could manage—some of them not even feeling safe—but neither of them cared, completely lost in the rhythm of each other. "Ann~ ang~ hnn~ mhmm—!" Leo pulled her into a long kiss as he continued to ravage her pussy. The bedsheet was utterly soaked with their fluids, and Lily was drenched from head to toe. Still, she didn’t stop, determined to drain him dry. Now it was Lily taking the lead, keeping Leo pinned beneath her. She just couldn’t get enough. "I want more, Leo~ love me more!" she cried, completely lost as her eyes glowed pink. Leo received a system notification at that moment—but he ignored it entirely, focused only on Lily. "I love you so much, Leo~" she murmured, finally collapsing onto his chest. Her relaxed body felt soft and plush, her breasts molding perfectly against his muscular frame, as if shaped just for him. After Leo changed the sheets and cleaned them both, Lily settled back onto his chest as if it were her rightful place. Her face was filled with bliss as she soaked in the warmth radiating from his strong body. Leo’s hands didn’t stop, casually fiddling with her breasts, squeezing them whenever he got the chance. He inhaled the faint fragrance of her hair, still pleasant even after their bath. Lily had already dried both of them using wind magic. "Your breasts are so soft, Lily. I feel like playing with them all day..." Lily giggled, guiding his hand and pressing them deeper into his palms. "Babies always like them. And you’ll always be my baby," she teased. Then she gave him a sideways glance. "But you could even get the milk if you give me your baby..." Leo gave her nipples a playful pinch, making her let out a small wince. "Yes mommy, if you get a baby right now, you won’t be able to enjoy what we did today. And don’t forget—we might not even get the chance again with him sleeping beside us every night." Lily realized he wasn’t wrong. "T-then I can wait a f-few months... a year maybe..." she said shyly, carefully hiding the fact that she wanted the same treatment as today’s for much longer. Leo laughed softly. After a goodnight kiss, they drifted to sleep with satisfied bodies and peaceful minds. Lily buried her face into Leo’s chest as he held her close. He noticed that on nights when they skipped their session, he would be the one buried in her chest, held like something precious. And whenever they did indulge, the roles would reverse. As morning arrived, the first thing Leo did was check the system notification he had received the night before.