The Lustful Villain: Every Milfs and Gilfs are Mine!-Chapter 57. She Gets Filled For The First Time! (Congratulations!)

Chapter 57: 57. She Gets Filled For The First Time! (Congratulations!)

He kissed her deeply, hoping that the warmth of his touch and the softness of his lips would take her mind off the pain. His hands moved over her body, stroking and soothing her, and his fingers made soft patterns on her sides.

"If I let my guard down, I’ll cum already because of this tightness!" Rex said when he stopped kissing her, but he still saw Lily was in pain.

"Breathe with me," he whispered in her ear. "Just breathe in and out..."

"That’s all, and then... just pay attention to me."

"It... it hurts..." Lily said while covering both her eyes.

"It’s okay...you’ll be alright! It only hurts at the beginning... and then you’ll feel good soon enough!"

"Sshhh..." Rex kissed her again.

Lily’s cries were quiet now, and her body was slowly starting to relax, even though it hurt. She could feel Rex’s cock throbbing inside her, the heat and weight of him.

And even though it hurt and the stretch was burning, there was something else too: a deep, primal satisfaction at finally being his and giving him this ultimate gift.

"Mm—" she whined, opening her lips for his kiss as she tried to breathe through the pain. "I want you... all the way in... even though it hurts."

Rex’s eyes softened with a mix of pride and love. He tightened his grip on her hips and then started to move slowly and carefully.

Lily thought to herself. "This... isn’t..."

"It doesn’t... feel good at all..."

"It just hurts...! And it’s different... from fingers...!"

Lily gasped as he sank deeper and deeper, but the pain was already starting to fade, replaced by a growing, overwhelming fullness.

"My head... ahhh...! It’s spinning...!" Even though she talked in her mind, her real mouth was letting out a lot of moaning.

"Ughh~! Ahhhnn~! Fuhhh~! Aahhh~! Haaahhhhh~!"

"Fuck~! You feel amazing," Rex said, his voice strained with pleasure. "Your pussy is so tight, and it’s fucking perfect for my cock."

Rex’s hips started to move, first with slow, measured thrusts that pulled almost all the way out before sinking back into her tight, virgin walls. It felt amazing—her pussy was like a vise, squeezing and gripping him with every move.

"Hell yeah," he groaned, gripping her thighs tightly and pulling her closer to change the angle and go even deeper. "You’re so tight, baby...! So fucking tight that I want to cum now!"

Lily’s pain got worse as he sped up and his thrusts got harder and faster. She squeezed her eyes shut and clenched her jaw to hold back her cries of pain.

"Is this... what Mara felt...? The pain... it’s coming back... even worse...!"

She didn’t want him to stop because she didn’t want this moment to end. But the burning pain was getting harder and harder to ignore.

Her body was shaking all over because she was both enjoying being full and feeling the sharp, overwhelming pain. She was crying and breathing in short, ragged pants.

"Ahhnn~! Uggghhhh~!"

Rex saw the tears and how her face was twisted with pain and pleasure. He reached down, and his thumb found her chin and turned her face up so that she could see him.

What he saw made his heart race: her lips were parted, and her tongue was hanging out of her mouth, which was a sign of how overwhelmed she was.

"Oh, fuck... baby... I’m sorry..." he said, his voice full of emotion and desire. "You’re in pain... aren’t you...?"

He didn’t wait for an answer. Instead, he leaned down and kissed her deeply again, as if to claim her.

He put his tongue in her mouth and poured a stream of saliva directly onto it, making her mouth taste wet and musky.

"Here... drink all of it so you can endure the pain," he said softly against her lips, still holding her chin with his thumb as he pounded into her. "Let me help you... I want to fill every hole of your body..."

His other hand moved to her hips, holding them tightly as he thrust into her over and over again. "Adapt to the pain!"

PLAP! PLAP! PLAP! PLAP! PLAP!

The hard, punishing thrusts, the wet kiss, and the way his saliva was filling her mouth and dripping down her chin all at once made Lily’s head spin.

"AHHN~!!! HAAAHH~! OOOOOGGGHHHH~!!!" Lily screamed loud when she got pounded over and over again.

Her eyes rolled back a little, and her body bent to meet his movements, even though she was in pain. She was stuck between the pleasure of being claimed and the sharp, burning pain of having her virgin pussy stretched around his huge cock.

Lily screamed even louder just to say. "MY STOMACH...! IT’S BEING CRUSHED...!!!"

Rex felt his balls getting tighter and the familiar pressure building at the bottom of his spine. He was going to cum, and he was going to fill her up all the way.

"Ah shit! Seems like I can’t hold it in longer just because of this tight virgin pussy...!" Rex pulled both her arms and then whispered. "I’m about to cum... tighten that pussy more."

"Yeesshh..." Lily can’t even say the word correctly.

"Fuck...! I’m gonna—" he groaned, his words barely making sense as waves of pleasure washed over him. "Get ready...! I’m going to fill you up, baby."

"Make sure your virgin pussy can take all my semen for the first time...!"

"E-Ehh...!" Lily realized what he just said. "O-Outside...! Don’t do it... uggghhhh~! Inside...! I’m going to get... ahhhhnnn~! Pregnant...!"

Rex didn’t even listen to what she just said, and then he moved his hand to grip her hips, and it got tighter. His fingers dug into her soft skin as he pushed in with more force.

PLAP! PLAP! PLAP! PLAP! PLAP!

"N-NOOOO....!!! UGGGHHHHHHHH~! IT’S...! TOO MUCCCHHHHH~!"

His other hand moved to her chin, tilting her head back so he could see the mix of pain, pleasure, and devotion in her eyes. "Don’t worry about being pregnant, hahahahaha!"

"My first eruption of semen won’t be that effective for your tight virgin pussy anyway!" Rex said with a sly smile.

Then, as he got closer to coming, he let go of her chin and moved both of his hands to her breasts, squeezing the soft flesh together roughly. The pressure made Lily’s body feel good, and she gasped as her eyes flew open.

"Alright! Let’s transform all that pain into an enduring pleasure, so that you become addicted to it," Rex says with a smirk.

"Ah—Rex—!" she shouted, her voice breaking with emotion.

The way his hands squeezed her breasts, the way he thrust her hard, and the way his cock hammered into her made her go over the edge.

PLAP! PLAP! PLAP! PLAP! PLAP!

Her pussy tightened and spasmed around him, and her mouth fell open in a silent scream as her own orgasm hit. It was painful, intense, and too much to handle.

Rex could feel it—the way her walls squeezed him and the way her body bucked against him. It was too much for him.

"FUUUCCKKKK—!" he screamed, and his whole body stiffened as he came. "Ohhhhhh yeaahhhh~! Here cums your first semen, babyyyy!!!"

SPLUUUUUUURRRRRTTTTTTTT~!

His cock shot out thick, hot ropes of cum that filled Lily’s virgin pussy completely. The first spurt hit her cervix, and then the rest poured into her, filling her with his seed.

SPLUUURRRRTTTTTT~!

"AAHHHHHNNNNNNNN~!!!" Lily screamed with pain and pleasure at the same time when he could feel her womb starting to get full already. "UUOOOGGGHHHH~! TOOO MUUCCCHHHHH~!"

He held himself deep inside her, grinding his hips against hers as he kept coming, his body jerking with each wave of pleasure. He could feel her pussy tightening around him and his cock twitching inside her, trying to get every last drop out of him.

When it was all over, Rex’s cock was still twitching and leaking the last drops of cum into Lily’s already full pussy. He could feel her heart racing against his chest, and he could see how her eyes were half-closed and glassy with post-orgasmic happiness.

"Phewwww... fuuccckkk, that was a good one right there," he said, his voice hoarse with pleasure. "It’s been a while since I came inside a virgin...!"

"Damn it, baby... it’s all your tight pussy’s fault for making me cum buckets just like that! Make sure not to blame it on me rather than yourself..." Rex laughed.

"Still... the semen inside your womb right now is a symbol that I just made you mine."

His hands were still on her breasts, kneading the soft flesh gently now, soothingly. His cock twitched again inside her, and Lily’s pussy tightened around him without her thinking about it.

Rex pulled back a little so he could see where they were fucking. His thick shaft was shining with sweat, her arousal, and his cum.

Seeing it—his seed already leaking out around his cock—made him smile wickedly.

He whispered, "You’re going to be leaking me for hours," as his thumb ran over her stretched, swollen entrance.

"Everyone will know you’re mine now.... and they’ll smell me on you and in you." Rex laughed.

Lily glanced at her pussy where she can see semen leaking out like a waterfall and then she thought. "So this is... semen... it’s... warm... inside..."

He bent down to kiss her again, this time more gently and softly. His tongue slid into her mouth, tasting the mix of their pleasure on her lips.

He whispered "I love you" against her mouth.

"I love you so much... Lily..."