A Regressed Villain: Heroines, Villainesses and Me?

11:00 PM

"Relax, Aria, Relax! It's in now", Avendial saw her tears splattering around, clearly knowing that this would be painful. He tried his best to make it as less painful as possible, but he couldn't do anything about his size.

He can't just cut it short, can he?

It was definitely uncomfortable for someone who was a virgin to tackle that.

He tried to go through two steps: the first one was to break the hymen and then go much deeper.

However, seeing how her body was reacting, he leaned over her, leaving her legs falling beside him with his shaft inside her.

He leaned into her body while her left hand reached toward him, and her right was pressed on the bed.

He lifted her left hand, making her front turn slightly in his direction.

Though it was uncomfortable to turn completely with him inside her while she was lying sideways, he still clasped her face.

"Ahhh... it hurts..." She whimpered, biting her lips to endure the pain. His voice barely reached her as she felt an unknown pain in her lower region. Her legs trembled while he filled her, even though she was trapped between him and the bed.

Right now, due to pain in her lower region, she could not even feel his abdomen resting over her left thigh, given that she was lying on her right side.

Blood mixed with her juices, the warmth coating his shaft as he held himself inside her, giving her a moment to adjust to the sheer size stretching her out. He leaned in closer, his hands framing her tear-streaked face as he whispered, "Hey, Aria. Relax… let me make it better."

"Ah.... I-I" His words were a balm against the pain, and as he slowly started to move his hips, the initial burn began to fade.

Squelch Squelch

The wet sounds of his cock plunging in and out of her slick pussy filled the room, accompanied by her broken moans and gasps. "N-No, s-stop... ohhh... I... ahhh..."

Avendial's hips slammed forward, driving his thick shaft deep into her tight, dripping pussy.

Pah! Pah! Pah!

The rhythmic sound of their bodies colliding echoed throughout the room, each thrust sending shockwaves through Aria's trembling frame.

The wet, obscene squelch of her juices only amplified as he moved, his cock relentlessly plunging deeper into her soft walls, stretching her beyond anything she had ever imagined.

"Ahhh! N-no... too deep...!" Aria's voice came out as a strangled cry, her legs trembling uncontrollably as they were pressed to her chest, the angle allowing him to reach places that made her whole body jolt.

Tears streamed down her flushed cheeks, her eyes wide, pupils blown with a mixture of pain and a confusing surge of pleasure.

Pah! Pah! Pah!

The wet squelch grew louder with every thrust, her inner walls clinging desperately to him, trying to adjust to the brutal size filling her.

Avendial's grip on her thighs tightened, pulling her even closer, his chest brushing against hers as he leaned in to capture her lips again.

But this time, his kiss was rough, almost punishing, as his tongue dominated hers, swallowing her broken cries.

"Mmmf... nghhh! Hnngh... it... it hurts...!" Aria whimpered between gasps, her nails digging into his back, leaving red trails along his skin.

But he didn't relent; instead, he drove into her harder, his thrusts quickening, hips snapping forward with brutal precision.

Pah! Pah! Pah!

"... I must say, you're really tight..." Avendial growled against her lips, his breath hot and ragged.

The lewd sounds of their bodies meeting, combined with the wet squelch of her overflowing juices, filled the room.

With each thrust, he could feel her inner muscles trying to resist, then surrendering, hugging his cock with a desperate grip.

"Aaaahhhh! Y-you're... nghhh... tearing me...!" Aria sobbed, her entire body arching as his relentless pounding sent waves of both pain and unwanted pleasure coursing through her.

Her hands clutched at the sheets, trying to ground herself, but each thrust sent her mind spiraling further into a haze of sensation.

Pah! Pah! Pah!

His cock hit her deepest spot, a surge of wetness gushing out, making the squelch even louder, her slick walls squeezing him tighter with every thrust.

"It will be fine, just a moment," Avendial grunted, his hands sliding from her thighs to her hips, gripping her even tighter as he slammed into her, pulling her small frame closer.

He could feel her trembling, her pussy clenching around him, unable to stop herself despite the pain.

Aria's moans turned into broken, breathless gasps, her body going limp as the relentless pleasure mixed with searing pain.

12:28 AM

Her head tilted back, eyes fluttering shut, her mind blanking out to the wet, obscene sounds filling the air.

"Ahhh... nghhh... I-I can't... take... it...!"

PAAHH!

"Hnghhh~!"

Avendial's hips bucked violently one last time, his thick shaft throbbing as he released deep inside her quivering pussy.

"Ugh...." he groaned, his grip tightening on her hips as he buried himself to the hilt, emptying himself in hot, powerful spurts.

Aria's walls clenched around him, milking every drop as she felt the sudden rush of warmth flooding her insides.

Her eyes widened, a shudder coursing through her entire body, unable to control the way her pussy spasmed around him.

Throb Throb

Avendial stayed buried inside her, feeling the tight squeeze of her wet walls desperately trying to hold onto him.

But as he slowly pulled out, a messy mixture of white cum and thin streaks of blood began to seep out, dripping down her swollen, stretched entrance.

Aria's body trembled violently, the intensity of her orgasm leaving her breathless.

The sight of her half-worn jeans bunched around her knees made his cock twitch with renewed interest.

1:15 AM

With a swift, almost impatient motion, he tugged off her heels, then slid her jeans down her legs, leaving her completely exposed.

Her body lay there, utterly limp and twitching, the aftershocks of pleasure making her thighs quiver.

She tried to regain her breath, but before she could, Avendial's arms wrapped around her.

He lifted her with ease, her legs dangling as he spread them wide apart, exposing her swollen, cum-filled entrance.

Her eyes fluttered open in a daze, only to widen in surprise as she felt him press her against his chest, his lips trailing along her jawline.

With a rough yank, he tore open the rest of her shirt, letting her breasts spill free, the soft mounds jiggling slightly as he positioned her in the air.

"Nghhh... please... no more..." Aria whimpered, her voice weak, but he ignored her pleas.

His hands clamped down on her breasts, fingers digging into the soft flesh as he angled her downward, guiding his cock back to her still-dripping entrance.

He thrust back inside with a wet, obscene squelch , her pussy swallowing him eagerly despite her body's exhausted state.

1:30 AM

Aria's head tilted back, her cries muffled as he began pounding into her once more, holding her suspended above him.

Her legs trembled, toes curling as she clung to his shoulders for support.

Pah! Pah! Pah!

The loud slaps of skin meeting skin filled the air as Avendial's hips moved with relentless force.

Her wetness coated his shaft, every thrust drawing more juices from her.

He adjusted his grip, bending her legs further apart, her pussy gushing around him, betraying her protests.

Aria's eyes were glazed, overwhelmed by the sensation of his cock repeatedly hitting her deepest spot.

"Mmm... i-it will be fine..." Avendial growled, his fingers pinching her nipples while he continued to hammer into her.

The new angle sent sharp jolts of pleasure through her body, her back arching as he filled her with each brutal thrust.

With her body barely holding together, he shifted her position once more, laying her on her stomach on the bed, her ass raised, and legs spread wide.

Her arms gave out, her chest pressing into the sheets as he mounted her from behind.

He gripped her hips, pulling her into him with every deep thrust.

Aria's muffled moans mixed with desperate gasps, her fingers clutching the sheets as he took her deeper than before.

Pah! Pah! Pah!

Her pussy clenched around him, the mixture of pain and relentless pleasure driving her to another peak.

Avendial kept her pinned beneath him, not slowing down even as she squirted again, her juices splattering onto the sheets, her entire body convulsing from the force of her release.

But he didn't let her rest, flipping her onto her side, one of her legs draped over his shoulder as he drilled into her from a new angle.

2:00 AM

2:53 AM

The night wore on like that—Avendial experimenting with her limp, trembling form, finding new ways to angle himself to hit her deepest spots.

Sometimes he would pull out completely, leaving her gasping and trembling, only to slam back inside and start anew.

3:37 AM

It appeared that it was more than pleasure; it was his way of somehow continuing to come inside her, even though it was definitely going to take a toll on his own body.

Still, he once again painted her insides white, given the clock kept moving.

4:13 AM
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He folded her into different positions: her legs spread wide as he stood on the bed, thrusting down into her helpless form; or holding her upright against the wall, her breasts bouncing with every powerful thrust.

Aria's mind was a haze of pleasure, her voice lost to the continuous moans and cries of overstimulation.

Her once-defiant spirit melted into pure submission, her body responding to him with every thrust, every slap of skin, and every wet squelch that filled the room until the first light of dawn began to creep through the windows.

5:10 AM