A Regressed Villain: Heroines, Villainesses and Me?

"Are you virgin?" Orion, who was moving his fingers deeper into her vagina, suddenly felt a thin layer of resistance just 0.6 inches inside her vagina. It seemed like her hymen was blocking his penetration. The puffy labia made it appear to be two inches deep, although technically it was not.

"Y-yes, Prince" The woman bit her lips as she struggled to control the pain from the penetrating finger, her hands tightly gripping the edge of the desk for support.

"You will need to marry a noblemen, after you become the sole heir of Vrandin", Removing his fingers, he sensually traced them up to her anus, softly circling around it as her muscles twitched. With his other hand, he guided the throbbing tip of his dick to the tight entrance before slowly easing it in.

"I will ensure your chastity remains intact so that you can marry the nobleman I have in mind and let me receive his support."

After ensuring that he was maximizing all available resources as the heir to the throne, he issued the command.

"I-i u-understand" The woman nodded, then proceeded to present herself by spreading her ass with her fingers, showcasing her tight little hole, her eyes squeezed shut and teeth gritted in anticipation of the pain to come.

PAAHH!

"IEEEEK~!?!... it... hur.." As the throbbing shaft pushed into her in one swift movement, her eyes widened in pain, her jaw tight with suppressed moans, and tears pooling in her eyes.

"Mmhh" She instinctively bit down on her lip to muffle any cries, focusing solely on reaching her desired outcome despite the overwhelming sensation of physical pain.

She composed herself, focused on climbing the social ladder rather than her own body, as the sensation of being stretched open engulfed her once more."Angh!...I am fine, prince. Please c-continue."

"Miss Neha Vrandin, you are free to leave. I am not forcing you." Orion calmly stated while he could feel intense pressure from the inner walls of her anus, which were tightly clenching his dick. The lack of lubrication made the experience painful for her, causing her body to show signs of discomfort. Seeing this, he gave her the option to stop before continuing further until she tells him to stop.

PAH! PAH! PAH!

"Ahnn...Hnnghh....Anghh!"

"N-no...Kugh...

Please continue prince...Ungh..and don\'t forget your promise...HNGH!?" With her eyes shot red due to pain with tears streaming, her gritted teeth gave away determination to have her claim the highest seat of Vrandin family, covering her mouth to hide the moans, which only acted as stimulus for Orion who was looking at her spines and perky bare ass clinging to his thighs at every stroke – sending shivers down her spine.

\'It\'s good\', His trust rising, he shifted his gaze to the window in the room, peering out at the moon. For the first time, one of his eyes revealed silver pupils within, reflecting a hint of coldness as he pondered, \'I must discover who was responsible for the death of that maid.\'

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In the prince\'s palace, in one of the chambers, the physical cravings were reaching their peak. Another royal residence located at a distance was shining under the moonlight as many noblemen arrived.

The Palace of Princess Katheria was in a state of chaos as the news of Marquess being poisoned spread, causing several nobleman to slowly retreat from the garden, only to stop in their tracks upon hearing words from a noblewoman.

A woman with disheveled purple hair and amethyst eyes kept peeking towards the whole situation from afar. Due to her exhaustion from exerting her Synergy, she struggled to make out their words clearly.

\'How could I be this stupid,\' Watching her Master go through all this hassle, Rivia sat with her legs crossed and chin tucked in, wrapped in a blanket, reminiscing about the moment she had taken the life of the maid who dared to interfere with her Master\'s drink.

\'But\', Her gaze appeared emotionless and serene, devoid of any hint of expression on her countenance—her typical demeanor—before shifting her attention to the blanket she held.

With a swift motion, she buried her face within it before taking a deep breath. The blanket carried a strong, pungent smell, bearing the remnants of her innocence in the form of bloodstains. As she delved deeper into the fabric, a chilling sound echoed from that hidden space. "Finally..."

The voice coming from Rivia was barely a whisper, but she seemed unchanged, her face devoid of any emotion as her lips parted once more before she disappeared under the blanket, saying, "Hehe, M.a.s.t.e.r"

Underneath the white blanket\'s concealed cover, a sinister smile began to spread across her face, reaching its full extent as it let out a hoarse chuckle, breathing in the lingering scent trapped inside the blanket.

\'He didn\'t doubt me, how fascinating!\', Clasping her hands to her blushing face, her pupils trembled as she recalled the thrilling nature of the whole situation.

Despite knowing the potential deadly outcome, she made the bold choice to not overlook it in any way and at the cost of her life finally fulfill her lifetime\'s desire.

\'Now we are one, Master\', Burying her face in the white fabric, she rubbed her face with her eyes closed, remembering the sensation of being fulfilled to the brim. She recollected his passion and obsession for her body.

Those few hours were more valuable to her than her own life, causing her to hug her legs tightly the moment she thought of something. \'I need to deal with those who dared to set this trap\'

Of course, she had already intercepted the maid and obtained information that Count Patric intended to feed the Marquess an aphrodisiac. This fueled her desire to claim the Marquess for herself, so she secretly mixed the aphrodisiac and brought him into a room.

But now that her desires were fulfilled, she was beginning to realize that the cameras inside the room must have some secret storage somewhere else or someone must have it.

Her eyes flickered in the moonlight as she gazed towards the direction of the palace, narrowing to contemplate her return here after healing her exhausted Synergy caused by the sword strike she used to impress her Master. With a twisted grin, she whispered to herself, \'\'I need to get those videos too!"

Indeed, she doesn\'t care who was behind all of this; she only needed two things - the head of that person and any existing video.

She will offer the head as a gift to her Master and keep the video as her heirloom.

"Hehehe, you know, now you are mine, master." A chilling voice again filled the place with a minimal sound, but enough to make the nearby trees shiver.