I Became the Maid of the Lout Prince
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Chapter 296 Table of contents

“Aaaaah, it’s so bitter...! Ha, ha, ha...”

As Lilith swallowed Ethan’s cock deeper inside her, she moaned in agony. The pain of losing her virginity for the first time in her life—or rather, in both of her lives—pulsed through her.

The throbbing sensation in her lower body overwhelmed her, but at least she hadn’t voiced all the curses that ran through her mind. Even Ethan, who loved her deeply, would have been embarrassed by the string of profanities that threatened to spill from her lips.

“Fuck you... This fucking hurts...”

She hadn’t expected it to be this painful. In the novels and games, they never made it sound like this. People always said that when you loved someone, sex was supposed to be ecstatic, not excruciating. Sure, the media exaggerated things, but even taking that into account, this felt absurdly painful.

‘At least I’m on top...’

Had Ethan moved on his own, she might have fainted from the intensity. The pain of being penetrated was bad enough—she didn’t even want to imagine what it would feel like if she had to move in this state.

Lilith had intentionally put herself in control so she wouldn’t get sore from overexertion, but she had overlooked one critical detail.

‘I'm such an idiot...’

She’d skipped the foreplay that her own body needed, diving straight into the act with Ethan. If only she had let him warm her up, things might have gone more smoothly, and the pain would have been far less.

It was too late to regret now—Ethan’s cock had already mercilessly entered her unprepared body.

“Are you okay, Lilith?”

“Breathe... Yes, I’m okay, shhh...”

 

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“You’re bleeding quite a bit...”

“It’s just something every girl has to go through at least once in her life. You didn’t think I’d fall apart over something like this, did you?”

“No, but...”

“Something like this... It’s really nothing. I’m not so weak that I’d break down from a little bit of sex between a man and a woman...”

—Giggle.

Lilith let out another pained moan as she forced more of his cock into her. Ethan’s expression showed clear embarrassment, knowing how much pain she was in.

“It’s okay, Lilith. Take your time. I’m not in any rush.”

“Yeah, yeah... Can I rest a bit like this?”

“You can rest as long as you need. If you’re tired, we can even stop...”

Ethan almost said they could do it another day but stopped himself. He knew Lilith too well. Her pride wouldn’t allow her to back out now. If he suggested stopping, she’d likely push through the pain just to prove herself.

Over the years, Ethan had learned to deal with her stubbornness, so he waited patiently for her to recover.

“Ha, ha, ha...”

Just as he expected, Lilith repositioned herself, bouncing on him a little faster as if trying to hide the pain she was feeling.

—Giggle, giggle.

“Ugh... ha... haah...”

For some reason, Ethan felt a bit embarrassed. This wasn’t quite how he had imagined their first time together. He had always pictured it differently—something softer, more romantic. Lilith lying comfortably in bed, smiling up at him as he made love to her gently. Instead, it was awkward and painful, far from the dream he’d envisioned.

‘We didn’t even have any proper foreplay.’

It was a mess. Ethan wondered if this was really how their first time should have gone. At the very least, he thought they should overwrite this memory with a better experience another day. Otherwise, this first time would remain a painful memory for both of them.

—Gulp.

“Ouch...!”

Lilith collapsed onto him, groaning as the pain finally became too much.

Why did something meant to affirm love have to hurt so much? Ethan wished he could take her pain away, but since that was impossible, he did the only thing he could—help her forget the pain.

“Lilith...?”

“You can call me Ed at times like this, Lily.”

“Yes, yes, Ed...”

She was so cute, Ethan thought, floating above him and calling him by his nickname. Instinctively, he reached up and pulled her in for a kiss, which she returned without hesitation.

—Sniff.

“Mmm, suck.”

—Tsup, tsurp.

Their lips and tongues tangled together, their saliva mixing as Lilith’s soft, seductive voice stirred Ethan’s desire even further.

Slowly, Ethan began to move inside her, just a little. He made sure not to go too fast or too hard, worried about causing her more pain. Every gentle thrust was cautious, as if he was asking her, ‘Is this okay?’

“...”

“Hmph... inhale... hmph...”

No matter how gently he moved, Lilith could still feel his cock inside her. But she didn’t pull away or say anything. She just kept kissing him, pretending not to notice the discomfort.

Taking her silent consent as permission, Ethan continued moving, careful not to rush.

—Sigh.

“Mmmm... hmmm...!”

Her voice changed, just a little. After what felt like hours of nothing but pain, Ethan finally detected a hint of pleasure in her moans. Maybe it was a delusion, a product of his wish to make this as painless as possible for her. But he took it as a good sign and kept moving, slow and steady.

—Tch, tch, tch.

“Haa... yeah...! Hmmm...! Hmmm...!”

Lilith’s moans grew more obscene, similar to the sounds she had made when he’d touched her breasts before. How long had they been in this position, clinging to each other, kissing deeply? Ethan wasn’t sure, but he felt the familiar rush building below.

‘Can I finish inside...?’

The thought of doing so was tempting, but he didn’t want to do anything Lilith wouldn’t be okay with. Cumming inside her might not guarantee pregnancy, but if it did, it could interfere with her life at the Academy. He didn’t want to be responsible for that.

He parted their lips slightly and made careful eye contact with her. Lilith spoke first.

“Hey, it’s okay. You can do it inside.”

“...Really?”

“I’ll just use a cleansing spell afterward. It works like birth control.”

“Oh...”

How had he forgotten such a simple fact?

“And... it wouldn’t be a big deal even if...”

“Huh?”

“...Oh, nothing, Ed.”

Ethan was embarrassed by his own thoughts and chose to ignore her words. Instead, he focused on the sensation building inside him, pushing deeper into her as the desire became too strong to hold back.

—Push! Push!

“Hmph, hmph, hmph...!”

Lilith cried out in pleasure as her body shuddered uncontrollably. Their lips met again in a deep kiss as Ethan’s orgasm surged through him, filling her with hot, sticky fluid.

When the climax finally ended, their lips parted, both of them panting heavily, their bodies slick with sweat and other fluids.

“Ed...”

“Yeah, Lily?”

“That...”

“...”

“I just wanted to call you that.”

With those final words, Lilith wrapped her arms around him, hugging him tightly. Ethan held her close, content to stay like that for hours, sharing the warmth of their bodies.

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