Chapter 204: Together (R19)

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Riley left just like that.

Without a word, he walked out, opening the door and stepping outside.

In his mind, he counted to thirty, took a deep breath, and went back in.

Nothing had changed.

She was still exposing herself, her expression relaxed as she toyed with her own chest. Her pouting face and fidgeting hands made the whole scene utterly bewildering.

“Hey…”

“Mmm…”

“I’m trying to pretend I didn’t see anything, but could you at least act a little embarrassed…?”

And then came the absurd reply.

“I don’t mind if you look…”

It’s embarrassing, but since it’s Riley, it’s fine—

Is she insane?

“What the… Ugh, never mind. But why are you crying? You look like a drowned rat. Did something happen outside?”

“Not really…”

“You went out with her, didn’t you? Nata—”

“Don’t say that name.”

Her tone turned sharp in an instant.

“Don’t say that name in front of me.”

“…”

Is she really that upset?

She was probably doing this to distract herself from that unease.

But surprisingly, Sugar quickly softened again.

“I-I’m not mad at you. Mmm… It’s just… I’m… ngh, conflicted… That’s all…”

As she spoke calmly while playing with her chest, Riley clenched his fists. The veins on his forearms, visible beneath his dress shirt, bulged.

“…Did you eat dinner?”

“No…”

“Then I’ll go buy something. In the meantime, wash up and get yourself together. How long are you gonna keep fidgeting like this?”

“…”

“Anything you want to eat?”

“Whatever you want…”

“I’ll pick something decent. Want dessert too? You like sweet things.”

“Mmm… I do… I really do…”

She pinched her nipple between her fingers, flaunting herself while locking eyes with him.

Riley pressed his lips together tightly, turned around, and walked out. It was obvious he was holding back—a lot.

Meanwhile, Sugar headed into the bathroom.

Gotta get clean and ready.

After a long day outside, she was covered in dust and sweat. She soaped up every inch of herself—her neck, underarms, chest, navel, between her legs—even rinsing away the tear stains on her face. She conditioned her hair, leaving it soft and smooth.

Once she stepped out, she used magic to dry off, emerging as a freshly powdered Sugar.

After her bath, she skipped underwear entirely. She pulled on a new pair of pantyhose and draped Riley’s shirt over herself, leaving the top few buttons undone.

“Actual pantyhose…”

She checked herself in the mirror, taking in just how much of a slut she looked like.

Her chest was fully on display, and if she lifted the shirt—which barely functioned as a minidress—her thighs would be completely visible. The black fabric emphasized every curve, making her look downright sinful.

Next, she applied light makeup—just lotion and a hint of lip gloss—but that was enough. Her translucent skin and wide, sparkling eyes already made her unbearably cute.

No, wait. Maybe it’s more like she’s dripping with lust.

She carefully brushed her hair and put on a hairband. She debated whether to wear it or not—taking it off might make her look more mature—but she figured Riley would prefer it on.

‘I like it better on too.’

‘Because you gave it to me.’

Once everything was ready, she sat primly on the bed and waited. Sipping water from the glass she’d placed on the bedside table, she didn’t have to wait long before Riley returned.

“I’m back.”

This time, he came in properly—even remembering to knock.

His arms were full of bags. Just from a glance, she could spot pizza, cake, and more.

He set everything down on a table, then went to wash his hands.

Sugar remained seated on the bed, perfectly still, until he came back.

“Why are you just sitting there? Come eat.”

“…”

When Sugar stayed silent, Riley didn’t push further.

They just stared at each other—one sitting on the bed, the other standing beside it.

No words. Just their eyes tracing each other’s bodies, letting the tension simmer.

The room was dim, two people inside—one dressed explicitly to seduce the other.

Their mutual attraction wasn’t just strong; it was overflowing. They’d been physically intimate before.

And neither could forget the earlier, stimulating situation. It was only natural their breathing grew heavier.

Riley stepped closer to the bed.

“…What kind of outfit is that?”

“Don’t… like it?”

“You look like a total slut.”

He climbed onto the bed, moving toward her. Sugar flinched slightly, looking up at him with expectant eyes, her fingers fidgeting.

“What were you thinking about earlier?”

As if asking what she’d eaten for dinner, the question was casual, but Sugar took a long pause before answering.

“Your… thoughts… and imagining… you touching me…”

Her blunt confession made the other side sigh—damn it—before pulling her slender body into an embrace and showering her with kisses. Lips roughly sucked and licked as she was laid back onto the bed.

“…Keep going. Do what you were doing earlier.”

After a deep kiss, Riley gasped for breath and gave the order. Sugar hesitated but eventually moved her hand toward her own chest.

Despite her shy movements, her stiffened nipple was pinched, and Riley caressed the other side in turn. A thumb and forefinger teasing it slowly, gently. Sugar soon let out a sweet sound.

“Do you do this often?”

“Today’s… nngh… the first time… ahh…”

The man buried his face in the nape of her neck, biting and sucking wildly. The confession that her first time had been while thinking of him—praise-worthy— his already unrestrained arousal swelled fiercely. When it pressed insistently against her lower body, Sugar shuddered.

Having finished marking her, Riley looked down at Sugar.

Sugar tormenting her own nipple with one hand.

Sugar with flushed cheeks and dazed eyes.

Sugar, sweeter and lewder than usual.

“Keep… keep going.”

When Riley, swallowing hard, commanded her, she hesitated in embarrassment but soon obeyed.

One hand on her chest, the other pressed to her crotch, rubbing up and down—

“Ah… ngh… nn… aah…”

A strange situation: masturbation that wasn’t quite masturbation.

The coarse fabric of her stockings chafed her sensitive flesh, amplifying the stimulation—and Riley was watching. It felt like starting a race just before the finish line.

‘It feels good already…’

This was so embarrassing. Showing him her masturbating self—how shameful.

A solitary act meant only to relieve lust, now performed shamelessly in front of a man.

I’m his friend and his family, yet here I am—

Enough with the excuses.

Whether as a friend, a family member, or a woman—she liked him. So he could watch her shameful side all he wanted. Let him be curious.

Let him want her.

‘Still… it’s a little embarrassing…’

She couldn’t meet his eyes. But curious about his reaction, she peeked—only to find him staring at her lower half with animalistic intensity.

“Spread your legs.”

“Nngh…”

Sugar parted them slightly.

“More.”

“…”

“More.”

“…”

“More.”

“…”

Biting her lip, she bent her knees and spread them wide. Narrowed eyes conveyed shame, but she obeyed.

The plump thighs parted, revealing what they’d hidden.

“Keep going.”

When her fingers rubbed the exposed clit—

“Ah…!”

The same speed and pressure as before—too much. Her body jolted as if electrified.

“Hah…”

She adjusted, gentler now, accounting for the fabric. Pressing rather than rubbing, but it still felt good. Her eyes softened.

But Riley had other plans.

“Harder.”

“Huh…?”

“Faster. Like before.”

“B-but it’s too… nngh… intense… ah…”

The stimulation was terrifying. Even a light touch sent sharp jolts of near-pain.

‘And if I take that much… I’ll show him an unsightly side of me…’

No. No. She only wanted to show him her prettiest self.

As Sugar tried to refuse indirectly, Riley—who knew her too well—made a tender demand.

“I want to see you lose control.”

“…”

“Should I use a Wish Coupon?”

“Fine…”

‘You already know how I’ll look. You’re awful.’

“I wanted to show you a delicate flower wilting…”

“What kind of nonsense is that? You absolute pervert.”

“What?!”

“Just move your fingers already, you horny Sugar.”

She bit her lip hard.

‘So mean. Stupid. Filthy. I hate you.’

‘…I love you so much.’

“Aah…!”

Following Riley’s request, she rubbed her clit roughly. Fingers moving fast, as if to flaunt her lust, until sharp pleasure shot to her toes—

“AAAAH! Nngh…! AH! Haaah…!”

It felt like being electrocuted. The coarse fabric ground against her inflamed flesh, relentless, until her back arched and her feet braced against the bed.

She wanted to stop this act immediately. The pleasure, bordering on pain, was terrifying. Was her current appearance too unsightly?

Even as her mind threatened to slip away, she stole a glance at his reaction—only for their eyes to meet instantly.

“Ah…!”

He was watching her. Observing her. Witnessing her masturbating like some pervert.

“Haaah! Ah, R-R-Riley, I, I’m…!”

“Don’t stop. Keep going.”

“Aah! Nngh…! Keep, keep watching me, watch meee…!”

Her hips twitched violently as her mouth fell open.

Between the overwhelming stimulation and his gaze, her climax arrived swiftly.

“……Huu… Heh…”

Slumping bonelessly, she gasped for breath, still drowning in the aftershocks.

When she rolled her eyes to glance up at the man, he reached out and stroked her head.

“You did well.”

When Sugar weakly spread her arms, he even pulled her into a hug. Pressed so close, she could feel something rigid and throbbing against her lower body—no words were needed to understand what he was feeling.

Hehe. Sugar let out a giggle. She’d been praised. She must’ve been really lewd just now.

The preparations were finally complete.

Her face and lower body were utterly pliant, silently begging for him.

“Um… since I did well… reward me…”

“What reward?”

When she pouted, Riley stroked her hair and indulged her with a question. Sugar tilted her head slightly and whispered into his ear:

“I want… you to take me…”

Immediately, her legs were spread open by the man’s hands. Then, her stockings were torn roughly, painting the female’s face with rapture.

What little remained of the man’s reason made his fingers twitch.

A small box came floating over. The bundle of items Riley had bought earlier, now placed on the table.

‘Contraceptives (5-pack)’

He’d picked them up just in case. Or maybe this had been his goal all along. Either way, in a world where stockings existed, rubber contraceptives did too. The paper-packaged variety, unlubricated.

“First, I’ll ask you properly—”

Sugar ignored him, sitting up to snatch the box. Panting heavily, she tore one open and peeled off the wrapper.

Riley flicked her forehead and took it back.

“Listen to me.”

“But… hurry… faster…!”

“…Why are you like this today?”

Even as his own excitement threatened to consume him, he clung to the last shreds of patience.

To Riley, Sugar must’ve seemed strange right now.

She didn’t care about being caught masturbating, even begged him to take her first. Normally, she’d play coy or draw lines—yet here she was, acting like her brain had melted. Not long ago, she’d even yelled at him not to touch her because she was a virgin.

Riley didn’t know the change in Sugar’s heart. Sugar herself had no intention of confessing yet.

She was preparing the perfect confession for the most important man in her life.

Of course, if she kept acting this shamelessly, it’d only be a matter of time before he noticed.

Still, even if the order of things had gotten tangled, there was no way a girl who thought ‘Riley is mine!’ would let a golden opportunity like ‘getting caught masturbating’ or ‘witnessing her masturbate’ slip away.

Shyly, she finally voiced her true feelings.

“Actually… the thing is. I’ve wanted to… do this with you for a long time…”

“…”

“With you… the most important person to me. I wanted to give you my first time. Share that experience with you. I, I wasn’t honest before… with the whole unicorn thing… and then today, the situation just… happened…”

“…”

“Do you… not want to, Riley?”

If he didn’t, he wouldn’t have bought the contraceptives.

Yet she still studied his expression, pouting up at him—until he finally asked a single question.

“Are you sure you won’t regret this?”

“…”

The moment she heard it, the words she’d repeated to herself endlessly resurfaced in her mind.

-You can’t cross this line. We’re friends and family. I have to take care of him. Because he’s too precious to me.

The thoughts of Sugar until yesterday.

She’d struggled so much.

But now, she acknowledged her feelings. Their argument had been a catalyst, but she believed the timing had simply come naturally.

This wasn’t recklessness. It wasn’t about abandoning all responsibility to live selfishly.

Even now, she was afraid. Terrified that Riley might get hurt because of her emotions. No matter what, Sugar’s priority had always been his safety.

‘It’s just… I’ve become a slightly more honest version of myself.’

She’d thought the world would collapse if she admitted it. That everything would end—but surprisingly, nothing had changed. She was still herself.

So, she’d keep trying.

And when the time came, she’d face Riley with her whole heart.

“I won’t regret it… How could I?”

She answered the question of the man she loved most in the world.

“…Alright.”

The sound of a belt unbuckling. Clothes being shed.

Sugar spread her legs, heart pounding as she waited—then the latex-sheathed manhood began rubbing against her entrance.

‘Ahh…’

So this was it.

They were really doing this.

The reality of it felt even more intense because of the condom—because it meant they were truly, undeniably going to do that.

The already slick, dripping entrance was being stubbornly rubbed against. It was her first time, after all.

The more lubrication, the better.

“Huuuh…”

Lost in a mix of excitement and nervousness, she stared at the sight before her, feeling a flicker of fear. Was something like that really going inside her? Could it even fit?

Back when Sugar had held it in her hand, she couldn’t even make a full circle with her fingers around its girth—let alone its length.

Their height difference alone was over 30 cm. Sugar, already petite and small, always clung to him like a doll.

“Relax.”

“Nngh…”

Had she prepared enough? The glans pressed against her soaked entrance.

Then, with a push, came the chilling sensation of something foreign prying her open.

“Ah… Nn…”

A whimper escaped her, and Riley paused—but Sugar immediately shook her head.

Keep going. It’s fine.

So the entrance gradually stretched wider. The tearing pain was sharp.

“Ah…!”

It hurt. Shoving something so large into a hole the size of a fingernail was bound to. A conqueror forcing its way into a place that had never allowed intrusion—of course it would.

Biting her lip against the pain, she endured—until a distinct snap sensation made her grimace. If the earlier feeling had been tentative, this time, it definitely tore. The sting was much sharper.

But soon, she realized what it was, and her expression softened. Pain melted into awe.

The moment she lost her virginity.

The pain he gave her as he took her first time.

Because of him, she was no longer a virgin.

‘I… belong to Riley now…’

The thought made even this ache feel precious, swelling her heart until tears welled in her eyes. She committed this pain to memory—something she’d never feel again.

Riley wiped her damp cheeks, gently stroking her lower belly to help her calm down.

They’d both waited for this.

Waited to become one.

Two people who cherished—no, obsessed over each other more than anyone else lost themselves in ecstasy, gazing into each other’s eyes.

Then, Sugar grinned playfully.

“Nngh… hehe… I took Riley’s first time too…”

“Who are you to talk?”

“……It is your first time, right?”

“Tch.”

“Aah…!”

Her nipple was pinched hard.

Of course, a girl would know when her barrier tore—but a boy wouldn’t.

Pouting, she jutted out her lips, only for him to scold her for stating the obvious while stroking her cheek. Her mood instantly brightened.

“Then… I’ll keep going.”

“Nngh. Do it…”

He’d only reached the entrance so far. Even that felt overwhelmingly full—but when the man moved his hips, the sensation of him pushing deeper was no joke.

Like being skewered. Impaled by something massive.

Because she was.

“Nn… ah… ah…”

The unfamiliar intrusion sent chills down her spine. Her stomach felt stretched to bursting, her insides pried open until his length pressed flush against her cervix. The moment she felt it touch, she understood.

“Whoa… nngh… it’s all the way in…”

So full.

Such a weird feeling.

So this is what it’s like. It’s possible.

Dazed, she marveled at the paradoxical mix of coolness and heat.

“No, it’s not.”

“…Huh?”

But then, her partner said something absurd.

“It’s not all the way in yet.”

“What?”

“I said it’s not in all the way.”

“But it’s already so full…?”

Seeing was believing. Sugar lifted her head slightly to peek between her legs. Ah—sure enough. Riley’s length wasn’t fully sheathed. A considerable amount remained outside.

Hmm.

…Huh?

Wait…

…Wha—?

A creeping dread settled over her as Riley thrust the rest of the way in, her cervix squishing under the pressure—wait, wait, WAIT—

“Huh? Ah? Nngh?!”

Her hips were lifted. A searing pleasure numbed her mind.

The sensation was so overwhelming it hijacked her entire body. Her thoughts blanked. Before she could even process how to react, his shaft withdrew almost entirely, leaving just the tip inside.

The sudden emptiness made her gasp, as if her insides were being pulled out.

Simultaneously, a foreboding premonition.

And that premonition became reality.

In an instant, he slammed back in to the hilt.

“——!!”

Her legs trembled violently—her hips, her whole body—ah, wha—HUH?!

She couldn’t even scream. Only ragged, broken breaths escaped her gaping mouth.

Eyes wide and unfocused, she stared at the ceiling as a flood of juices gushed out, soaking his pelvis.

Riley quietly muttered as he watched the sight unfold before him.

“You came.”

“Ah… Ahh… N-no… I-I didn’t…”

But her inner walls were clenching so tightly around him, pulsing and spasming as if refusing to let go.

“If you came just from one thrust, what’s the rest supposed to do to you?”

“I’m f-fine… I’m okay…”

Trembling violently, she still forced herself to meet Riley’s gaze, putting up a brave front.

Then, his cock slid out again—only to thrust back in to the hilt, forcing her head to snap back.

“Ugh—! Nngh!”

“Try to hold on.”

“Ah… Hah… Aah…!”

And with that, the real fucking began.

“Ah! Ah! Ah! Ah—!”

Thud. Thud. The wet, obscene sound of flesh slapping against flesh filled the air, each movement rougher than the last.

It was clear Riley had been holding back for a long time—his movements were relentless now. Maybe the sight of her losing herself after just a few thrusts spurred him on even more. Not that Sugar could complain. She was the one who’d begged him to take her.

His cock scraped ruthlessly against her inner walls, battering her cervix until her tongue lolled out, drool dripping freely. Every deep plunge drew another gush of slick arousal, saturating the air with the scent of sex.

‘Inside… rubbing… the head grinding… deep… I’m breaking… feels so good…’

Months of teasing her lower belly had left her unbearably sensitive. Now, with him filling her completely, it was no wonder her toes curled with every wave of pleasure, her climax refusing to subside.

The overwhelming ecstasy left no room for coherent thought. This wasn’t just any act—this was sex.

The real thing.

The union of man and woman.

The sheer weight of it shattered Sugar’s mind further.

“You’re squeezing too tight…”

Riley exhaled the words like a sigh. Even he was drowning in the intensity of the pleasure. Every time he pulled back, her walls clenched around him desperately, as if refusing to let him leave.

Or maybe it was just her nature—clingy and possessive when it came to Riley.

Her body welcomed its first (and lifelong) guest with open arms, gripping him tightly the moment he sheathed himself inside, only to whimper and cling when he tried to pull away. It was like her insides were trying to drag him back in, refusing to let go.

“Oh—oh—ah—ah…!”

Even half-lost in pleasure, Sugar wrapped her legs around Riley’s waist, pulling him deeper.

More. More. Deeper. Don’t let go.

As if sensing her silent plea, Riley buried himself to the root, pressing their bodies flush together before shifting to shallow, rapid thrusts.

“Ah—! Haaaahhhn!”

Even with the smaller movements, Sugar’s moans grew even more frantic, higher-pitched.

He was hammering directly against her cervix—the most sensitive, sacred part of her body as a woman.

Pressed so close, their warmth mingling, their heartbeats syncing—she could feel Riley in every fiber of her being. No wonder her eyes rolled back, no wonder she screamed like an animal in heat.

“Aaaaah! R-Riley…! Aaahn!”

“Sugar… haah…”

Her nails dug into his shoulders as she writhed, unable to withstand the endless pleasure. Climax after climax wrecked her—terrifying, overwhelming, too good.

But she loved it.

She’d become one with him.

Riley’s breathing was ragged too. She was making him feel good. He was saying her name. He was feeling her insides, all of her.

Just the thought made her legs twitch, her slick noises growing even lewder as his pace quickened. Sugar’s cries grew more desperate.

Riley, too, must have been close. With one final, brutal thrust, he buried himself as deep as possible, his cock pulsing as thick cum filled the condom inside her.

“Ah! Ah! Ah—!!”

Already stuffed full, she could feel even more heat flooding into her. Sugar convulsed wildly as she felt him throbbing within her.

…

“Haah… hah…”

“Hueh… fuu… ahh…”

The two lay tangled in the aftermath, catching their breath. One still looked relatively composed—the other was practically a melted mess.

Knowing how weak she was to pleasure, Riley smirked as he pulled back, his cock slipping free—only for the condom to stay behind, trapped inside her tight walls. The sight of white seed leaking onto her flushed, reddened folds was obscene.

As his cock stirred again, he rolled on a new condom and fished the used one out of her.

“Ahhn…!”

Sugar shuddered as the latex slid free, her stretched hole twitching.

But before she could even recover, Riley was pushing back inside.

Her tongue lolled out as she reacted instinctively.

“Nn… oh… ah… haah…”

“Sugar.”

“Hnn… aah… ngh…?”

Was that a response or just another moan?

Her unfocused eyes and slack expression made her look utterly stupid—a face only Riley got to see. Every thrust drew another broken sound from her lips.

…It was kind of cute, honestly.

“Aren’t you thirsty?”

“Nn… ah… aah…”

Was that a yes or a no?

Considering how much she’d been squirting, dehydration was a real risk. Riley reached for the cup on the nightstand, taking a sip before pressing his lips to hers.

Instinctively, she tried to tangle their tongues together, but he let the water trickle into her mouth instead, Sugar quickly swallowing obediently.

“Mm… nn… uhn…”

Was she asking for more water, or just more kisses? Her persistent tongue made it hard to tell, so Riley indulged her with a deep kiss.

Above and below, they were connected, melting together. The water made their tongues slide even smoother, and with every brush against her inner walls, Sugar felt like she was floating.

Man and woman, dissolving into each other.

‘…This is bad.’

This was dangerously addictive. As long as his stamina held out, he could do this all night.

That was Riley’s first impression of sex.

The sensations were insane. The woman he loved melting in his arms. Watching her fall apart under his touch and becoming one, sharing pleasure. Where else could he satisfy both lust and love like this?

This was why he’d held back for so long.

But she’d shattered every single barrier. All the restraint he’d practiced—for her sake—meant nothing now.

Once you crossed this line, once you tasted it, there was no going back.

‘But still…’

Riley’s gaze flicked to the box of condoms.

The final, final line still remained.

That one, at least, he had to keep. No matter what happened, no matter what it took—until graduation, he would not break that rule.

Steeling himself, he pinched Sugar’s nipple, grinning as she let out a high-pitched whine. Wrapping his arms around her, he continued their lovemaking—mindful, even now, of the limits he refused to cross.