Sierra, the Precocious Merchant, Trained for Her Dreams

"Are you joking, being late for our appointment?"

With her eyebrows arched, arms crossed, and finger tapping impatiently, she was clearly highly displeased. I quickly placed my hand on the shoulder of the glaring, grumpy Sierra and guided her forward.

"What—don't just touch me as you please!"

Startled by the hand gripping her shoulder, Sierra tried to shake me off, but I applied more pressure, holding her firmly so she couldn't escape. Realizing I had no intention of letting go easily, she glared at me even more fiercely but followed along.

"Sorry I'm late. I went to sleep late last night..."

After having dinner with Sierra, I had finished some basic preparations and gone to bed, but I ended up oversleeping. Forcing my heavy eyelids open and getting out of bed, I found a note that someone had slipped under the door.

Admiring Sierra's thoroughness in detailing exactly who to look for, I quickly washed up and got ready to head out. Only then did I check the time. It was 12:30 PM. Since I had only opened my eyes at noon, I had no excuse.

"By the way, I didn't get to ask yesterday, but is ‍‍‌‌⁠​​⁠‌​​‍​​‍​‌​⁠‍‌‍⁠⁠‌⁠‌‍‌‍‌‌‌‍⁠​‌​‌​‌‍‌‌‌⁠‍​​‌‍⁠‌‌⁠⁠it really alright for you to spend eighteen hours with me?"

"Hmph, that excludes sleeping hours. Besides, they need to experience my absence to truly appreciate my importance, don't they?"

Sierra replied, haughtily tossing her hair back with an air of supreme confidence. Given her frequent complaints about the merchant group, including during yesterday's meal, ‍‍‌‌⁠​​⁠‌​​‍​​‍​‌​⁠‍‌‍⁠⁠‌⁠‌‍‌‍‌‌‌‍⁠​‌​‌​‌‍‌‌‌⁠‍​​‌‍⁠‌‌⁠⁠it seemed her treatment within the organization was far from ideal.

"More importantly, where are we going? And would you please let go of my shoulder now?"

With a sharp slap, she knocked my hand away, crossed her arms again, and tapped her foot as she looked at me. I glanced at my dismissed hand, shrugged at her glaring eyes, and led the way.

"I figured staying at the inn I rented might spark some unsavory rumors..."

"That was a wise decision. The owner knows you're my guest, so it would be troublesome if unnecessary rumors started spreading."

"I know a secluded spot, so I thought we could spend our time there."

As we turned down various alleys and ventured deeper, the surrounding scenery grew increasingly dim and run-down. Sierra, who had been keeping her distance, found herself sticking close to my back as the dilapidated surroundings closed in.

"We're here."

Compared to the dusty street littered with broken furniture, the inn before us looked remarkably clean. After a brief moment of bewilderment at the incongruous sight, a relieved Sierra opened the door herself and stepped inside.

Creak—

"Hmph, this place is actually quite clean and nice...?"

"Welcome..."

Upon entering, a middle-aged woman with a gloomy expression greeted us from behind the counter. I had only heard rumors about this place and had never visited, so I handed over the 1 silver coin I had prepared and pointed at Sierra.

"We'll be coming here regularly for about fifteen days. Do we pay the additional fee each time we visit?"

"Yes, for someone like her... you just need to pay an extra silver every two days. You may take Room 501..."

Clink.

"Thank you."

"Fufu, have a wonderful time..."

The middle-aged woman scanned Sierra with half-closed, knowing eyes. Sierra, who had been listening to our conversation with her arms crossed, shuddered under that lecherous gaze and quickly followed behind me.

"What is this? Why is it so creepy? This is clearly no ordinary place."

I gave a brief explanation to the complaining Sierra.

"It's perfectly legal, though. It's a remodeled facility that used to be used for training slaves."

"Ah, so that's why it's so gloomy... I see, for training slaves... Wait, what?"

"Room 501... Here it is. Let's go in."

Click.

Standing before the antique-looking wooden door, I inserted the key I received from the counter and turned it. With the sound of the mechanism clicking into place, the firmly shut door slowly swung open.

"Excuse me, did you just say 'slaves'? Isn't this place dangerous? This is a breach of contract...!"

Although slavery had been abolished long ago, its notorious reputation still lingered. In fact, rumors persisted that there were still hidden places performing slave branding away from the Empire's watchful eyes. Perhaps because of this, Sierra hesitated, thoroughly terrified, and brought up our contract.

"I said it used to be used for that, not that it is now. It's just the interior design, so why don't you come inside?"

"What do you mean 'just the interior design'...! That makes it even scarier!"

Whining as she clung to the doorframe, Sierra was finally pulled into the room after I grabbed both of her arms. Letting out a frightened gasp, she scanned the room and shrieked again.

"Hieeeek! You lied! You lied to me!"

"It's just the decor. Now, hurry up and take off your robe."

The room's layout was quite standard—for a former slave training facility, that is. Chains and shackles hung on the walls, a large bed sat in one corner next to a small wooden horse, and there was even an X-shaped restraint chair. It was a classic remnant of a slave training ground.

"This is crazy, absolutely crazy...! You've lost your mind. I'm going back!"

"Are you serious?"

Her mental state, already worn down by our journey into this secluded area, seemed to falter. Trembling as she took in the room's terrifying decor, Sierra gasped for breath. Eventually, she sat on the edge of the bed and began taking slow, deep breaths to calm herself down.

"Huuu... You're really not trying to forcibly train me into a slave, right?"

"No matter how crazy someone might be, who would dare do such a thing under the watchful eye of the Empire? How many times do I have to tell you..."

"Well, you were the one talking about making a female slave and whatnot! Who told you to say things like that anyway?"

Sierra, arguing shamelessly, seemed to regain some stability through our banter. Once fully composed, she took off her robe, folded it neatly in a corner, and crossed her arms as she looked at me.

"So, what are we doing today? You do know we have to reach an agreement before we begin any act, right?"

As specified in the Blood Contract manufactured in Crafton, there was a clause requiring me to state exactly what I intended to do to Sierra before executing the contract each day. Once we agreed, we would proceed with that specific act for the next eighteen hours.

"Today, I plan to play with your breasts, Lady Sierra."

"My... breasts..."

Sierra's crossed arms trembled slightly. The movement caused her breasts, resting atop her forearms, to jiggle, flaunting their impressive volume. Feeling my gaze, she raised her arms to cover them, glaring at me before finally letting out a sigh.

"Huu... Fine. I accept."

An otherworldly voice echoed from Sierra's chest. Immediately after, a geometric pattern was engraved on the backs of both our hands. Since it didn't hurt, I didn't resist, and neither did Sierra.

"Do as you please. Not like a man like you can do much by just squeezing them anyway."

Thud.

After confirming the mark, Sierra immediately lay down on the bed, presenting her chest. Her casual green dress, styled like an apron over a white shirt, accentuated her upper body, making her heavy breasts look like twin mountains rising high.

"......"

I deliberately remained silent. In the chilly room, only the sound of Sierra's shallow, rapid breathing lingered before fading away.

"Hee... Hee..."

Though she tried to look unfazed, Sierra's mouth hung slightly open, a soft wheezing sound escaping through her teeth. She was clearly incredibly tense. I took off my coat, hung it on a rack, approached the bed, and pulled her up.

"Huu..."

Like a rabbit facing a wolf, Sierra trembled all over, yet she refused to look away. I slowly reached out and gently cupped one of her luscious, overflowing breasts.

Squeeze.

My hands sank into the incredibly soft, yielding flesh. I slowly kneaded her breasts with both hands, savoring the exquisite texture.

"Huu, huu..."

Sierra squeezed her eyes shut, thrusting her chest forward as she endured. I deliberately avoided her areolae and nipples, focusing solely on kneading the soft mounds for several minutes, enjoying the sensation.

Squish, squish.

"Huuu..."

Squeeze.

Clutching the bedsheets, Sierra trembled but kept her eyes tightly shut. Deciding I had kneaded them enough, I grabbed the buttons covering her chest and began undoing them one by one.

"Ah...!"

Like a baby bird breaking out of its shell, Sierra's pale breasts, previously confined within her white dress, spilled out. Leaving only the topmost button fastened, I undid all the lower buttons and parted the fabric to fully expose her chest.

Bounce.

Her breasts, even larger than I had anticipated, were revealed, encased in a red bra. I gently traced the elegant lace pattern of the bra with my fingertips. Sierra flinched, her hands gripping the bedsheets trembling even more violently than before.

"Huu..."

After teasing her with my fingertips, I suddenly grabbed the center gore of her bra and yanked it down. As the supportive fabric was stripped away, her breasts bounced free, exposing her pale, bare skin.

"Huaa?!"

Her beautifully shaped pink areolae and the nipples blooming in their centers were already hard. I lightly flicked the rigid tips with my fingernails.

"Stop... Ah, stop flicking them..."

Grip.

Clutching the sheets as if she might tear them, Sierra begged me to stop teasing her nipples. Instead, I lightly traced the outer edges of her areolae with my middle finger, as if painting with a brush, while occasionally pressing down on her nipples with my index finger.

"Hngh...!"

Her nipples were incredibly sensitive; Sierra's hips and chest shuddered as she endured the torment. Without saying a word, I spent hours relentlessly teasing only her nipples and areolae. As a result, her breasts became hyper-sensitive, reacting intensely to my slightest touch.

Twist, twist.

"Stop pinching and twisting them...! Haah, haaa..."

I pinched her stiff pink nipples between my thumbs and index fingers, gently twisting and pulling them. As her sensitive nipples were tormented, Sierra whimpered, rubbing her hips against the bedsheets as she forced herself to endure.

"Haaah...!"

I rolled her nipples between my fingers, twisting them back and forth. Under the relentless stimulation, Sierra tilted her head back, letting out a wanton moan.

"Huu... Shall we get serious now?"

"Huh...? Just now...?"

Sierra, who had been catching her breath while clutching the sheets, looked up at me with trembling eyes, utterly bewildered by my words. In response to her look, which practically asked what all of that had been if we were only just starting, I smirked and slowly began to strip her.

Pop, pop.

Having undone all the buttons of her dress, I carefully slid it off her shoulders as if undressing a doll. Once her arms were free, I pulled the fabric down past her hips, stripping her completely.

"Ah...!"

Flustered, Sierra instinctively tried to cover her lower body rather than her chest, shielding her panties. However, her small hands were far from enough to hide everything, leaving her toned thighs and the straps of her panties fully visible.

I unhooked the bra dangling beneath her breasts. Setting the discarded undergarment aside, I stared at Sierra's bare breasts with a gaze so intense it felt as if I were licking them, while she blushed furiously, still trying to cover her groin.

"Hngh..."

I leaned in close, staring intently until my nose almost touched her nipple, ‍‍‌‌⁠​​⁠‌​​‍​​‍​‌​⁠‍‌‍⁠⁠‌⁠‌‍‌‍‌‌‌‍⁠​‌​‌​‌‍‌‌‌⁠‍​​‌‍⁠‌‌⁠⁠exhaling hot breaths against the sensitive flesh. Her rigid nipples twitched and trembled every time my warm breath brushed against them.

"Staring like some virgin who's never seen a woman's breasts before...!"

Perhaps out of frustration, Sierra mocked me while keeping her lower body covered, but I simply kept my eyes locked on her twitching nipple before suddenly flicking the tip with the very end of my tongue.

"Hyaaa?!"

Startled by the sudden lick, Sierra abandoned her lower body to cover her chest, but I immediately grabbed both of her wrists and pinned her to the bed.

"Hngh... Don't... Stop...!"

With her arms pinned, Sierra thrashed wildly, kicking her legs against my thighs as I hovered over her. Ignoring her resistance, I continued to torment her twitching nipples, poking them with the tip of my tongue and licking them gently.

"Huu, huuu...!"

Once I had thoroughly tasted her glistening, rigid nipples, I pointed the tip of my tongue and lightly teased her smooth areolae as if brushing them. As I left her nipples alone to lick and taste her areolae, Sierra's head thrashed from side to side, her struggles gradually growing weaker.

"Haaah..."

Seeing Sierra weeping, her hips trembling weakly, I pulled my tongue away from her breast and licked the tears from the corners of her eyes. As my wet tongue touched her face, she squeezed her eyes shut, but her mouth didn't stop moving.

"Licking me all over like a dog in heat...!"

"When you taste this good, how could I possibly resist?"

"I told you... to stop...!"

"Are you frustrated?"

Releasing her wrists, I stroked her cheek with one hand while my left hand cupped her breast, slowly kneading it to enjoy the sensation.

With flushed eyes, Sierra avoided my gaze, yet she leaned her cheek into the warmth of my hand, seeking its comfort.

"Haa... Is this enough now?"

"...?"

"Even though it was disgusting, it did feel good in some ways. I'll give you credit for that..."

Letting out a long breath, Sierra tried to slowly sit up. I looked at her with an amused expression, then pushed her shoulders to pin her back down onto the bed.

"Ah, what are you doing...!"

"What do you mean? We've only just begun."

"Wh-what...?"

"I told you we were only doing breasts today. I'm going to torment your breasts until we leave this room."

As I spoke in a casual, reassuring tone, a faint trace of terror washed over Sierra's eyes. Pressing down on her shoulders to keep her from rising, I slowly played with her pert breasts, licking them with my tongue.

"Ah...! That's not fair...!"

As my hot tongue crawled over her breasts, Sierra bit her lip and tried to protest, but I ignored her, licking every inch of her voluptuous chest and savoring her taste.

Watching her stiff nipples tremble pitifully, I opened my mouth wide and took her entire areola and nipple in at once.

"Hngh?!"

I sucked greedily on her areola, biting down somewhat firmly, and nibbled on her rigid nipple with my teeth.

"Hngh... Ah, hyeeek...!"

With my right hand, I rolled her right nipple between my fingers, while my mouth sucked and bit her left nipple. Sierra's hips arched off the bed, her entire body shuddering. Satisfied with her highly sensitive reaction, I popped her nipple out of my mouth with a wet sound.

"Hngh... Ah..."

As Sierra panted, covering her eyes, I parted her thighs slightly to look at her groin. Her fully aroused pussy was practically radiating heat. I wedged my knee between her trembling thighs to keep them apart, rubbing my knee against her vulva as I lunged back down toward her breasts.

"Stop!!! Stop it, please! ♡"

I finally extracted a surrender from Sierra with only three hours left before our departure. I had skipped sleep entirely, spending every moment sucking, pinching, and kneading her breasts to thoroughly train them.

"Your breasts feel good, don't they?"

"Because they feel too good...! Stop, hngh, I'm cumming... I'm cumming...!"

While she slept, I attached a Krafton-made vibrator I had purchased from a carriage, turned it to its highest setting, and slept beside her while continuing to knead her breasts. Having her nipples subjected to constant stimulation, the sensitivity of Sierra's breasts had transformed so completely that she felt like an entirely different person.

‍‍‌‌⁠​​⁠‌​​‍​​‍​‌​⁠‍‌‍⁠⁠‌⁠‌‍‌‍‌‌‌‍⁠​‌​‌​‌‍‌‌‌⁠‍​​‌‍⁠‌‌⁠⁠

Squirt—

Without using any aphrodisiacs, simply by tormenting her breasts all day... Sierra had developed extreme sensitivity, to the point where she was soaking her panties with love juices from breast stimulation alone. I gave her vulva a playful slap as her thighs trembled like a flipped frog, then got out of bed.

"Heee... Hee...!"

To think her body was this sensitive. Filled with anticipation at the thought of tasting the rest of Sierra's body over the remaining fourteen days, I slapped her vulva once more and spoke.

"I'll let you off with this much for today, so hurry up and get dressed."

"Get dressed... Get dressed..."

Sierra repeated my words like a parrot. Seeing her trembling so much that she couldn't even dress herself properly, I left her soaked panties behind, picked up her dress, carefully put it on her, and fastened every single button.

"Excuse me..."

As I put on my coat and checked if I had packed all my belongings, Sierra called out to me shyly from behind. I turned around with a puzzled look, only to see her blushing furiously while covering her chest with both arms.

"My underwear is missing..."

"Ah, this?"

I pulled out Sierra's red bra, which I had tucked inside my coat. Her face flushed as red as the bra itself. She reached out to snatch it back, but I quickly pulled it away and slipped it into my pocket before she could try again.

"Give it... Give it back...! Give me back my underwear...!"

"Consider this confiscated in exchange for letting you go early today. Understood?"

"That's not fair...! That wasn't in the agreement...! Give it back...!"

The moment she mentioned the contract, I felt the mark on the back of my hand glow. True to its strict nature, the contract was reacting to the fact that I was taking Sierra's underwear without mutual consent.

"Hmm..."

"Give it back...!"

I scratched my chin, pondering as I held Sierra's bra. While it was a pity to lose a whole day over a mere piece of underwear, a bra from the first day of training was no ordinary trophy. Moreover, seeing Sierra's eyes gleam with hope at the glowing mark made me want to tease her.

"Well, let's go."

"I said give it back...! If you really don't... our contract is shortened by a day, you know...?"

"Yes, I agree to that."

"Ah...!"

Ultimately, I decided to keep Sierra's underwear even if it meant shortening the contract by a day. I could easily make up for a lost day later, and more than anything, I wanted to see Sierra cling to the hope that she could exploit this loophole again.

"Fufu... Fufu...!"

Just as I expected, Sierra followed me through the alleys leading back to the plaza with a persistent smile on her face. To think she would be this happy. How would she react when I eventually crushed that hope? Thrilled with anticipation, I reached out and squeezed her breast as we walked.

"Hyaaa...! Touching me outside like this...!"

Flinch.

Shivering at my touch and the cool breeze, Sierra covered her chest with both arms and slapped my hand away. Her nipples were undoubtedly erect. I shrugged and stepped out of the alley.

"Come to the plaza at the same time tomorrow."

Scanning the empty plaza in the early morning light, Sierra gave a wary nod, bowed her head, and turned around.

"Get back safely. Make sure you don't expose your chest on the way."

"Hmph, I would have done that even if you hadn't said anything...! Pervert...!"

After throwing a quick insult, Sierra stuck her tongue out, covered her chest, and scurried away. Watching her light, cheerful steps, I gripped her bra inside my pocket and headed back to my lodgings.