Women’s Pleasure Dungeon – Chapter 66

As I finished checking my bag, I looked up to see Mercy and Misty standing at the entrance to the dungeon, their expressions a mix of worry and sadness. Misty’s eyes were glistening with unshed tears, and Mercy looked worried. I felt a pang in my chest. This wasn’t just the first time I’d be leaving the dungeon, but also the first time I’d be leaving Misty’s side since she became my demoness.

“Master, are you sure about this?” Misty asked, her voice trembling slightly. “The outside world can be so dangerous.”

Although I was naturally nervous, I also felt excitement. Despite popular belief, it wasn’t like I was scared of the outside. There were times I rather liked venturing out from my mother’s basement, like during conventions. However, I realized this wouldn’t be a walk in the park. This world had already shown me all kinds of dangers, so I’d need to remain vigilant and careful. I gave her a firm nod, trying to appear confident.

“I know, Misty. But I need to do this. I need to see this world for myself. This is why I created my avatar.”

Mercy stepped forward, “Master, you have to come back, okay!”

I could see her lips quivering as well. I grabbed both of the girls and pulled them into a hug. They both held me closely, and I couldn’t help but feel a bit homesick, even though we hadn’t even left yet. As I pulled away, I turned to see Diamond standing nearby, a smug expression on her face.

“Looks like I’ll take care of Master’s needs while you manage the house.” Diamond stretched in self-satisfaction, earning a glower from Mercy.

“Just keep him safe, Diamond. If you don’t… I’ll come for you.” Misty’s voice held no emotion, but Diamond shook slightly.

In the past, she would have completely laughed at such a threat made from Misty, but ever since she became a demon, her red eyes felt just a tad off-putting. Diamond could still remember when Misty tore Mercy apart in a rage. Whether it was the strength of her temperament, she had changed drastically since she met me.

Sandy stepped forward, nodded excitedly, puffing out her chest. “Will protect.”

Misty gave her a nod, and Sandy hefted the backpack up. The enormous backpack dwarfed her small frame, pretty much carrying everything for the three of us. After those girls had tried to turn me into their packrat, I thought a packrat wasn’t a bad thing to have. I had already confirmed that I couldn’t pull items from my treasury out past my own sense range. As soon as my avatar split from my dungeon, so did my access to those perks.

In fact, while I wasn’t in the dungeon, I could only control one at a time. If I picked the dungeon, my body would fall into a wakeless sleep. If I focused on my body, the dungeon went on automatic pilot. The parallel processing I had been so excited about only appeared to work when the two entities were within range of each other.

That meant that for this trip, we had to bring everything that we would need along. That included all of the armor I had inscribed. This was my second chance to sell it all and start legitimizing my business. Also, we needed changes of clothing, food for a week, and a variety of other personal items that any traveler would need.

That ended up making quite a heavy backpack. Thankfully, Sandy was able to handle that weight. She wasn’t just a monster, but a named monster, so her strength was enough to carry all of our supplies. Diamond would grumble if I made her carry more than her own items, and there was no way I was going to continue to be a packhorse in my own group.

We finished up saying our farewells and then began our journey. The first part of the journey had us walking off-trail. As soon as we reached the edge of the clearing and my dungeon’s senses, the next step felt like I was emerging from a warm bath into the frigid cold. I couldn’t help but shiver. I wasn’t sure if I’d get used to the feeling of being separated from my dungeon. I tightened my robes around me, making sure they hid my face, before continuing to follow Diamond.

Crack.

“This sucks!” I groaned, stubbing my toe on another root. “How much longer do we have?”

“We’ve only been travelling for ten minutes!” Diamond snapped. “You’re already whining? Pathetic. A real man wouldn’t complain about a little hike.”

“Hey, I can be plenty masculine. You weren’t complaining last night! Ow! What was that for?”

Diamond rubbed her hand after hitting me. “Quit being an idiot. And why are your arms so hard!”

I stared at her, and her face turned red. She spun away, crossing her arms. “We’re here, the road will be smoother from this point anyway.”

I blinked, looking around to see we had walked out into a small path. It wasn’t nearly as clear and visible as I had expected. It was closer to an abandoned forest trail than a road. I could see tracks where previous wagons had rolled through, though, so I knew it had been traveled recently. I noticed Diamond had already picked a direction and was walking away.

“I thought this direction was faster?” I pointed the other way.

Not only was it shorter, but it looked like an easier path, too.

“We already talked about this.” She sighed. “That path will take us passed the bandits’ territory.”

“Yeah, and it also takes four times as long. Let’s just go over the mountain. We’ll chase the bandits.”

“Master!” Diamond glared at me, then glanced over at Sandy, who was watching both of us absently, and then let out a sigh.

“Fine! Do as you want.” She huffed. “Just don’t blame me when you are bent over a log, forced to pleasure some smelly bandits.”

“Why? Would you get jealous?” I teased.

“I-it’s not like that at all!” She sputtered. “It’s a matter of principle! I’d rather not watch my… a man… get… you know what! Let’s go.”

She spun around and walked passed me, avoiding eye contact as she began to storm up the mountain. I shrugged and followed her up the path. This was one of the few times when I was depending on her. I wasn’t confident enough in my own abilities. I might have the specs, but I had never fought a day in my life. Plus, like Diamond had mentioned before, as soon as I was outside the range of the dungeon, my body felt a bit sluggish, like it was missing an important part of itself. Thankfully, neither Sandy nor Diamond seemed to be bothered and were at full strength.

Even so, I wasn’t heading up the mountain with the intent of fighting the bandits. Rather, if we encountered them, I was hoping to negotiate with them. Something would need to be done with those bandits eventually if I wanted to grow. I couldn’t have them picking off heroines traveling to my dungeon, or I’d never be able to grow.

The three of us walked up the path in silence. The deeper we went, the more I could feel a shift in the atmosphere. The trees grew thicker, their branches reaching out like skeletal fingers. The air grew colder, and a thick mist began to roll in, clinging to our clothes and making it difficult to see more than a few feet in front of us. I could feel the hair on the back of my neck stand up. It was a feeling of being watched.

I glanced over at Sandy and Diamond, trying to gauge their reactions. Sandy seemed completely unfazed by the environment around her. She continued to trudge forward, her expression as clueless as always. Diamond, on the other hand, was on high alert. Her eyes darted around, taking in every shadow, every rustle of leaves. Her hand was resting on the hilt of her sword, her knuckles white.

“Stay close,” she whispered, her voice barely audible over the howling of the wind. “Something’s not right here.”

I nodded, my heart pounding in my chest. The path grew steeper, and soon we were climbing up a series of rocky switchbacks. The mist was so thick now that I could barely see Diamond in front of me. The feeling of being watched grew stronger, more intense. I had a sinking feeling in my stomach. We had made a mistake. I should have listened to Diamond and taken the longer route.

“Stop,” Diamond grabbed my arm and Sandy’s backpack and dragged us both over behind a tree.

I was about to ask what she was doing, but that’s when I heard a noise. Three women stepped out into the trail, looking around. They didn’t seem to notice us in the fog.

“Why are we even waiting here?” One of the girls, someone with neon yellow hair, asked unhappily.

“Boss says that we need to check the paths every day for travelers.” A girl with dark blue hair declared.

“Travelers never come this way.”

“Shhh… you remember what happened to the three who missed that princess and her companions on their first pass. Boss nearly skinned them alive.”

“Luckily, those three were idiotic enough to return the same way they came.” A white hair girl laughed. “We made a ton of coin from them.”

“I can’t believe the boss let them go after they paid. We could have gotten so much more.”

“You keep questioning Boss. Do you think you should become the boss instead?”

“N-no! Of course not!”

“Then, shut your trap!”

I felt a Diamond lightly touch my hand as she leaned into my ear. “Let’s turn back. This path is too dangerous.”

“I agree, perhaps you should get an escort!”

The pair of us turned to see Sandy forced to her knees. There with a helpless expression while a woman held a blade to her throat. Behind her were five other women with their weapons out and ready to use. The woman in charge had dark purple hair that cascaded down her back, nearly as black as the princess’s. Her eyes, a piercing shade of purple, held a mixture of cunning and allure that made it hard to look away.

I was shocked to see how beautiful she was. Despite a certain ruggedness about her, there was an undeniable attractiveness as well. Her features were sharp and defined, with high cheekbones and full lips that curved into a smirk as she appraised her new captives. Her modest chest was accentuated by a tight-fitting leather corset, which highlighted her slender waist and the curves of her hips. The rest of her outfit consisted of practical yet stylish leather pants and boots. I couldn’t help but gulp at the sight.

She couldn’t help but notice me checking her out as she raised an eyebrow and smirked. I felt a pinch from Diamond. I took it as a warning. If even a princess didn’t hesitate to try to enslave me when she found out I had a penis, what would a group of bandits do?

“We’re just passing through! We have nothing of any significant value.” Diamond immediately spoke.

“Nothing? This is enchanted armor!” One of the girls was already rummaging through the backpack, shoving Sandy down onto the floor in the process.

“A-a gift! For you!” Diamond quickly tried to recover the situation.

“I’m not familiar with any of you. You didn’t travel down this path before.” The leader looked between the three of us until her eyes landed on me. “How are you coming from the dungeon?”

“Isn’t it obvious? We took the long way.” Diamond spoke, her voice a bit more polite than she was usually with me. “We just had too many rewards from the dungeon and couldn’t afford to travel the long way.”

“Is that so?” The woman smiled at Diamond, although it was hard to tell what her smile was implying. “An F-rank dungeon was really able to give you, hmm? Three complete sets of armor?”

“You should visit it. The place welcomes anyone with adventure in their hearts.” I declared, causing her dark eyes to focus on me.

“Aren’t you a peculiar woman?” I fought from wincing at her words. “First, I find a princess, and now a beauty.”

I blinked. “A beauty?”

“Hey, are you three done gawking!” She shouted, and it took me a moment to realize she was yelling at the women who had been watching the trail earlier. “Escort our three guests back to camp. Make them… comfortable.”

“Y-yes Boss!”

The three women had been gawking at us since the other group had caught us in hiding. Now, they came out and quickly grabbed us and pulled us up. When they tried to pull Sandy, she was still being held down by the bandits going through out stuff, but with one look from their boss, the girls shoved everything back into the bag and closed it. They began to pull us off the trail, deeper into the woods. The path disappeared behind us, swallowed by the mist and the trees.

We walked in silence for what felt like an eternity. The only sounds were the crunch of leaves beneath our feet and the occasional hoot of an owl. I could feel the tension in the air, thick and suffocating. My heart was pounding in my chest, and I could feel the sweat trickling down my back. I glanced over at Diamond, her jaw clenched tight. Sandy, on the other hand, seemed completely unfazed, walking forward like she had all of the time in the world.

Finally, we arrived at a large area of forest that had been cleared out. By this time, the day was mostly over, and the evening was setting in. So much for my shortcut. In the center of the clearing was a massive bonfire, its flames licking at the darkening sky. Around the fire were several tents, and I could see the silhouettes of more bandits moving about. The bandits who had escorted us shoved us toward a large tent in the center of the clearing. As soon as we were inside, they tossed us into a metal cage.

“Hey, what.. peh!” Some cloth was tossed into my face.

I pulled it down to see the bandit looking at me sternly. “Strip! Put it on!”

“What?” I asked.

“Take it all off!” She declared.

“I-I’m shy.” I tried to explain.

She snorted and then turned away. Clearing my throat, I glanced over at Sandy and Diamond. Neither of them was being asked to strip. What the hell? For a second, I was afraid they knew I was a man, but the bandit’s reaction was nothing like the girls from before. I calmly put my back to her and then undid the bundle of clothes she tossed at me. When it opened up, my expression sank. It was a dress! Why did they give me a dress?

“Pfft!” I turned to see Diamond covering her mouth, trying to fight from bursting into laughter.

Even Sandy was fighting a giggle. I wanted to curse at both of them.

“What are you waiting for?” I heard the voice behind me.

“I-it’s a dress!” I shot back.

“That’s right. Raven has requested your personal audience in her tent. Don’t keep her waiting!”

I noticed Diamond was no longer laughing, and when I looked at her, she was staring at me angrily. What did I do? I couldn’t be held accountable for this, right? I coughed and then slowly began dressing. I had always been shy about being naked around strangers. I had long since perfected techniques of changing without being seen, harnessed after years of shared school gym locker rooms. Before long, I was in the dress, and my robe and garments were discarded on the floor. I pulled my hair out of the back of the dress and then let it run down my back. This was absolutely humiliating! I heard the door open, and I saw the bandit with the key.

She looked me up and down once and nodded. “Good, you’re just her type.”

I could feel heat coming from Diamond’s cage, but I didn’t dare look in her direction. Instead, I allowed the bandit to lead me out into the darkening sky. I was led over to the second-largest tent in the bandit camp, although this one looked far more ornate and decorative. The bandit pushed me inside the flap, and once I was passed it, my eyes fell on the Raven. She was sitting at a table covered in food.

“Come, sit, beautiful.” She stated, slamming a knife into the table.

I gulped once again as I took the seat across from her, struggling to figure out how to put my legs, considering things felt abnormally breezy below.

“You’re Raven then?” I asked.

She smiled. “You don’t need to look so guarded. Come, eat what you want. I want you to enjoy this feast.”

“Ah… I don’t eat that much.” I admitted.

Since becoming a dungeon, even though I had an avatar now that could taste food, I still didn’t have much of an appetite. That was a shocking contrast considering my previous life.

“Is that how you stay so skinny?” Raven asked, smirking. “Then again, a dainty little thing like you… I don’t necessarily dislike it.”

“Uhhh… anyway…” I shook my head, deciding I might as well take the opportunity to talk with this woman. “I have a proposition for you.”

“Oh?” She licked her lips. “I saw the way you were looking at me earlier. What kind of proposition do you have in mind?”

“Well, I was thinking, considering your situation, that perhaps, instead of robbing and doing banditry…” As I spoke, I noticed she was standing up and walking around the table to me. “Um… instead of being bandits, maybe you’d consider mercenary work? I could pay you to protect and maintain the rods. I promise you you’ll make more money working under me…”

“Under…” She laughed, suddenly jumping on top of me and straddling my lap. “I prefer to be on top.”

“Th-that… of course… we can perhaps make a… more… equal arrangement. Partner… ahhh!”

Her hand went up my dress and right between my legs. Yet, when her fingers touched my dick, her seductive grin turned to a frown.

“Wh-what the hell is that?” She demanded, suddenly standing up.

“Um… my penis?”

“You’re what?” She grabbed my skin and flung it up, revealing what was underneath.

Since they didn’t hand me panties, I was naked besides the dress.

“My… penis… I’m a guy. Yo-you knew right?”

Her eyes looked shocked for the first time. Her finger rose and pointed.

“It’s… a…. it’s a….”

Here we go again. She was going to go crazy after my dick.

“It’s disgusting!” She cried out. “I hate dicks!”

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