Chapter 11

The sudden exodus of the soldiers included several of our classmates. This woke up Ms. Diane, who started to make a fuss and created quite the commotion. This ended up waking up everyone on both the boys and girls wing. The result was that it was nearly morning by the time I felt comfortable enough to sneak back into my room. When I arrived, I immediately collapsed on the bed and went to sleep. Compared to sleeping in the dungeon, this night was heaven. I don’t even recall any nightmares.

When I woke up the next morning, I noticed a note on my door that I had missed.  I took it and read it on my way to breakfast. The note only had a few directions. It was just a time and a location. Did this come from my girlfriend? Was she looking to get back together? I felt a bit of hope return after so many disappointments. When I saw her sneaking out, I felt suspicious, but it looked like she had come back around to me. Either way, the meeting was in five nights, so I pocketed it and went to eat.

During breakfast, everyone was chatty. Several classmates asked me about the jail. When they learned the reason why I was in jail, they all agreed it was bullshit. However, I only received a few well-wishers before the conversation switched over to talk about the goblin-slaying expedition and those classmates who were going on it. Along with Willow, eight other classmates left the castle. It was the first time since coming to this world that our class had separated in any meaningful way. Some of my classmates stated they were glad it wasn’t them, while others lamented that they didn’t have the skill that allowed them to go out and explore the world.

This class separating seemed to cause anxiety in a lot of the people who stayed behind, and so the students left behind seemed to grow closer together. I was surprised to find many classmates I only spoke formally with in the past were now talking to me like long lost friends.

When I finished my breakfast, I headed off to the treasury room where I continued my job analyzing items. Like that, time began to pass. The times in the treasure room were lonely and isolating, but the times during meals when I was with the class, things almost felt normal again. The only big difference was that I wasn’t surrounded by the girls anymore. Willow was gone and Riley was working with the church. Kate was always in training and ate private lunches with the prince and princess.

As for Faith, she came to the dining hall regularly, but I kept my distance from her. She had suddenly become very popular among the boys, and at any given time she had two or three classmates around her.  She had seemingly changed in a lot of ways. Where she used to feel sporty, she had a much more feminine feel. She wore dresses from this world, makeup, and did her hair. She felt like a lady from this world, but where the princess had an air of unapproachableness and refinement, she seemed inviting and sultry. The boys hung off every word and she looked genuinely happy. Once in a blue moon, our eyes would meet and she’d wink. Her transformation had left me cold.

It wasn’t long until the time in the note was reached. I had already planned things out. I didn’t make the same mistake I made with Willow. I kept my eyes on the clock and got plenty of rest. Five days after being blue-balled by Willow, I was impossibly horny. When I left my room, I was jumping to go. I couldn’t wait to have makeup sex with Kate. After all, that was how this was likely to go. I’d apologize, she’d cry for a bit, and then everything would be good.

The directions were a bit difficult. This place was outside the castle in one of the hidden courtyards. Getting to it involved climbing a wall. Thankfully, with the mirror in hand, I was able to navigate perfectly. When I finally found it, it was a little herb garden hidden away between tall towers. It was a place to easily pass without ever seeing. It was beautiful in its way, with privacy and a clear view of the sky. A girl was sitting on a stool placed in the center, and my excitement grew.

However, questions formed in my mind as well. How had Kate learned about this place? It better not have been from the prince. As I climbed down some vines and landed, it suddenly occurred to me that it might not have been Kate at all. The princess could have written that letter. Why hadn’t I considered that? I wasn’t able to recognize a person’s handwriting just by seeing it, but I had just assumed it was Kate because I saw her out earlier. I began to panic.

The girl stood up as I landed, and then lifted her hood.

I blinked for a second and then smiled. “Riley.”

I was wrong, but it wasn’t a bad wrong. I was a bit sad I wasn’t making up with my girlfriend, but Riley would be a close second on who I’d want to see this night.

“Hey, Conner.” She responded, her face already slightly red.

“I got your note,” I responded. “You didn’t sign it.”

“I was… just being careful.” She responded. “But you knew it was me, right?”

“Of course!” I lied. “How could it be anyone else?”

She broke into a smile. “I missed you a lot.”

I walked over and she put her arms around me and hugged me. Unlike Willow, she was very soft. If anything, she had grown softer. Her skin was milky and smooth and her hair was silky and smelled of berries. The priesthood did hold the market for beauty items.

“Why did you ask me here?” I asked after we hugged for a while.

“Are you going to make me say it?” She asked, her hands hold onto my shirt. “I-I’m ready.”

I let out a long breath, pushing down the excitement that made me want to shove her to the ground and fuck her brains out. Riley was still a virgin, so I had to do things correctly. That’s part of the reason I wished it had been my girlfriend. I was so worked up that I just needed to let loose. Kate and I had been together enough that I wouldn’t embarrass myself. She understood that every encounter couldn’t be the best there ever was.

However, the time was now. I leaned forward to kiss Riley, but she put a finger up, stopping me mid-kiss.

“Mwhat?” I asked through her finger.

“You have to promise me something though,” Riley stated. “You can… um… finish anywhere… but not inside.”

“Huh?”

She blushed. “That’s the rule. After my purification ceremony, I will be a priestess. I asked around very carefully. I don’t have to be a virgin, but that said a man’s seed can’t meet with my womb.”

I took her finger off my mouth and then kissed it gently. “That’s no problem.”

I had pulled out with Kate many times. This was no different. Those words seemed to cut Riley’s cord, and she melted into me. I kissed her a bit more passionately, and unlike earlier with Willow, my dick came to full erection.

Riley did try to make her first and allegedly only time special. She picked the perfect time and the perfect place. This isolated courtyard took on a fantasy feel, especially since the sky was from another world. I gently began to pull off her dress, all the while kissing her soft, white skin. As more of her body was bared, it seemed to glow in the moonlight. Riley’s untouched body was perfect. She had a large chest, and wide hips, and she seemed soft in every way that mattered.

I laid out a blanket I had brought with me and then laid her down on it. Her face was flushed and she was already breathing hard. As for myself, I could barely hold back. It had been days, and after being blue-balled, I desperately wanted release. This tempting untouched flower was begging for it, and I was going to give it to her.

Her dress had pooled around her waist and her legs were spread for me. I moved between them and felt myself touching the warmest place on her body. Riley was completely bare underneath, and I made the mistake of looking between her legs. It was obvious she was inexperienced, but she still had a hint of a wet pussy. I would have to make this good for her.

I began to kiss and suck at Riley’s breasts, letting my hands drift over her skin. She seemed to enjoy that, so I continued to massage her. My lips trailed down her stomach and across her thighs. Riley kept trying to close her legs and cover herself up, but she forced herself to be exposed, giving herself to me despite her usual instincts.

I could feel the heat of her sex against my cheek and I used my fingers to spread her open. I kissed the inside of her thighs and made sure she felt my tongue. Riley’s breathing got deeper and she whimpered slightly as I neared her pussy. It was tight and untouched and soaking wet. She let out a little cry when I finally reached her pussy. My tongue dipped in between her lips, tasting her sweet nectar.

“Mmmm…” She moaned, and the sound was ecstasy in my ear.

I wanted to foreplay more, to bring her closer and closer, but I had already wasted all of my patience earlier with Willow. My dick was rock hard and I couldn’t hold back. I slid my pants down and placed the tip at the entrance of Riley’s pussy.

“Oh… Conner…” she whispered, realizing what was happening.

“Are you ready?” I asked, even as I slowly pressed forward.

Riley started to shake her head, but I was too horny to wait. Her body was so tight and warm that I needed to be inside of it. The head of my cock went into her and she let out a cry. I couldn’t wait, and I started to push myself into her more and more.

“O-ow….” she cried, her hands tightening on my arms.

Feeling it squeeze against me so tightly was pure euphoria. It had been months since I last tasted a virgin pussy in that of Willow, and that was when I was still getting it regularly from my girlfriend. Now that I was on a dry spell, it felt amazing. I pushed in harder and harder. Her nails dug into my arms, but she took my whole cock in one violent stroke.

“I’m in!” I announced happily.

“Haaah… haha… it hurts.” Riley cried.

“You’ll like it soon, I promise,” I responded eager, pulling out and pushing in again.

I looked down to see my bloodied cock sliding in and out of her. I was a bit surprised. With my previous girls, there had been very little blood. This time, there seemed to be quite a lot. However, it seemed to act like lubricant making it easier to pull in and out, so I went ahead and used it and started to move my hips. It felt so good, I couldn’t stop myself.

“Ahh… ahhh…” She moaned every time I slid into her, her face scrunched up in pain.

“Your pussy is amazing,” I told her excitedly. “You feel so good.”

“Mm…hmmm… aaahh..” She tried to validate me before letting out another cry.

I couldn’t stop myself. Riley’s body was just too erotic. Her skin was silky smooth and she had a voluptuous body with boobs larger than my girlfriends. I squeezed them with relish, endulging in her soft, curvaceous body without restraint. Her hands that were trying to restrain me grew weaker, and her moans were sounding less and less pained. Her body was so soft and she was so tight. Before I even realized it, I was cumming. I shook as much load shot into her. I held myself there for a moment. Riley slowly recovered and opened her eyes. She looked up at me with tears.

“I-is it over?” She asked.

I finally remembered that I wasn’t supposed to cum inside her. However, she didn’t seem to notice, either because of the blood or because of inexperience.

I shook my head. “I’m going to cum soon.”

She nodded. “Please, just anywhere but inside.”

I felt a little bad, but I was still incredibly horny. She was so tight that I hadn’t lost any wood, and once I started pushing it in and out again my cock regained its hardness. I continued to push in her, pretending I couldn’t feel the white gunk sloshing around every time I pushed inside her.

“Hah… ahh…” Her voice sounded less pained now. “Conner… it does feel… good.”

“Ahhh!” I pulled out without a second to spare.

I shot a second load. This one went right up her stomach. I shot a few streaks up there, and then finally leaned back on my knees. She looked down at the mess I left on her stomach, and she made a weird face.

“What?” I asked, putting my dick, still bloody, away.

“N-nothing.” She responded, “I just didn’t realize it was so messy.”

“You’re the reason it’s messy!” I shot back. “You bled all over my blanket!”

She looked away, an expression of shame on her face. “S-sorry, I didn’t mean to.”

I let out a sigh. “It’s fine. You okay?”

“I’m fine, it hurt at first, but you were right, it started to feel better in the end. It was over a bit quick though…”

“It gets better the more you do it!” I protested, not even wanting to explain my quickness.

She smiled sadly. “I won’t get to do it again.”

“That!” I held up my hand. “Um, we can do it again now.”

“I’d rather not. It feels sore.”

“Tomorrow then!”

She shook her head sadly. “I think this is the last time we’ll be able to meet before my purification ceremony. You’ll be there for that though, won’t you?”

I nodded. “I will!”

She smiled. “Then, I’m happy.”

“Y-you sure?” I asked, reaching out to touch her again.

“Yeah, I’m fine. Just lie with me.” She pulled me down next to her.

We lay like that for a few hours under the moon. I wanted to go again with her, but she already had said no once and I didn’t want to force the issue. I eventually fell asleep, and the next morning I woke up in the courtyard alone. It was morning, and I had to make my way back to my room without being seen. I had gotten better and better at using the mirror though, and I was able to get inside and get cleaned up. The only problem was the bloody blanket. There was nothing I could do about it without making it obvious what I had done.

At least, things seemed to finally be going well. I could have never guessed what kind of nightmare I had awaiting me.