Perspective Shift: Alice; A New Experience

Once we entered the inn’s room, I realized what I was waiting for was finally at hand. I was going to finally lose my virginity, and to such a cute guy too. I’d been stuck in that church far too long.

“You know, Flynn, despite the whole bandit thing, I am truly glad to have gotten you and your party as my protectors,” I said as he closed the door behind us.

“I’m glad we got that request too. I look forward to adventuring with you,” he said with a smile. He was surprisingly endearing.

“Well, no time to waste, I suppose,” I said, removing my clothing quickly, but not too hastily. I glanced at Flynn to see he was clearly taking in the view. A glance towards his bulge showed me he liked what he saw.

“Cmon, you too,” I said. He snapped back to reality, and began removing his clothes, throwing them aside. As he did, I took the opportunity to lay down on the bed on my back. I spread my legs for him. “Be gentle.”

“Damn, you’re cute,” he said. He was trying to restrain himself, but that erection he was sporting wasn’t making it easy. Abruptly, he fell to his knees and brought his face down to my pussy.

“W-what are you doing?” I stammered.

“Trust me, it’ll hurt a lot more if I go in dry. I’ll get you wet first so we have something to use as lube,” he said.

“You didn’t bring any?” I said.

“Can’t say I was expecting to spend my night like this,” he said. Fair enough.

“Go on, then,” I said. He looked back down to my pussy and began licking it. As he did, he also started rubbing my clit with his fingers. Whatever he was doing, it felt amazing. “Don’t stop.”

“Glad to see you’re enjoying yourself,” he said before returning to work. Unsure what to do, I merely laid there, basking in the pleasure he was giving to me. After a few minutes, he stood up. “I think you’re ready.”

“Oh, okay,” I said, disappointed he stopped but excited for what comes next. He brought his penis and set it against my entrance.

“Alright, this next bit is the part that’s gonna hurt. I’ll be gentle, but keep your mouth closed so you don’t bite your tongue,” he said. I nodded, clenching my teeth in anticipation. He pressed it against me and I could feel pressure building inside me until the dam burst.

Pain wracked my body. It wasn’t a sharp pain, like I had been cut, rather an ache, as though I was having a cramp. He stopped and looked back up at me.

“You alright?” He asked. As he stopped, the pain slowly subsided.

“Yeah...you can keep going,” I said, determined to see this through, despite the pain. He nodded, slowly pushing his way deeper inside of me. The pain returned, though not as **** as before. I grit my teeth, breathing through my nose as I bore through the pain.

“You did it, Alice. I’m all the way in,” he said. I looked down, and saw he was telling the truth. His hips were pressed up against my legs, and there wasn’t any more of his cock left to go. “I’ll start moving slowly. Let you get used to it.”

“Okay,” I said, gripping the sheets. He began to withdraw, and I could feel the intruder sliding out of me. It was a strange feeling, painful but it also was slowly starting to feel like what he was doing earlier. He pushed his way back inside, and I felt full again. He continued this process of retreating before pushing it back in. Slowly, the pain went away, turning into pleasure. Slowly, he began to move faster.

“Is it starting to feel good yet?” He asked, his face flushed.

“Y-yes,” I said, letting a moan slip. “How about you?”

“You’re so tight. It feels amazing,” he said, thrusting his hips faster and faster. As he pushed into me, the pleasure slowly built, until he pushed against one spot inside of me that felt several times better than the rest.

“There, do it there again,” I said, savoring the feeling of him inside me.

“Here?” He asked, pushing up against the spot inside me again, sending a cascade of pleasure throughout me. I nodded profusely, and he started pumping again, doing his best to hit that spot with each thrust. Soon, I was moaning loudly, completely overtaken by the pleasure he was giving me. He was doing the same, thrusting harder as his hands explored the rest of my body.

I began to feel all the pleasure welling up inside me, like a balloon about to burst after blowing too much air inside. I felt scared, but I wanted to see what would happen. I surrendered myself to the feeling, and the ballon burst, giving me an overwhelming orgasm.

“Oh fuck,” Flynn groaned, quickly pulling himself out of me as a white liquid shot out of the tip of his cock, landing all over my stomach and thighs. We both sat there for a minute, trying to catch our breath. He climbed into the bed beside me.

“That felt, really good. Much better than I was expecting. Thank you,” I said, wiping the strange liquid off of me with a sheet.

“I aim to please,” he joked, laying his head down on the pillow. “It should be better in the future though, since it shouldn’t hurt any more.”

“Oh? Making plans already?” I said, pushing his buttons.

“Oh, sorry, I just meant. Ya know, in general. I didn’t mean to assume-” he stammered.

“Relax. I’m just messing with you. I would quite like if this happened somewhat regularly. Who knows, if you do well enough, I may just decide to let you out a child in me,” I said. His face flushed instantly.

“Oh, uh, sounds nice,” he stammered. He looked cute when he was flustered. I’d have to embarrass him more often. “A-anyway, we should probably get some rest. Your first request as an adventurer is tomorrow, after all.”

“That’s true,” I said. He pulled the blanket over the two of us and put out the lantern that was keeping the room lit. Soon enough, the two of us fell asleep.

When I awoke, the sun was still low in the sky, and Flynn was still sleeping. I slipped out of bed and dressed myself once more. Deciding to take this opportunity to explore the city for a while, I left the inn.