Missionary

Missionary.

Missionary was safe, right? It was a classic. Hard to imagine Emma pulling any surprises with this one.

Hands shaking, I went for my headphones. I stopped when Emma’s hand rested on mine.

“Speakers?”

“But…”

“It’s not any fun if only you can hear.”

I had to adjust the settings, but I begrudgingly turned my speakers up. Not a lot. Even if we were downstairs, Emma had a point about my parents. They usually left us alone when I had people over and they were asleep this time of night, but her presence threw that up into the air. Having the door locked together in my bedroom was already a bad look. Hearing moaning and grunting before that…

“Remember,” she said as I went to open the file. “You have to finish before the other guy.” She grabbed my shoulders, giving them a squeeze for encouragement. “But don’t worry! He lasted like… ten or so minutes. Plenty of time to rub one out!”

“I—” Not much time to react to that as she reached over and started the video. Audio kicked in through the speakers. I could hear shuffling on the bed as well as some murmured speech I couldn’t make out. The whole shot wasn’t that great. The lighting was dark and it seemed like it was being recorded on a phone camera on the other side of the room.

Yet there were two important things I could make out. The first was the girl was unmistakably Emma. The second was her being an extremely willing participant. My view of her was mostly obstructed by the guy as he approached the side of the bed. There was a steady thump against my chest as I sat slack-jawed at what was happening on the screen. Her body was concealed, but somehow that made it all the more exciting because what I did see was her legs. Her smooth white legs spread into a V. Just like that, she was welcoming the man into her. A welcoming the man was quick to capitalize on.

I didn’t see the penetration. It was impossible from this angle, but I knew. I knew because the man’s butt tightened as he pushed his hips forward with a low groan. In that same motion, a small moan wafted from the speakers.

The man did it again. Emma’s response was the same. A short, cute moan.

And again.

And again.

His arms had hooked under her legs, holding them up as they seductively swayed with his thrusts.

“Um…” I jumped at the whispered voice against my ear. Emma was leaning over the back of the chair, her lips near my ear. “Not trying to tell you how to complete the quest or anything, but you should probably start…” At the same time, her hand appeared in my vision. The grip she had started moving up and down. My eyes found her face, but she wasn’t concentrating on me or the video. Instead, she was pointedly staring at my crotch. More specifically, the erection I was sporting.

Barely a minute into the video and I was at full mast. We both knew why it was there. I got hard from watching the video. The super shitty video was mostly an ass shot of some dude and Emma’s legs swaying in the air.

I’d been driven mad. Could you be crazy if you knew you were crazy? I think that was a book or something. My attention focused on the video. The man had sped up his thrusts and Emma was responding in kind. As all this was happening on screen, my hand was rapidly sliding up and down my dick. It was the most surreal experience. This wasn’t like jacking off to porn. Porn had a fantasy element to it. Watching a hot girl with a guy while thinking, “I wish I was fucking that hot girl” sort of thoughts.

This was something else entirely. I didn’t need to see Emma’s breasts, the penetration happening, or even her facial reactions. It was the act of her getting railed by this guy had me so fucking turned on. Listening to the little sounds she made as another man gave her pleasure was making my head light. Not once did I wish to swap places with the guy in the video. That’s how I knew I’d fallen off the edge and there was no hope for me escaping this crazy train. The hope that had burned endlessly since we started this whole thing hadn't gone away. The unending hope I would get my turn with her.

A feeling separate from that desire had taken hold. It was something that had been growing ever since her pictures became more explicit. I wanted to see Emma getting taken by a man—even if that man wasn’t me. Now that I was actually seeing it, I was **** to come to terms with what I had been dancing around this entire time. Emma was screwing some dude—enjoying it even—and it was god damn hotter than hell. It had to be considering the part of me horrified at what I was watching was being boiled into silence.

The halfway point was when I hit a wall. Her partner was really going at it by now. Emma’s small moans of pleasure had turned into passionate cries. Words floated through my speakers. Words that urged the mystery man on. Words that expressed how much she was enjoying this. Words that described how big he was and how deep he reached. It was me knowing that none of what she was saying was for the guy’s benefit. No, she had made this video specifically for me. All this talk about the guy’s big cock or how it filled her up was meant for me.

Even Past Emma was tormenting me.

It was those words that cut the deepest because they reminded me who was in the video. Emma. The Emma I had grown to care for. The Emma I befriended.

The Emma I liked.

With that thought, I began to lose my erection as clarity chipped away at the mental fog that encompassed me. In a heroic effort by logic, it had pushed aside the lust and arousal long enough to worm thoughts into my mind. What was I doing? This was wrong.

“What’s wrong?” she asked as I let my hand fall away from my softening erection. “You don’t have much time left.”

“I can’t.”

Her hand touched my wrist, bringing my hand back to my dick.

“You have to.”

I looked up at her, shaking my head. “I can’t. I’m sorry.”

She stepped around the chair, lowering herself so her head was level with mine. “Please, Isaac. I need you to do this.”

“This is wrong.”

“How?”

“I… I don’t know. It just feels—” I lost my words as her hand brushed against my cock. The unexpected touch combined with the sounds of her getting fucked temporarily reversed my softening erection. Her hand found mine and set it against my erection, forcing my hand to wrap around it.

“I can’t help you more than this,” she said sadly. The way she was looking at me tugged at my heart. There was almost a pleading. “You have to do this yourself.”

“Why?” I whispered, unable to escape the sound of her moans coming from the computer.

She gave me a hurt expression, but I was confused as to why she was hurting. I was the one who was an emotional pincushion, yet it was her expressing pain. Her next words could barely be heard above her other self’s impassioned cries. “Because I like you too.” Before I could react, she was pulling away. “If you fail this, it all ends.”

Her last words barely registered. All I could hear was her saying, ‘I like you too,’ over and over again. A never-ending echo of her confirming that there was something behind all this madness. She liked me.

Emma liked me.

My eyes focused back on the screen to find the girl who liked me getting pounded by her mystery man. That brief kiss before break had meant something. I hadn’t been crazy—well, not completely. My heart was a torn mess. She liked me yet there she was fucking another guy. Not just him, but two others that were a few clicks away. She did that… because she liked me.

Sorry logic. I'm going to need you to take a seat for a bit.

I embraced the insanity. I beat off furiously to the sight of her getting pounded. I took pleasure in the sounds of her begging to get fucked. The noises she made as the other man pleasured her. I did it because I enjoyed it. All of it. The hurt was nothing compared to the pleasure moments like this brought. If anything, the little bit of pain made the pleasure that much better.

So I beat off to her getting fucked by another guy. I let the sight of it all consume me as I felt my orgasm grow steadily closer. I wanted to cum. I wanted it more than anything not because I wanted to get off, but because I didn’t want this to end. Fuck my broken-ass brain. I was committed in my journey with Emma to see just how deep Hell went.

My chest heaved for air as I slunk in the chair, completely spent. Not necessarily physically spent, but rather mentally and emotionally exhausted. There on the screen, Emma was encouraging the guy to cum. I closed my eyes as I tried to ignore the swirling maelstrom of emotions inside me all while listening to the man grunt loudly. He was cumming. I knew he was cumming because Past Emma was telling me it was happening. The man fucking Emma was cumming and all I felt was relief. Relief because I beat him.

I completed my quest.

I felt her hand on my shoulder and I didn’t move. My emotions were all over the place and I couldn’t see her right now. I knew I was a mess. I hadn’t had a tissue or anything, so my cum had made an absolute mess of me.

“Welcome to Level Four.”

Her hand left me and I soon heard the door open and close. Opening my eyes, I scanned the mess I’d made. Fuck. I needed to clean up. Reaching up, I was about to close out of the video when I saw it was still going. The guy was no longer dominating most of the screen. Emma was sitting up on the edge of the bed, a big smile on her face as she pulled the hair from her face. Even in the crappy lighting, she radiated a beauty that grabbed my very soul. This wasn't her normal self I was used to seeing. Her hair was disheveled and stuck to her face in clumps. A sheen of sweat covered her, lips slightly parted in her smile as she breathed heavily.

It was mesmerizing.

Her eyes locked right on the camera. Right on me.

“I hope that was as good for you as it was me.” There was a winded quality to her voice, still recovering from her... physical activity.

“Always is,” the guy said, mistaking her comment as something directed at him. She didn’t say anything else, smiling that damn smile of hers as she held my gaze until the video ended.

My head hit the back of my chair as I closed my eyes again. “Yeah… Yeah it was.”