Initiative

Normal days returned. Normal. A weird concept now that I reflected on how much I had changed over the past several months. A lot of the uncertainty and fear had been from what Emma had awoken inside me. I was Level Four in Emma’s game, subjected to content that would have imploded me at the beginning of the school year. It was almost funny how the thought of a nude photo from her would be enough to melt my brain. Now, I was getting shots of her fucking guys on the regular.

I didn’t mention anything about our conversation. For one, it never came up. Two, I didn’t want to seem pushy. I had no doubt she would let me know when she came to a decision. Until then, I was focused on the things I could control. Emma had mentioned doing more as friends, so that was exactly what I did.

I invited her to a movie. As friends. It was a nice change of pace and we had fun talking about things when we grabbed a bite to eat after. The next week, I invited her to join Mike and I to see the new superhero movie. Normally I would have seen it with the entire gang, but I didn’t want Owen and Ben drooling over her. Trent had other engagements, so he didn’t come. I don’t think she was as into the superhero genre as we were, but she was polite about it and the three of us had fun.

Sessions were getting intense. I was getting a hang of the balance now that I had a handle on Emma’s skill level. I didn’t consider myself much of a storyteller, but the group seemed unusually into things lately. There was a lot more roleplay. Even Owen and Ben seemed to be thinking less with their dicks when it came to interacting with Emma. A few close calls with the wizards they were chasing had left a few of them nearly dead. Since then, they were all hellbent on taking them down. Of course, once the group was out of danger, Owen wasted no time whipping his metaphorical dick out and flapping it around at Emma.

So things settled into a sort of holding pattern. Emma had warned me that there wasn’t a whole lot of content at this level, but it certainly didn’t seem that way to me. I had a whole slew of lovely pictures waiting for me showing her in all sorts of positions with her mystery men. True to her word, she was relaxing on the intense teasing, but it didn’t stop her from making light pokes at my enjoyment of them. She especially loved having me tell her what specifically about each new photo I liked and disliked. Said it was for, ‘research’ purposes to make sure future photos were better.

Not going to lie. I did enjoy them. Oh sure, it was hard as hell to see her in all those positions. The excitement on her face as she looked at the camera or the ecstasy she had when she wasn’t drove me crazy. Having a steadily growing collection had me picking up on some things. The first was I had yet to see one without a condom. I never asked her about it, but I was thankful she seemed dedicated to having safe sex—even if she had numerous guys she slept with.

The other was I was starting to recognize people who she was with. Not by name or anything, since I never saw a face. That made me feel like a perv more than anything now that I was reasonably confident I could identify the guy in the photo by their dick. Even though there were a lot of pictures and a lot of positions, the actual number of guys was rather small. Small. As if a half-dozen guys were an insignificant amount.

Her photos and videos got regular use too. My obsession was complete I guess. Regular porn was… fine, but what was the point? Looking at what Emma was sending me had that extra emotional oomph regular stuff couldn’t come close to hitting. I knew the person on screen. Liked her even. The rush couldn’t be beat.

Beyond the videos, my favorite by far was a ‘finisher’ shot she had sent me. It was top-down with her on her back. Those big, beautiful eyes looked up at the camera with a perfectly innocent look. The way her silky hair surrounded her like a dark halo perfected the look. At the same time, a huge cock—damn thing almost reached her belly button—rested against her stomach. Above it was a splattering of cum, the used condom resting on her chest between her breasts. From the image, I could just make out the sheen of sweat over her body, mouth parted ever so slightly.

It perfectly captured the angelic demon Emma represented in my life. On first look, you saw beauty encapsulated by picturesque innocence. Only when you looked at the full picture did you see the truth. Nothing before or after came close to that photo.

“Hey,” I said as I stepped beside her. Her eyes widened slightly as her head swung over to me. She had been focused on putting stuff in her locker.

“Isaac! What’s up?”

I gave her a smile, trying to keep my excitement in check. “Not much. Was wondering if you had any plans tonight? Maybe we can grab dinner. I kinda want to run some things by you before tomorrow’s session.”

At the mention of the session, her eyes lit up. It quickly dimmed. “I would love to, but I have other plans.”

“Oh,” I said, trying and failing to keep the disappointment off my face. “No big deal. This was a spur of the moment thing.”

I went to leave when I heard my name. Turning back around, she was closing her locker. “I’m hanging out with a few friends tonight. Want to come along?” she asked as she brushed hair back behind her ear.

I knew she was talking about the people she hung out with at lunch. Some of them were the people she was sending me regular pictures of. Beyond that, I had spent some time with them before break. It never felt like I fit in, so I silently returned to my old table. No one mentioned anything, so I figured I was forgotten.

“Um…” I hesitated. Spending time with Emma was always a plus, but I didn’t really trust myself. Entering a new social circle aside, these were people she admitted to having casual sex with. I didn’t know how I would react. Before, I knew, but didn’t know. Now, I had tons of pictures with plenty of time spent looking at them.

My eyes met hers and she gave a slight tilt to her head, an expectant look on her face.

The old me would have said no. Heading into an unknown social experience with quantifiable risks? Hell no. But I wasn’t the same person I was before. I wanted to spend more time with Emma, and these people were important to her as well. Maybe I would make some new friends in the process. Doubtful, we never really ‘clicked’ when I was sitting at their table, but the possibility was there.

“Sure,” I said with a confident nod. “Sounds fun.”

“Really?” Her eyes lit up as her smile stole the show. “That’s…” She gave an excited hop. “Okay! Want to go together?” I nodded, earning me another excited outburst from her. She looked at me expectantly.

“Wait, now?” She nodded energetically. “I thought it was later tonight?”

“Hmm? Oh, yeah. We need to get ready though.”

“Uh… Okay?”

She was nodding, eyes running over me. “Mmm. You more than me.” Her eyes flicked back to me, smile on her face. “You drove today, right? If we leave now, we’ll probably make it.”

“Make it?” She was already walking away forcing me to chase after her.

Oh man. What did I get myself into?