Alex Cunning

Alex Cunning

Head Games

Head Games - ch.09 - Bad Boy

Skyler takes steps to encourage the Bad Boy image that he thinks Theo likes.

Alex Cunning's avatar
Alex Cunning
May 19, 2026
∙ Paid

This Substack is reader-supported. To receive new posts and support my work, consider becoming a free or paid subscriber.

Click here for a list of chapters

Skyler POV

The look of approval on the guy’s face when he saw Theo come out caused a strange mix of emotions. A combination of jealousy, to a point, because he would’ve been under the impression that Theo was the one who sucked him off and he clearly liked the way Theo looked. And excitement or even pride, because he clearly enjoyed what I did. I just wasn’t getting the credit for it. But somehow, the more I thought about it, that wasn’t really important to me. The jealousy was more from the idea that he might somehow run into Theo around campus or possibly in the bars, and try to actually hook up, combined with the uncertainty if Theo would go for it.

It’s not like we were in a relationship, so I knew I had no right to be jealous or stand in the way.

“Was he cute?” Theo asked when he came up to me.

“Yes, but not as cute as you,” I replied. Yeah, it was cheesy, but I didn’t care. By this point, it’s pretty obvious that I’m into him.

He smiled. “Flattery gets you seconds.”

I’m pretty sure I blushed when he said that. I mean, if that’s the case, I have no problem laying on the compliments. I just need to be careful enough to do it in a way that feels genuine and not compliments for the sake of compliments, diluting their value.

When he asked if I enjoyed it, I could see the mix of apprehension and excitement in his eyes. Almost like he was worried he pushed me to do something I wasn’t ready for but was secretly hoping I enjoyed it, because he clearly did. Every action in the restroom, every look and every touch told me that.

“I did,” I told him, along with a rather jumbled, if not flibbertigibbet, explanation. I mean, I’m sure it was luck that he was cute, and not some old guy that I would’ve regretted doing it with later. But, I guess that’s kind of the point, isn’t it? The anonymity works in your favor both ways. Like, what if he wasn’t that attractive but still had a nice cock? I didn’t have to look at his face, interact, or go further than I wanted to.

I thought about the situation a little more and then asked, “Is it strange I’m more comfortable going down on someone like that than sliding my dick under for them?”

“I guess it depends. Why do you feel that way? Is it personal preference, that you’d rather suck than get sucked? Or something else?”

It was a question I wasn’t expecting but an easy one to answer. No. I love both. But being the one that’s doing the sucking gives me the choice. If that makes sense. For me, it was a strange distinction. I get to see them first, the little bit that they were exposing to me, anyway. The choice would be mine if I continued. And I guess, considering that scenario, if I’d already chosen to go that far with someone, then I’d be more open to exposing myself to them in return.

He seemed to like my explanation, so I took it as a victory.

We kept walking around the campus as we talked. He told me about some of his other experiences. And I told him about how I met Bobby online and that we seemed to hit it off. I even told him about the birthday present, though I left out the detail about my phone calls with Victor. If there was something deeper between the two of them, it might stir up trouble. He already said he wasn’t Victor’s lover, but it’s not a black and white thing. Just because he isn’t Victor’s secret lover doesn’t mean there’s no feelings, even though he pretty much said there wasn’t. It’s possible for him to have some feelings without realizing it. Either way, I wasn’t entirely sure it was smart to reveal those things.

The conversation got really interesting when he asked me about my interest in computers. Most people who aren’t into computers tend to gloss over that subject. And I about lost it when he asked the stereotypical “Do you know how to hack?” question. Luckily, I was able to maintain control.

I said I was sorry because I knew he was asking a legitimate question. It’s just a common question once people learn you know how to code and have an interest in data encryption. Like asking a masseuse if they’ve ever had sex with a client or talking to a flight attendant about the mile high club.

I told him I wasn’t exactly an amateur, but I wasn’t an expert either. I was learning more and more, and had an online friend who was helping me learn. He asked for the name, but I told him I really shouldn’t say, given the nature of what he was helping me learn to do. That anonymity is a hacker’s first line of defense, and I didn’t think he would like knowing I was throwing his name around. Not that he would find out. But that doesn’t give me permission either.

But he seemed legitimately interested in why I was learning to do it. So, I explained the difference. Like anything, it’s not the talent that makes it good or bad, it’s how and why you do it. And if I wanted to get better at compression and encryption algorithms, learning to crack into them is a necessary step, since the majority of the safeguards that are put into place center around vulnerabilities. And in order to recognize the vulnerable spots in your code, you need to look at it from the other side. If you were trying to crack into it, how would you do it?

I realized I was jibber-jabbering about hacking and apologized for effectively monopolizing the conversation. He got a laugh out of it and said not to worry. He liked that I was so passionate about it. And it added to my “bad boy” appeal. I didn’t know I had one. But if that's what he likes, I'm perfectly capable of doing things to encourage it.

This Substack is reader-supported. To receive new posts and support my work, consider becoming a free or paid subscriber.

User's avatar

Continue reading this post for free, courtesy of Alex Cunning.

Or purchase a paid subscription.
© 2026 Alex Cunning · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture