How a Bet Between Roommates led to Domination and Enslavement

A Real LIfe Pokemon Battle Led to Sexy Results

My roommate was a competitive Pokemon player. It was kind of a weird thing to say, but that is what she was. Clara had been into Pokemon for as long as we had known each other, which was for quite a long time. Most of our lives, in fact. We’d lived in the same street and then later gone to the same schools. Now we were in college - for the first time in our lives away from our parents - and we had managed to become roommates by request. It was a strange new world for the two of us in the big city and it was nice to have someone close by that you had known for so long. It made socialising much easier when you had a ready-made friend.

It was fun to listen to her. Clara took to things with a spark of life that made it hard to dismiss. She would talk of her battles over breakfast, almost breathless as she described who had done what, and how she’d reacted. Almost like it was the real thing. It made me smile, but often I did that just because she was talking to me at all.

You see, I had a crush on Clara. I’d had it for as long as I could remember. She was bubbly with long dark hair and a lithe body. She had green, soulful eyes that seemed to stare right into your spirit, and a mischievous smile which could make my heart pound. Ever since I had been aware of girls at all, I’d been aware of Clara.

Anyway, one morning I was sitting with Clara eating breakfast. We didn’t have very many classes that day so it was a slow one. A lazy day. We had not talked much that morning, enjoying a companionable silence.

“Hey, Alex…” Clara said, looking over to me with a strange expression.

“What’s up?”

“You any good at Pokemon?”

“Not for a while,” I admitted with a grin. “I don’t think I’ve seriously played in years. Used to be pretty okay though.”

“But you have your old stuff, right? Your games and all?”

“I’ve got them somewhere around here,” I nodded. “Why the sudden interest?”

She teased the handle of her tea cup with one finger.

“I’ve gotten bored.” She said it like it was the worst thing in the world. “No matter what I do in that game, there’s no rush anymore.”

“That’s too bad,” I said, not knowing what else to say. “What are you going to do? What for the next generation to come out?”

“I thought about that,” She admitted. “But no. I don’t really think that will work. You see, I thought about it last night in bed. There’s no spark in it anymore, you know? I’m good. Very good. Not the best around, but close. Close enough that there’s not much challenge in it. I don’t really get anything from winning or losing anymore. It’s all the same now. There’s no prize and no punishment. Just another game.”

By now I already had the impression that she had something in mind. It wasn’t like Clara to bring up a problem that she had not already solved to her own satisfaction.

“What are you thinking?” I asked her cautiously. “Do you think that I would be able to challenge you? I doubt it.”

“No,” Clara said. “Not right now anyway. But if you put a lot of work in, you might be able to.”

“That would be days and days of just nonstop playing,” I pointed out to her. “And also looking up which Pokemon are even good now. I’ve not done that in years and I am sure everything has changed. It usually does when you stop looking.”

She giggled at that, but it seemed she had something more serious on her mind.

“I bet you would do it,” She said slowly. “If you had the right motivation.”

“Motivation?” I said suspiciously. “Not to be paranoid, but it sort of sounds like you’ve stolen my wallet and won’t give it back unless I beat you in a Pokemon battle.”

“Idiot,” She laughed. “Not that sort of motivation!”

For a moment, she went silent again. I got the impression that she was gathering her courage.

“Hey Alex, did you ever watch porn?”

I almost spat out my drink, turning to look at her with wide eyes.

“What? The hell kind of topic change is that?”

Clara’s face was red, and she was looking anywhere but at me as she went on.

“I know you have. We’ve been friends for far too long for me to think that you’re some pure buddhist soul who has never been tempted,” She looked up with a grin. “Don’t worry. I…I do it too.”

She swallowed, nervous. I eyed her with curiosity. Where was she going with this?

“I, um, when I first turned eighteen I was really into Pokemon porn. Don’t look at me like that! Not with the Pokemon themselves! With, like, the trainers. You know, there are those comics where when you lose a Pokemon battle you have to take a punishment? And for girls, it was stuff like stripping naked or masturbating or even being fucked?”

Her face was locked towards the table now, barely even looking up. “I’ve heard about those sorts of comics,” I said slowly. “I can’t really say that I have looked into them.”

“Really?” She seemed surprised. “But I thought you guys all had the hots for Misty? Or was it May? Or whoever it is now.” She shrugged.

“Maybe when I was a kid,” I laughed. “But it’s been a while since then. So why is this connected to your first question?”

“Well…” She said slowly. “I was thinking that if I give you a few weeks to get better and you were really motivated, you might be able to give me a challenge.”

She swallowed before going on.

“And I also know that you haven’t had a girlfriend for a while. And I haven’t had a boyfriend for a bit.So, um, we’re both a little frustrated in the bedroom so to speak. So I was wondering if you’d be up for a bet?”

“A bet?” I said. “You don’t mean living out one of those stories, do you?”

“Iis there a good way to answer that positively?” She laughed again. “Come on, it’ll be fun. I’ll give you a few weeks to get good and then we’ll battle. And if you win, I’ll let you punish me however you want.”

“You cannot be serious,” I told her flatly.

“However you want.” She repeated in a softer voice. “No matter what it is. If you want me to clean the apartment? I’ll do it. You want me to be your maid? Or to do your coursework? Or um, maybe you want me to do something a little bit more adult? Like take my clothes off or…well, you get the idea.”

“You’re insane,” I told her. “You cannot be serious.”

“I am absolutely serious, Alex.” She finally raised up her gaze and looked me in the eyes. “Believe me. Look, the two of us have known each other for ages, right? You’ve seen me in my swimwear and bikinis before.”

“That’s right,” I said.

“Well… haven’t you ever wondered what I looked like in nothing at all?”

My mouth was dry, and my cock was stirring below the table. I tried to focus myself. Images of Clara stripping down played in my mind. Banishing them proved difficult, and my throat went dry.

“Of course I’ve wondered that,” I found myself saying. Clara flushed, but went on.

“And…and didn’t you ever want to touch me? You know, as a woman?”

“Of course,” I said again. Now it was my turn to feel embarrassed. Clara knew me far too well for me to lie to her.

“Alex, I’ve always wanted to do something like this,” She admitted softly. “But I’ve never been able to do it with any of my boyfriends. I was always afraid that they would think that it was silly, you know? So I never put it forward. But I’ve known you for all of my life, and I trust you more than anyone else. So, while I cannot believe that I am saying this, do you want to play a game of Pokemon where the winner is allowed to punish the loser any way they want?”

I looked at her for a long moment and then took a deep breath. My mind was aflame with what she suggested, and I could not help but imagine the feeling of her body against mine. Her soft cries echoed in my head. The fantasy made me flush red, but I was eager.

“If you’re really serious about this…” I said slowly.

“I am. Absolutely.”

“Then, in that case I agree.”

She gave me three weeks to prepare. Three weeks to catch up on years of neglect! I had to go out and buy the latest games and run through them as fast as possible. Luckily they weren’t too hard but I knew the competitive scene would be unforgiving. I kept thinking that what Clara had said had been a dream or that I had somehow misunderstood and that any day she would take it back, but she never did. Life continued as normal for me, except that I devoted as much free time as I could to learning how to play Pokemon once more.

It wasn’t just the games. I also had to learn the meta. I was painfully aware that Clara was far ahead of me in this score, but I had **** now but to try to catch up. I learned about EVS and IVs, the invisible forces which controlled how strong or fast your Pokemon could. I looked up how to maximise them, how to breed Pokemon with good starting stats and then how to add Pokerus on top of that to make them even better. I threw myself into the battling scene, spending long hours and longer nights with my team online. I learned matches and lineups, team synergies. How important priority moves were, and a dozen other things I had never even considered.

By the time I was even close to ready, my head was spinning. It had been work. Genuine hard work to pull myself up to this level and I knew I was still disadvantaged. Everything that I had so painfully learned would be second nature to Clara. Everything I had to struggle to recall would spring to her without effort.

The thing that kept me going was the promise that she had made. If she lost, I could punish her in any way I desired. I could have her strip naked, order her to masturbate for me and she’d do it. The idea made my insides churn with lust. Fuck, how long had I wanted to see her naked? I thought it would never happen and now she’d presented it to me on a silver platter!

…but of course, if I lost, she would have the same option against me. I wondered about that. If this wasn’t her ultimate goal. Maybe she had a crush on me as well? If so, she could have just asked. I would have happily messed around with her a bit. But I supposed that wasn’t part of the fun. Part of the game.

Anyway, it didn’t matter now. The bet was set in stone. Our interactions became increasingly tense and awkward. Each of us knew that in a matter of days, our relationship would change forever.

The night before the agreed upon battle, the two of us sat in the living area of the apartment. The TV was on, and Clara was sitting at the table with her laptop open. She was typing away but I could also feel her eyes on me when she thought I wasn’t looking. I was nervous, we both were. After a while, she went to take a shower and as I walked past the bathroom to the kitchen, I heard soft moans over the sound of running water.

Later, I would wonder if she had intended for me to hear that.

Anyway, that night I hardly got any sleep. Anticipation coiled inside of me like an iron snake. I’d prepared my team and done my research. Acquired all the items that I would need. My team was solid, my win ratio was good. But was it good enough?

We would see soon enough.

Clara had classes early that day so she was already out when I got up. But she would return in the afternoon for our battle. All I could do was wait. A few hours later, I finally heard the door opening. When she appeared in the living area, I could not help but stare.

“What are you wearing?” I asked her. She smiled, a little sheepishly.

“I thought it might make our game more fun,” She said. “It’s not exactly a Pokemon cosplay, but…”

But the spirit was there was what she was trying to say. Clara usually wore jeans and shirts. She wasn’t the sort of girl to dress up if she didn’t have to. She was casual, and I had forgotten just how good she looked when she did care. And she had clearly cared today. She was wearing a short black skirt over a pair of dark tights which clung sensuously to her long legs. Her T-shirt was thin and white, and I could even see that under it, she had not worn a bra. For a long moment, I looked at her. Unsure what to say. She smiled nervously, brushing her long black hair away from the pale skin of her face.

“What do you think?” She said at last.

“Did you really not wear a bra?” I asked her. She frowned.

“That’s the thing you notice?”

“Well it jumped out at me pretty hard!” I defended myself. “You’ve got a white shirt on! I can almost see right through it.”

Clara laughed, but the sound was just as much nerves as it was humour. “If you want to know the answer to that question, you’re going to have to beat me and find out aren’t you?”

“I suppose so,” I said. “Are you sure about this? Still time to back out, you know.”

“I’m sure.”

“All right then,” She said. “Let’s battle.”