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Day 7

"Hey remember that time I caught you spying on me?" Elisa asked. It had been a pretty chill Sunday up until this moment. We went to church, which was uneventful. Then, we went for a walk in the park as a whole family. For someone who rarely spends time with their parents, it was nice. I saw an Alolan Vulpix. Very cool. Oh, anyway, Elisa asked me that question out of the blue when we were playing video games in her room that afternoon.

I thought for a moment. I had no clue what she was on about. "No?"

"Oh yeah, that would be because I never told you that I knew you were spying on me." She grinned.

"What?!" It took me a minute to figure out what she meant. I couldn't help covering my face in shame. She knew?

"Yep I know," she said as though she was reading my mind.

So, I guess I'll describe another secret of mine. Before Elisa went to university, I may have kinda started spying on her whilst she masturbated. I discovered the trick by accident one day. There's a wide stone ledge outside my bedroom window. On warm evenings, Cain sometimes liked to go out there and lie across the ledge.

Well, one night he was being a prat and refusing to come back inside. I had misplaced Cain's Pokeball at the time, so I went out there to go fetch him. I scooted along the ledge and wrangled the naughty Eevee into my arms, then dumped him back through my bedroom window. Mission complete. I was about to leave, when I saw that the next window over was slightly ajar. It was a warm night, after all.

I don't know why, but I scooted over and looked through. The curtains were open a crack so I could see inside. The first thing I saw was Fae curled up asleep at the foot of the bed, cute as always. I wonder if this was before or after she had started having sex with Cain... Huh...

Then I saw my sister. She was lying on top of the covers, naked. One hand held her phone which she was holding horizontally in front of her face. Her other hand was groping her boobs. Finally, and most notably, I spotted a little purple vibrator hard at work between her legs. I almost fell off the ledge and had to wave my arms wildly around for a moment. Holy shit my sister was... doing that. I should've looked away, I should've left.

Of course I didn't.

She'd been my primary source of sexual fantasies for years, even at this point. Seeing her doing that... Well obviously it was extremely hot. So I watched for a bit. Yeah I know, I'm a pervert.

Even the way she masturbated was confident. Whenever I did it, it was quick and shameful. I'd think about whatever I needed to, go as fast as possible under the covers and then feel bad about it afterwards. Elisa, by contrast, was clearly taking her time. The vibrator she had in was doing the trick, and every once in awhile she'd play with the settings on the remote.

It took me longer than it should've for me to realize that she was watching porn on her phone. I had never done that before, but I soon had after that first night.

Oh yeah, first night. As it turns out, my sister did this a lot, every day before bed like clockwork. It became a pastime— I was out on the ledge many more nights. Sometimes her curtains would be pulled shut, other times not at all. Most of the time she used that same purple vibrator, but sometimes she just used her fingers.

A few times I watched her have a conversation with someone over the phone while doing it. Once I was speaking to her over text message whilst just outside her window.

I very almost used my phone camera to take some photos or record a video. I guess I wasn't quite morally corrupt enough to do that. One day I stopped doing it forever. Why? Had my guilt or conscience finally caught up to me? Nah; it was winter and very cold outside. I never went back to doing it once summer came around, I supposed my imagination did the trick well enough. I was relieved to have gotten away with it and now it was over... nobody ever needed to know.

And, well shit, she knew.

"You knew!?"

She just laughed at me and wiggled her eyebrows. "I know everything little brother." She bowed. "Also whenever the setting sun was behind you your shadow covered half the fucking room."

"Oh."

"Yeah, oh. Don't look so worried, I'm not mad. I don't care. There's very few things you could do to surprise me."

"Apparently..." I muttered. Elisa had a habit of outplaying me in everything I do, and even this was no exception. EVEN THIS.

"I almost asked you to come join me then and there. I was too scared."

"Scared?" Elisa feels fear? This was news to me.

"Scared I've letting my need for dick ruin our relationship. You're not the only one who has wanted this for a long time," she clarified.

"Yeah. I've had a crush on you since puberty."

"Wow."

"Yeah."

"Well only one more day little bro," she squeezed my knee, and then proceeded to destroy me in a video game. Only one more day...

That night, last night, both Eevees slept in my room. To think if it wasn't for them, this wouldn't be happening right now. They did their usual routine. A quick suck, then a lick and then an unforgiving fucking. Compared to what was going to happen tomorrow, this seemed almost boring.

I texted Carna, too. Nothing too interesting, just school and stuff. Apparently, our end of year exam in Pokémon battling was going to be a mock gym battle against a professional trainer. When my sister was in school it was just a battle against the teacher, they hadn't drafted in an expert in several years. I wondered who it will be.

Our town lacks a Pokémon gym. Last time it had been Bryce, a gym leader from a foreign region, and practically the entire town turned out to watch the battles. Carna hoped that there wasn't going to be a similarly sized audience for us.

So yep, that was another thing to worry about to add to the list. To get an A, we would need to actually win the fight, either in the singles or doubles round. There were plenty of school's rentable Pokémon to build your team, but we could also enter with Pokémon of our own if they met the requirements. I still wasn't sure if it was worth entering Cain and/or Fae. They were both decent battlers, but Cain barely listened to me and Fae wasn't very brave. The rentable Pokémon were objectively better fighters if I'm going to be honest.

After sending plenty of messages back and forth I looked at the time. Almost midnight. Even now Cain and Fae were still going at it. I think it was their second round.

"I get that you're canines and all, but doggystyle, again?"

Cain's thrusts slowed, I had his attention.

"There's more than one position you know, she can ride you, for example." Here I was, a virgin, casually instructing Cain, who must've fucked hundreds of times, in how to have sex. The Eevees were smart, but I guess their natural instincts had them doin' it from behind and they'd just not considered otherwise. All this time they'd only ever known about one position... it was oddly innocent.

After watching them fumble around trying to reorientate, I just grabbed the conjoined pair and flipped them over, placing Cain on his back. Fae, now upright grabbed his back paws for stabilization.

"There, try that," I said.

The two were very clumsy in this new position. Fae struggled to start upright and kept swaying from side to side. It didn't help that Cain really wasn't good at staying still, and every time he tried to thrust it just sent them both sideways. It was pretty funny.

After about ten minutes they got the hang of it. Fae wasn't sure about it at first. She wasn't a top, that much was clear, but she was enjoying the experience, I think. Cain, for his part, stopped trying to thrust and just let his sister do all the work. His tongue was lolling and the dopiest look on his face I had ever seen.

My work done, I turned in for the night. I didn't get a single second of sleep; I was too excited for the day to come.