Jessie x Male Reader (Lemon)

P.O.V. [Name]

I sighed as I walked through the town I was in, traveling was always a bit of a hassle, but it allowed me the chance to see new things I wouldn't be able to otherwise. Plus, it was always a nice surprise when I ran into familiar faces on the road. I'll admit it didn't happen very often, but it was always a nice surprise and boost of morale when it did happen.

As I walked through the town, I looked at the small map I had bought detailing the layout of the town. Didn't seem like there was much here outside of the auction, maybe I'll try my luck. Might get lucky and get something at a discounted price. As I walked down the auction sight and looked at several items they had for sale. Something eventually caught my eye and I stopped.

They were selling ten proteins; a bulk supply could be good for training when I have the time. "How much is this?" I asked as I looked at the figure in front of me.

"Oh well, the auction hasn't started yet, but it will be underway soon, but the starting price is ninety-two thousand," she said as she looked at me.

"That so?" I asked as I looked down at the item. I was hoping the starting price would be a bit lower than that. If we bid for it like most auctions, then it won't be long before it climbs well over the market price. I guess there's the off chance I can get it for a slight discount, but honestly, I think I'd just be better off buying from a regular supplier than trying my luck in the auction.

"Thank you," I said as I looked at her before I began to walk away. As I did, I saw a familiar figure in the distance. A female with long magenta hair that curled slightly at the end, I smiled seeing this and began to move towards her. It was hard to mistake that hair. It had to be her, as I approached her, I noticed she was with someone. A guy with blue hair, oh so she finally found herself a new partner.

That's good, before I left, I was starting to worry she might never find someone that she was compatible with. At least now I know she'll always have someone with her to help look after her. "Jessie!" I said calling out to her, when she turned, I saw that she was still fairly the same, even wearing her uniform like usual. As she looked at me, she smiled and waited for me to get closer.

"You know him?" The Meowth asked as he looked up at her. Oh, that's uh . . . that's a new one for me. I knew some Pokemon were capable of speaking to humans, but I didn't realize Meowth was one of them.

"Yeah, he's an old friend. He used to be one of our scientists," Jessie said as he looked at them. When I stopped in front of them.

"It's been a while," I said as I looked at her causing her to nod.

"It has, almost too long," she said as she looked at me, she then turned to look at her partner and gestured to him. "These are my partners James and Meowth," Jessie said as she looked at me. I nodded hearing this and extended a hand shaking both of theirs. Or I guess paw in Meowth's case.

"So how do you two know each other?" James asked as he looked at us.

"We grew up together," I said as I looked at them.

"Yeah, same town for most of our lives. Though, we never did get much of a chance to hang out because she always had something going on," I said as I looked at them. She was always so busy when she was younger. Constantly taking some classes or exploring a new interest she had. It made spending time together a little difficult at times.

"And when we got older and I joined Team Rocket, I asked him to come with me although . . . he eventually left," Jessie said as she looked at me almost a bit sad as she spoke.

"Yeah, I thought it was best," I said as I looked at them. While I had a lot of respect for Giovanni at first. It slowly began to go downhill as time went on. There was so much potential with creating Mewtwo, and the other experiments he had us working on. And yet, in the end, he almost had us completely disbanded. Battling can be a bit of a game of chance at times, so I don't blame him for losing occasionally. Especially not when it came to trainers like Lance.

But the fact we were so close to disbanding after only a few years was still concerning. He's capable of but lacks some forethought in my opinion, and I'd rather not stay with a team that could implode at any given moment.

"Um James, Meowth can you two go ahead? I'd like to speak with [Name] about something private," Jessie said as she looked at them. I was a bit surprised hearing this and after they left I looked at her.

"Something wrong?" I asked as I looked at her.

"Kind of," She began to walk with me as she spoke. "We've been doing this for so long, going to different regions and chasing the same kid for what feels like an eternity at this point. I've . . . I've been thinking about leaving Team Rocket," Jessie said as she looked at me.

"O-oh," I said as I looked at her. That certainly wasn't something I was expecting to hear, especially from her of all people. I get that it can be exhausting doing the same thing over and over again. But she's always been extremely dedicated to the team, I never expected her of all people to leave. "I see . . . have you told your friends?" I asked as I looked at her causing her to nod a bit.

"I have, they feel the same way. But . . . we're not sure what to do," Jessie said with a sigh. "We've tossed a few ideas around, even considered just traveling like you but nothing has sounded too appealing to us yet," Jessie explained as she looked at me.

"I see," I said as I looked at her, so it wasn't just her that felt like this. It was the others as well; in that case, I can certainly see why she wanted to talk to me. "Well thinking about it too hard won't help. If you're going to leave the team and start anew, then dwelling on the 'perfect' plan won't help. You'll never get started if that's the case. I think the best thing to do is to just go for it. You guys can even travel with me if you want. I'd love to have some company on the road," I said as I looked at her.

It would be a nice change of pace to be able to have friends with me. It'd make traveling a little safer and livelier at the very least. "And if you don't like it . . . well I'm sure you guys can figure it out. You're smart, I'm sure you'll strike gold eventually," I said with a smile. I'm not sure what that gold will be or how she'll find it but knowing her I'm sure she'll get there eventually. It might just take a bit of time is all.

"Thanks, I'll let them know . . . but for now, I think . . . I'd like to spend some more time with you," Jessie said as she looked at me a small blush forming as she did. When I saw her embarrassed expression, my face began to heat up a bit as well.

"Sure, I wouldn't mind catching up with you," I said with a smile.

"Oh, I was thinking of something else we could do instead~," She said with a slight chime.

"You sure?" I asked as I looked at her.

"Oh, come on, this isn't the first time we've done something like this. Or should I remind you of all those nights we'd sneak out just to meet each other," Jessie said with a slight coo. I chuckled a bit hearing this and nodded.

"Alright, my camp is outside of town, so I don't think we'll have enough time to stop there. But if we're fast, I think the hotel should work," I said as I looked at her causing her to nod. We quickly began to make our way to the hotel, doing this again brought back memories and a small amount of nostalgia. It almost felt like we were kids again, sneaking out of class for the first time.

As we went into the room, she shut the door and locked it behind us and without hesitation began to undress in front of me. As she did, I stared at her beautiful body and followed her example, and took off my shirt. Followed quickly by my pants, as I did Jessie smiled and got on the bed spreading her legs, giving me a clear view of her womanhood.

"Hurry up, we don't have all day," Jessie said as she spread herself open for me. I nodded hearing this and got in front of her and slid inside of her. As I did, she let out a slight moan as I pushed deeper into her. I can't remember the last time we were able to be close like this. I then began to slowly thrust into her feeling her warm walls wrapping around me tightly as I did.

I then leaned down and began to kiss her while I thrust into her. As we kissed, I slowly began to run my tongue along her lips asking permission to deepen our kiss even more. As I did, I felt her open her mouth almost without hesitation as we deepened our kiss. I could feel her holding me close as I thrust into her, and eventually felt her curl her fingers digging her nails into my back.

The small amount of pain mixed with the pleasure as I continued to thrust into her, only motivated me to move my hips even more. "You've got such a tight pussy," I said as I stared into her beautiful blue eyes. I could feel her gripping my shaft so tightly. I could hear her breathing heavily and moaning as I continued to slam my thick member into her trying to enjoy this feeling as much as possible.

"Y-you're spreading me . . . s-so much! A-Ah! I-I forgot how big you were!" She said as I continued to thrust into her. It wasn't long until I felt my member beginning to heat up and twitch inside of her.

"Get ready," I said as I looked at her. As I did, I felt her wrap her legs around me. At least I didn't need to ask where she wanted it. I slammed into her harder and deeper before eventually pushing as deep as I could as I began to release inside of her. As I did, I felt her wall tighten around me even more as she let out a loud moan. I could feel her nails dragging against my back some more as I continued to empty myself into her.

When I was finished, I slowly pulled out of her and looked at her, she was sweating and panting a little heavily. Doing this with her friends around might be a little hard, but I'm sure we'll find a way to manage it. After all, part of the fun in doing this sort of thing was knowing you're not supposed to, and knowing we could get caught. Though, that doesn't compare much when it comes to finally having her by my side again.

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