*James' POV*

I woke up this morning and immediately remembered my second date with Jenn was today! I was excited but also a bit nervous. This time it was a lunch date, so it would be a bit more casual, which I was thankful for.

I got up to see that Jessie and Meowth were already awake, and arguing, as per usual. It seemed pretty heated, as they were shouting pretty loudly and I was surprised I hadn't woken up sooner due to their loudness. All their shouting was a lot to take in at my waking moment, I wanted to stop this.

"Would ya stap yellin? He's awake!"

"Fine!"

Welp, looks like they sorted things out by themselves. I got out of my sleeping bag to join them. "What were you even arguing about this early?" I asked, knowing the answer would probably be pretty stupid.

"None of your business!" Jessie shouted. I guess it was something too stupid to admit. Judging by the blush on her face, she had lost that argument. Point one for Meowth.

"Alright." I stated, a pinch of defeat in my tone. "What time is it anyway?"

"10:42." Meowth answered. My date was scheduled for 11:30, so I should probably start getting ready.

Still half asleep, I put on some clothes. I didn't have much of a wardrobe to choose from, so I wore the white button-up from our first date paired with my usual jeans.

"So, what are you guys going to do while I'm out?" I asked, just to make conversation.

"We are going to finally capture that twerpish pikachu, without you getting in our way!" Jessie responded confidently. It was nice that she was feeling better.

I over exaggerated my laugh. "The chances of the three of us capturing pikachu are low, there's no way you can do it without me!" While I admired her determination, what I said was true.

"Well, when we inevitably succeed, you'll eat your socks!"

At this point, I nearly burst out laughing. "Jessie, that's not the expression..." I can only assume she mixed up the expressions 'eat your words' and 'knock your socks off', but who knows with Jessie?

"What. Ever." She now looked more determined than ever. "My point is, you'll regret doubting us." She very clearly thought she won, but Meowth and I knew this wasn't the case.

"Alrighty, I gotta go, I'm going to be late, see you guys later!"

I sighed as I left. Those two sure were crazy, but I loved them.

As I walked to town, I began to feel a bit nervous. I then remembered how great our last date was, and that nervousness was quickly replaced with excitement. There was still some stuff I was unsure of, like what was I going to do about the whole 'team rocket agent' thing? I couldn't tell Jenn that I was in Team Rocket, nor could I tell her that I was basically homeless at this point. Whatever. It was nice to put that part of myself aside and just focus on her.

Upon arriving at the restaurant, Jenn was peacefully waiting for me at the door. She didn't look impatient or inconvenienced at all! In fact, she actually seemed happy to see me. This made me very happy, and made me forget about all that stuff I was worrying about earlier.

We happily entered the restaurant together, then went out the back door and sat at the back patio. A waitress took our orders before returning into the restaurant.

"So, how are things?" She asked me.

"Things are great actually! How about you?"

"Great! I went out with my family last night and it was so nice!" On our first date I learned that she had just arrived in Alola in vacation with her family, and it was so cute seeing her get so excited about little things in this region. Her childlike excitement reminded me of Jessie in a way. "Have you tried that sushi place down the road? It's really good!" Her tone seemed a bit nervous as she brought up this topic. Although I don't want her to feel nervous around me, I also found it quite cute and endearing in a way.

"Oh yeah, Jessie and I went there yesterday, it was really good!" I hoped that she didn't see us yesterday, as it was the same restaurant at seemingly the same time. Why was I worried she'd seen us? I had no reason to be concerned, but I was.

"Hm, what was the occasion?"

"We were doing well at the malasada place, so we decided to reward ourselves. Meowth was gonna come, but he didn't want to." I obviously didn't mention Team Rocket, or us beating the twerps, but we technically weren't doing terrible at the malasada place, so I wasn't technically lying.

My mentioning of Meowth made her face light up. She asked a lot about Meowth on our first date, she thought it was so cool that he could talk and asked tons of questions about him. "And you just left him behind?!" She asked, concerned.

"Yeah?" I couldn't understand why she was so concerned, Meowth was fine. "He was tired and deserved a good rest. Besides, Jessie and I annoy him to no end." I elaborated.

She still seemed a bit concerned. "Why didn't you just bring him along in his pokéball?"

Oh, she thought Meowth was our pokémon. That explains her concern. I laughed a bit to ease her concern. "Meowth's a wild pokémon. He just hangs out with us. If we even tried to catch him he'd fury swipe our faces off." I joked.

"Ohhhh." She said, relieved. It was frowned apon to leave domestic pokémon alone, as they would not be able to defend themselves without a trainer near by. "So he just does what he wants?"

"Yep. Pretty much. Sometimes I forget that he's even a pokémon, he's just one of us." Okay, that was a weird thought. It seemed so natural just treating Meowth like a regular person, and it was weird to think that he wasn't a person.

Just then, our food came. We thanked the waitress and began to eat. The food was really good, I wished that I could eat at this place more often. Unfortunately, Jessie and I were technically banned from this restaurant, so coming here with Jenn was a bit of a risk for me.

We talked a bit while eating, mainly about casual stuff like the food and weather. She told me about what she liked about this region, and I recommended some other cool spots for her to visit sometime. I flirted a bit, but she wasn't too interested and kind of blew me off.

That was strange, on our first date we were flirting a ton. Now that I thought about it, she did seem a bit distant today. I hoped everything was okay. I wondered if I had said something wrong, but decided it was best not to voice my concerns.

"So, what's your your family like? You haven't talked about them much." She asked me.

Jenn seemed to be a very family-oriented person, as she talked about her family a lot, so it was no surprise she asked about mine. I decided to be completely honest. "Honestly I haven't seen or talked to my parents in years."

"What? Why? Did something happen?" It was obvious that she regretted asking as soon as those words came out of her mouth, but she was too selfless to stop herself.

I didn't mind, in fact, I thought it was nice to have her be so concerned. "They wanted me to marry this crazy chick when I was like 10, so I left." I tried to make it sound like I didn't mind talking about this. Sure, I guess it is a bit of a sensitive topic, but I really didn't mind, they're out of my life now for the better. "Hey, family isn't always bound by blood, I definitely consider Jessie and Meowth to be my true family."

"Awe, that's sweet. It's nice that you're happy now." She smiled at me so genuinely. I liked that smile, it was the type of smile you really only see coming from people who truly care about you.

I was going to use this as an opportunity to say something cheesy, but I kept to myself as to not throw her off again.

After we finished eating and talked a bit more, it was time to leave. We split the bill and I actually paid for my food, it made me feel like a good citizen for once. We left the restaurant and parted.

Then, I realized I had no way of contacting her. "Wait!" I caught up with her quickly. This was kind of awkward. "Uh, when can I see you again?"

She looked at me sadly and put her hands on my shoulders. "James, you're a really good guy. You're nice and handsome and funny and I really have no right to turn you down. I just... really think you should revaluate your relationship with Jessie."

I was shocked, this feeling was new to me but also all too familiar. I needed to save this. "No, I-I promise it's not like that at all with Jessie. We're just friends and I do really want you in my life."

"I understand it's not like that. But I really do think you two could have something special. When we saw eachother for the first time I also really wanted you in my life, but you and Jessie made me realize that there is someone I think I should revaluate my relationship with back in Kanto. I just really want you to be happy and I want you to really think about what I'm saying because I like you a lot but I think Jessie's a better match for you." That speech appeared to take a lot out of her, but she seemed very certain about what she was saying.

I sighed. "Alright. Have a nice life then." I said, defeated. There was little chance of me seeing her again, as she lived in Kanto, and her family was set to go home in a week.

"You too. And please don't just blow off what I said."

I just nodded my head. Although I really didn't want to think about that conversation ever again.

Okay I am really getting too lazy to put author's notes before and after every chapter... Soooo imma stop for now... Just thought I'd let you know...

Luv ya!

Buh-bye!