@Yaw613

The bet is far from over, it will be going on the entire story

@SparkySparkpaw

There are currently no plans for Dia and Zeraora, I have different plans for Guzzlord's appearance though.

"Alright class, today you will be taking part in your work internship projects." Professor Kukui said. "This is to help introduce you to other opportunities you otherwise might not be interested in." Professor Kukui said. "So let's see Lillie, you will be working with Anela on Main Street, some hands on work with her stand has always shown great results."

"Sounds like fun, I'm sure we can help out." Lillie said.

"Kiawe, you'll be heading to the Pokemon Center to work with Nurse Joy for the afternoon." Professor Kukui said.

"Helping out Pokemon who are hurt, I do that all the time." Kiawe said with confidence.

"Lana, you will be working with Mallow's father with running tables in place of Mallow today." Professor Kukui said, looking at her sheet.

"Oh boy, I hope I'll get to try some new menu items." Lana said hope filled.

"Sophocles, you will be going to the radio station at the mall working as an assistant." Professor Kukui said.

"All that top of the line communication's equipment, think of what we could learn!" Sophocles said excitedly.

"Mallow, you will be helping out with the berry farm with Hala." Professor Kukui said. "He's always happy for more help."

"Sounds like fun, a grass type working with plants, I could enjoy it." Mallow said.

"Finally Ark, you will be working at Alola Sunrise." Professor Kukui said.

"Aww lucky!" Mallow whined.

"I can't believe he gets to spend an entire afternoon there." Lana said.

"Maybe he could get some free samples for us." Lillie said, dropping a heavy hint.

"Best of luck Ark," Kiawe said. "You'll need it."

"We'll keep you in our thoughts." Sophocles said with a nod.

"Please remember your internships start tomorrow, your start times are right here, and you're expected to be on time for them." Professor Kukui said.

The following day at Alola Sunrise

"Hi, I'm Ark, I'm here for my one day internship, sorry I'm a bit late." Ark apologized, taking off his rain coat.

"Hello again Ark." The girl at the counter said, walking over. "Sorry it's pouring out, not exactly great weather for a beach side location."

"It's fine, I was actually hoping to buy some gifts while I as here." Ark admitted.

"Who are you hoping to buy for, the blonde, the blue haired girl, the cute green haired girl, or maybe the mysterious letter girl." The cashier offered.

"Actually, I was thinking of someone a bit different." Ark admitted. "But I'm not sure exactly what they're interested in wearing."

"I might know a trick or two, and with no one here, no one would know." The cashier said.

"What do you have in mind?" Ark asked.

A bit later, and one outfit change later

"You swear no one will know about this?" Ark asked, brushing his hair nervously. He was now wearing a white dress with a pink collar and hem. He felt weird about it, but with the storm still going on, it wasn't like anyone would know about it.

"Alright now who are we looking for?" The cashier asked.

"You didn't really need to do this to help me, did you?" Ark asked with a deadpanned look.

"No, but it did kill an hour of time." The cashier said with a giggle. "Now come on what can you tell me about them?"

"Honestly not much." Ark admitted, thinking back to Kanto. "I've only recently met them, and I want to get them each something from here in Alola."

"Well, what about ages, maybe I can come up with an idea from those." The cashier offered.

"Well, one of them is a few years younger than me, maybe three of four years younger total." Ark said. "And the other one, well she's old enough to be my mother." Ark said.

"Well, how about this for the younger lady?" The cashier offered, putting a Heart Scale necklace around Ark's neck.

"It looks nice." Ark admitted. "But I don't know if she'd like it."

"Well let's see, you know nothing about her, don't know if she even wears jewelry, but you want to get her some." The cashier listed. "Earrings require piercings, rings are more expensive. You could also go with a charm bracelet, but those require putting in more money to personalize them."

"Let's stick with the necklace then." Ark said, regretting his decision to look at gifts today.

"As for your mom." The cashier said.

"I said old enough to be my mom, not that she is my mom." Ark countered.

"Ark, your adoptive sister Lillie is a regular here, and you've had to tag along a number of times. You disappear for a month and suddenly come back, now looking to buy gifts but not for her or her friends, I can put two and two together. It's why I had you wear a dress. I can see skin tone in comparison to jewelry." The cashier said. "Now as I said for your mother, how about a necklace with yours and I'm guessing your sister's photos in it."

"Sounds good, but I don't have a photo of her, and I don't really want a photo of me like this." Ark admitted.

"Well if they ever visit or you ever get one, I'd be more than happy to help you with it." The cashier said. "My names Sandy by the way."

"Thanks Sandy, I'm just glad no one else will know this happened." Ark said.

Authors Note

Yeah silly crossdressing chapter was silly and short, I always liked the concept in the anime but it really didn't fit with this story so it was fit into this side chapter.