Jessica Kaylee - Everyday you get a new Challenge

Episode Date: April 11, 2026

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It's never too early to plan your summer story in Europe with WestJet, from rolling countryside to cobblestone streets. Begin your next chapter. Book your seat at westjet.com or call your travel agent. WestJet, where your story takes off. What the heck? Every day, if you complete the challenge, you will receive a prize. Dang, Easter Bunny.

Okay, so what's my challenge? Sweet niblets. Yes, I need your help. I got asked out by two. Who guys I really, really, really like, and I don't know who to choose. You get the best of both worlds. Both? I can't choose both. That's wrong. Nobody's perfect.

I am not a two-timer. Please help me choose one. I gotta work it again and again until I get it right. You're right. I shouldn't be forcing my best friend to decide for me. I should be making this decision myself. Everybody makes mistakes. Everybody has those days. Hey, I'm Dylan, and I'm new here, and I'm a little lost. Can you want me find my class? You could change your hair or you could change your clothes, but you will always find your way back home. Uh, yeah, okay. I'm not sure what that advice means.

I'm unusual, not so typical. Way too smart to be waiting around. Oh, sorry. Well, I didn't mean to bother you. If we were a movie, you'd be the right guy. Oh yeah? Life's what you make it, so let's make it rock! You're funny. I like that. I never caught your name. What is it? I'm Hannah Montana. If only I could have gotten Hannah Montana's clothes. Today's prize is a brand new phone!

But you can only speak in... Cat's eye? Narlie! Jess, what did you bring for lunch today? Hottie, howdy, like a bag of talkies? Talkies? I wish I could handle spicy food like you. Eat zucchini. What?

Eat zucchini. Zucchini? Is that supposed to help with like your spicy food intolerant? Hey, Hannah. Hannah? Haven't you heard? I'm the internet girl? The cafeteria food here is pretty rough. They could describe everything with one single word.

What word is that? Horrendous. Narlie. Everything's gnarly. Narlie? Like that Katzai song? Do you read me like an emoji? Actually, I gotta get going.

See you around, Hannah. Wait a minute. Can you only speaking Katzai? Gang, gang. Major, yikes. It's all too much I fear. I'm getting out of here. Thank goodness.

I love you, Katzai. I really want to wear you as an earring. Today's prize is a VR set? And the challenge is you could only eat chocolate? That doesn't sound like a challenge. That sounds like a treat. Sweetie, I made you green eggs and ham. Uh, thanks, Bomba.

I'm just gonna eat this for breakfast. I could only eat chocolate today. Only chocolate? You're going to have quite the stomach egg. I think you're underestimating this belly. Just since everyone passed the midterm, Miss Taylor brought Olive Garden for the entire class. No way! That's awful! No, it's not. She got gluten-free for you too.

I can't eat. I'm not only eat Olive Garden today. I can only eat chocolate. Oh, well, more breadsticks for me. I am just so proud of you all. Everyone dig in. Never thought there'd be a day where eating chocolate felt like a disappointment. Jess, you're not going to have any of the Olive Garden I got you? I'm all set with my own food. Thanks. You're just going to eat that chocolate bar? Yeah.

Well, I guess you won't be eating this gluten-free fatuccini Alfredo. It will have to go to waste. Billy Jean said it was your favorite. What? Yeah, I ordered it special for you for getting the high-eastern. for you for getting the high score. On second thought, I don't need the VR set. Give me the Olive Garden. Honestly, Billie Jean, that was worth forfeiting the VR set. You were going to get a VR set? Yeah. Why didn't you just take the Olive Garden to go and eat it tomorrow? A trip to Italy?

I thought you could only speak in egg puns. Excellent. Hey Hannah, how you doing? Extremely well. Are you doing egg puns since Easter's coming up? Exactly. That's fun. Let me try.

Uh, that's all for now, yokes. How's that? You crack me up. Man, you're good at this. Hey, I wanted to ask if you'd be interested in hanging out sometime. Don't yoke around now. No, I'm serious. You were my first friend here, and I think you're really cool.

Let's hatch a plan. Okay, how's tomorrow? We could get coffee. Excellent. Wait, Jess, did Dylan just ask you out? Shell, yeah. Maybe you should wear a shirt that says, my name isn't actually Hannah.

You know, in case you forget to tell him that again? They're so egg-struck. I'm going to Italy, I'm going to Italy. But you better give me a good challenge for my date tomorrow. A lifetime supply of starbies? But you can only wear things starting with G. Hey Siri, what are some things you can wear that start with G? Some items that start with G are gloves, goggles, grass skirt, garbage bag.

Seriously? The only normal thing on that list was gloves. And it's way too hot to wear gloves. A garbage bag or a grass skirt? skirt. Of course this happens on the day of my date. Hi Dylan. Hannah? Sorry, I'm late. I was picking out an outfit. I see that. What an interesting outfit. It's awful. I know. But it's my challenge week and I don't want to cancel on you because I've been really looking forward to this. Me too. And I don't care how you look. I just want to spend time with you. So Hannah, I...

I should probably tell you that my name's not Hannah. Then why did you tell me that? Because when you asked for my name, it was during my challenge week when I could only speak at Hannah Montana. That honestly explains a lot, because I heard people calling you Jess. Yeah, you definitely haven't had the best representation of my personality, but hopefully now, since my week's almost over, we could get to know each other. Wait, so you don't actually talk in egg puns? Because I really liked that. You did? Yeah, it's the whole reason I asked you out.

Then we're definitely not going to work out. Jess, how was your date? Not good. He had a weird fetish, and it wasn't beat. Was it trash? Oh, no. I'm wearing this because I can only wear things that start with G today. You do know you could have just worn gray or green, right? I could? Yeah, and you're wearing a trash bag, not a garbage bag.

Same thing! Uh-uh. Oh, you've got to be kidding me!