It was several years after the Guardians of Childhood defeated the Boogeyman and saved the children of the world. After the event, St. North and Bunnymund prepared for their holidays while Toothiana and the Sandman continued their daily duties. The latest guardian, Jack Frost, was able to adjust to his responsibilities with the help of his colleagues. They became his closest friends and eventually his family. However, he still had much to learn, especially about himself.
On a cool autumn evening, a certain winter sprite is paying a visit to his mortal friend. Jack Frost relaxes on a bed in the room of Jamie Bennet, who is now about the same age as Jack. Jamie frantically searches through his closet, making his clothes practically fly out of the closet. Jamie is nervous because his friends pressured him into asking out his childhood friend, Pippa, who he has "liked" for some time. To his surprise, she agreed, and now he has to get ready to take her to the park.
"I don't get why you're so stressed," says Jack, twirling his staff like a baton. "You've hung out with Pippa for years."
"This is different," responds Jamie. "This is the first time we're hanging out alone together."
"What difference does that make?"
"It's a huge difference. We've never been together without having the guys around. I don't know if I can hold on a hang out with just the two of us."
"Come on, she's your friend. You've known each other since you were kids. Even if something goes wrong, she won't abandon you over it."
"... Yeah, maybe you're right."
"Though, I don't think she'll appreciate you showing up late."
Jack points to the clock and Jamie sees he is thirty minutes late. He forcibly dresses and rushes out the door. Jack finds his neurotic behavior hilarious. He thinks to himself he has to see this get together take place. If anything to make his friend doesn't pass out from anxiety.
Jamie runs through the streets on his way to Pippa's house. Jack flies over beside him, still snickering a little.
"Ya know, I could fly you to her house. It'd save you some time."
"Thanks, but it might look suspicious if someone sees a teenager hovering through the air, looking like he's being carried by nothing."
"Fair enough."
"You're not gonna follow us, are you?"
"Jamie, I don't pry. I have a life outside of you guys."
Jamie raises an eyebrow at Jack, signaling him to leave.
"Alright, alright I'm going."
Jack flies away and Jamie continues running. Eventually, he arrives at Pippa's house. He takes a minute to catch his breath before ringing the doorbell. He stands on the doorstep, waiting for a response. Little does he know that Jack never actually left. In fact, he is now peeking from the rooftop of the house, eagerly waiting for this event to get started. When the front door opens, Jamie tenses up.
"Sorry I'm late, Pippa. I lost track of time and..."
When Jamie sees Pippa at the doorway, he loses his words. Ever since they were children, Pippa has held a tomboyish personality right down to her clothing. Tonight, however, she does something different. She is dressed very cutely and girly. She doesn't even have her favorite beanie on.
"You okay," asks Pippa?
"... I... eh...uh... you look... really nice."
"Thanks."
Pippa shuts the door behind her and follows Jamie. They talk and stroll down the street while Jack follows them, much to their ignorance.
After a while, they enter the empty local park. The winter sprite continues to spy on the mortal teenagers while hiding from tree to tree. Jamie and Pippa see a bench ahead of them, so they decide to go over and sit down. Jack settles on a tree right above them. The two sit in pleasant silent and enjoy the beautiful scenery. The colorful leaves fall from their branches and land on the concrete ground.
Jamie takes a moment to subtly look at Pippa. He never noticed until recent years how pretty she is. As he watches from his tree, Jack is confused by his friend's strange behavior. Jamie is acting shy and awkward, something he never did before. He stuttered some of his sentences earlier and seems to be emitting a hint of sweat, despite the cool weather. Jack doesn't understand why Jamie is acting this way. He has known this girl his entire life. Why is he so nervous around her all of a sudden?
Jamie looks away before Pippa could catch him. Much to his sudden surprise, he feels her hand on his. This makes him all the more nervous. Jack starts to remember this sort of thing happening before. He has seen people hold hands and act shy around each other. Could that be what is happening here?
Jamie works up the nerve to face Pippa and before he knows it... she kisses him. This surprises Jack and even more so with Jamie, who now has a cherry red face. After a few moments, Jamie's anxiety fades. He begins to melt and even kisses her back.
While these two are clearly happy, Jack is not. After they finish, the new lovers stand up and walk away hand in hand. Jack thinks about ruining the moment by making them slip on ice. Although, he realizes that Jamie would never forgive him if he did that. He finds he cannot watch this anymore, so he quickly flies away.
Jack retreats to the forest. He keeps flying until he reaches the pond where was reborn. He lands near the pond and starts pacing around, frustrated and overthinking what just happened. He does not understand why watching Jamie and Pippa kiss made him upset. He finds he cannot figure this out on his own. He needs someone to talk to about this. There is only one person he can think of for that.