Warning: This story will contain some profanity.

A/N: First of all, this has nothing at all to do with the 7teen story series that I'm writing. It's totally free of any major OCs and centered around the original gang of six. I've thought about this idea for a while and I finally decided to write it out. It will most likely be five to six chapters, though that might change.

Second, this is sort of an alternate/What If? version of the season 4 episode "Great Expectations." It's alternate in that Jude's cousin Jade visits, but what she does while she's there is different. Plus, this was the perfect opportunity to write about a new couple forming within the gang. Only one event of season 4 takes place earlier for the purposes of this and that is Jen and Travis's breakup.

Chapter 1: That Kiss

Why am I coming here again? Wyatt asked himself as he looked into the Galleria Mall's mini-golf course, despite knowing exactly why he was there. It had been about a week since pop singer Kylie Smylie blew through the mall (and Wyatt's life) like a whirlwind. He felt something for her, not only because both of them were sixteen year old musicians–him being an aspiring one and her being an accomplished one–but because they fit together like the beam between two eighth notes on his sheet music. It put a damper on his spirits that she couldn't date him and vice versa because of her father–infamous wrestler Sergeant Beef, whom he was quick to comply with–but maybe it was for the better. Could he really keep up with dating Kylie, a major teen sensation? He would just be labeled as "that schmo with a guitar who somehow began dating her" anyways. His non-stellar track record with women and want for getting over her led Jonesy to invite him to his mini-golf make out night (which he was holding behind his boss's back). He recalled Jonesy's every word.

"To get over one chick, you gotta go to first base with a new one," Jonesy had said to him earlier.

Wyatt had taken his advice with a grain of salt. Jonesy did have a point, but presented it in a–for lack of a better word–crass way.

He now stood in the surprisingly long line of people waiting to make out with that special someone. Turning around, he spotted that cute redhead in the blue tube top from Albatross and Finch, Cassandra. He couldn't help sighing after catching sight of her. In fact, he couldn't help sighing every time he walked by Albatross and Finch and caught sight of her. He smiled at her and, to his surprise, she did the same.

Maybe this night won't be so bad after all, he thought.

"Remind me why I'm here again," Jen said to Caitlin.

"Because it's a great way for you to get over you-know-who," Caitlin said.

You-know-who was obviously Travis, whom Jen had broken up with days ago. He was at long last able to spend some time there in Toronto, but whenever he tried to devote some of his downtime to Jen, things quickly became a meet-and-greet for fans. But never for her. It became so much to micromanage that they decided to part ways. There was a sense of amicability in their words, but their ship had sailed. Or in the Titanic's case, rammed into an iceberg and sunk. Whatever the case, she felt that Caitlin had a point. It was about time she stopped moping over a guy and got back on that "dating horse," as Caitlin had oddly mentioned during one of their daily conversations.

If there was anything for Jen to be remotely happy about, it was that Caitlin seemed to be pretty ecstatic about this make-out night her stepbrother was holding. She already had her sights on her newest "the one."

Caitlin let out a heavenly sigh as she glanced over her shoulder at Bradford, some guy she had her eye on for a while. "He is soo cute, don't you think so?" she asked, snapping Jen out of her trance.

"Yeah, totally," Jen replied, devoid of enthusiasm. Her body was present, but her mind was elsewhere.

Caitlin had a sixth sense when it came to people's emotions, especially her best friends' emotions. "Jen, I know you're still kinda bummed over you-know-who–"

"–Travis," Jen interjected.

She was unfazed. "But there's more to do than mope over him, especially when there's Kevin from your physics class over there." She nodded subtly at said guy for emphasis.

Jen was certainly back in reality now, surprise plastered on her face. "How did you know about him?"

"Oh, I totally saw you glance at him." This further proved her sharp eyes weren't just for fashion.

The line moved forward over time and Caitlin was now able to approach Jonesy. She handed him five dollars and asked, "Hey, Jonesy, think I can hook up with Bradford?"

Jonesy took the money and penciled in something on his clipboard. "Of course. Meet him in the green frog at 8:30."

"Thanks, Jonesy!" Caitlin squealed in joy. She gave Jen a reassuring look before scurrying to the giant frog.

Jen, more timid than bubbly Caitlin, said, "Can you set me up with Kevin? I need someone new after what happened with you-know-who." It didn't take her long to realize that she sounded exactly like Caitlin. Does that make me a hypocrite? she asked herself.

Again, he took the five dollars she handed him and penciled her in. "Sure, anything for the step-sis." He looked at his clipboard for a good moment. "Meet him in the giant windmill at 8:40."

She smiled for the first time that day. "Thanks!"

"No problem at all." Recalling Caitlin's words from a few days ago, he said behind an all-out laugh, "Now get ready to ride that dating horse, cowgirl!"

Jen rolled her eyes. How many people are going to say that to me?

Deep breath, Wyatt, he repeated to himself, now approaching Jonesy in line.

"Wyatt! Glad you could make it down here, bro!" he greeted with a satisfied smirk on his face. Finally ready to play some tonsil hockey with a babe, huh?"

That was Jonesy, alright. As tactless as ever. There was tact within him somewhere, which he used at opportune moments. This moment wasn't quite one of them.

"Yeah, something like that," Wyatt replied while handing Jonesy five dollars.

He was too overwhelmed by the success of this night to hear Wyatt's response. In less than an hour, he had made over two hundred dollars. If he did this for a couple more hours without getting caught, he could make twice that amount! While thinking about the "sweet coinage" he could make, Jonesy cluelessly checked something off on his clipboard.

"Do you think you can hook me up with her?" Wyatt asked, pointing to Cassandra.

Jonesy glanced at her and she continued to smile aimlessly. Maybe she did that to anything and anyone who looked her way. "A hottie like that's just what you need, my friend." He ripped off a sticky note and handed it to him. "Meet her in the giant windmill at 8:40," he spoke without rechecking his list.

"Thanks, Jonesy. I owe you one." Wyatt then walked off.

He called out, "No problem, bro!" Jonesy crossed his arms as he continued to smirk. "I am good." He perked up when he saw a more than familiar and friendly face approach him.

Nikki rolled her eyes at her boyfriend. "I see you're being productive."

With his hand pressed against his chest, he begged to differ. "Why, yes I am. I'm giving the less-loved a chance to be loved."

"By making out in dark mini-golf obstacles."

He nodded as if it was matter of fact.

"Whatever."

"Hey, I'm just helping the mall community with a little romance." His naughty eyes focused on her. "You know, you could get a little bit of that romance when this whole thing's over."

Despite her cheeks flushing powder pink, she kept her composure. "We'll see about that, won't we?"

He stepped closer to her. "We will."

She gave him a teasing look before walking away, but stopped to say, "Don't get yourself into too much trouble here. And I might take you up on that offer later." With that, Nikki walked away with a switch in her hips–a switch that he admired.

I swear this girl's "the one," he thought with a stupid grin on his face. She could handle his flirtatious behavior and absolutely frustrate him and make him go crazy all in the same day, but she was worth it in every way. His moment of great thoughts about her was abrupt, however, as more eager customers were lined up in front of him.

Wyatt looked at his watch. It was 8:40, also known as now or never.

He walked into the pitch-black windmill and, like the eager and equally lonely teens before Jonesy, could hardly contain his excitement. His spine instinctively straightened when he heard someone stumble into the windmill. His ears detected the girl's every footstep. Closer and closer and closer she became, eventually throwing her hands on his chest to make sure she was headed in the right direction. Why did he feel his lungs tightening instead of expanding like they were supposed to? Oh, right–this girl was touching his chest. It almost made his heart stop.

Once her lips brushed against his, he regained all control of his body. This kiss was electric and sent sparks through both of them. Courage took over him as he wrapped his arms around her waist and she awkwardly (but adorably) threw her arms around his neck. He almost asked himself, "Kylie, who?" because this girl made him forget her. Maybe even all the other girls he had dated, but that would have been a stretch. Just before the kiss unraveled, he gently bit her bottom lip, not sure if he wanted it to end.

After being able to breathe, the girl giggled. "That was amazing, Kevin."

Wyatt's stomach dropped to his feet and his eyes almost fell out their sockets. That voice was too damn familiar. "Who's Kevin?" He began hyperventilating. "JEN?!"

She pushed away from his once-comforting embrace, yelling, "WYATT?!"

This couldn't be happening to her. Shaking her head in extreme disbelief and fighting the urge to crawl into a grave and die, she darted out of the windmill and passed Caitlin along the way, who was too happy making out with Bradford, outside of the green frog that Jonesy set them up in, to even notice her. Jen ran into the nearest washroom to collect herself, if she ever could.

Nearly comatose, she repeated to herself, I k-kissed W-Wyatt. I kissed Wyatt.