I'll just start. Maybe we can mix the two ideas, she gets hired as their assistant, and they recognize each other on her first day?
Rose pushed her way through the crowd, holding her all-access pass, her heart pounding. At 28, (I'm gonna do it like she was a freshman and he was a senior), she was a single mom with no boyfriend. She had a stellar job as the CEO of a major electronics company's assistant, and it paid well, which was why she was able to afford the backstage pass. She and one of her best friends from high school, Nicki, were going to see their favorite band at the moment, Avenged Sevenfold, and meet them backstage. The concert was about to begin, and they were making their way to the front row, where everyone was standing. They pushed forward, and got two spots right in front of the stage.
*Flashback - Rose's freshman year of high school, the month of April*
"Rose, he's really cute, he likes you, and he wants to date you! Do you know how many freshman girls would kill to be dating Matt Sanders, or any hot senior guy?"
Rose sighed, taking a bored sip of her Sprite Zero. Kalei was annoying her. AGAIN. "Yes, Kalei, I do know how many freshman girls would kill to be dating a hot senior guy. But," she said, sneaking a glance at the popular senior girls, who were listening intently, "I wouldn't be caught dead dating Matt Sand-ass." She spat out the last word like it was bile, hating her self for every syllable. She was making fun of one of her best friends. But she was getting such a reward for the betrayal. The senior girls that had been listening laughed, high-fiving her.
"You couldn't have said it better, Rose. Sand-ass is a stain on my Prada bag. I can't stand him." Rose looked up in slight awe. Georgia, the most popular senior girl in the school, was sitting down next to her. "We seem to share the same opinions. I'm going to take you under my wing." She leaned over and whispered in her ear. "I'm going to make you so popular, that by this time in September, you'll be the reigning queen here."
*Flash forward - Present Day*
"Rose! Rose! Rose! Snap out of it, they're starting!" Nikki was shaking her shoulder.
"Huh? Yeah, I know. I was just.... Thinking." Rose gently took Nikki's hand off her shoulder, and grinned, watching the band members come on stage.