I have yet to test out this theory but I found it incredibly easy to replay Season 1 in my mind with the assumption that Paige and Ashley had fallen in love at a lame middle school party over winter break, flirted a bit as over the spring, and then Paige was shocked to discover that Ashley had taken up with Jimmy over the summer before 8th grade. She spends the rest of her time in middle school scheming to get revenge on the first girl to break her heart. Doesn’t work quite as well as Jimmy/Sean but it might hold water.