In the end of episode Lilly and Oliver both say that they love each other. Although Lilly is dating Oliver, she looks at other guys.
He also tends to pursue relationships with girls much older than himself in order to increase his social standing. Emily Osment has said that she has around 80 wigs for Lola, and that her personal favorites are the purple and white wigs. Becca was unaware that Hannah knew Oliver.
On several occasions Jackson even goes to great lengths to help Miley when she gets herself in serious trouble. Lilly, believing that she is a great singer, challenges classmate Amber Addison to a singing competition in front of their whole class. In Judge Me Tender, she describes him as a dead beat when she first met him. Lilly’s celebrity crush is Orlando Bloom. Their names for each other are “Olly-pop” and “Lilly-pop. They attended prom together in Promma Mia. Her rivals, when she is Miley, are Amber and Ashley.
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