Chassey Bledsoe appeared in the first book in a flashback as a 13 year old girl who was Mona's and Phi's friend. Mona and Phi try to persuade 'Alison', Spencer, Hanna, Emily and Aria to hang out with them but were unsuccessful, Chassey walks off to watch Fear Factor with them.

She appears again in the beginning flashback of "Wicked", talking about the time capsule with Mona and Jenna.

Chassey appears in "Crushed" with a brand new look which stuns everyone. As everyone thought she had shingles, she really went to L.A. with her mother for a month where she got a tutor and went to fabulous spa. She runs against Hanna Marin for Prom Queen, in which she ultimately loses despite her great campaign efforts.