The 'Side Eyeing Chloe' meme originated from a 2013 YouTube video titled 'Lily's Disneyland Surprise!', which captured the reactions of two sisters, Lily and Chloe, being told they were going to Disneyland. While Lily broke into tears of joy, her younger sister Chloe reacted with a now-legendary expression of concern and judgment. The screenshot of Chloe’s skeptical side-eye quickly went viral on Tumblr and Twitter, becoming the internet's go-to reaction for situations involving confusion, disapproval, or suspicion. In 2021, the original image was even sold as an NFT for roughly $74,000, solidifying its status as a permanent piece of internet culture history.