Alison
She couldn't deny the fact that she was having the time of her life while they searched for a suitable costume for Dean, each costume he tried just didn't fit him right or Dean's face spoke for him the costume was really uncomfortable. As a treat, she had asked for a Willy Wonka costume but she hadn't realized that his build was definitely a bit bulkier than the average high schooler.
From the night they had gone out as a group she realized that he was more on the athletic side of the fitness scale but she hadn't realized how far on the scale he was from average. And the knight costume definitely made it clear as day, Dean had always worn shirts which somewhat hid how defined his abdomen was so seeing him shirtless was definitely an eye-opener.