My son got into Vassar and he submitted a photo. Personally if I were reading an application I would like to be able to apply a face to it. Antway if there was anything that that may sublimely affect the admission counselor for Vassar it probably would not be preppy it would be something more like artsy. By the way did you know preppy was originally a feminist statement. It came from the seven sisters, maybe Vassar I forget, as a rebellion against having these highly educated woman wearing the required, incredibly restrictive, and cumbersome dresses of the day that all woman and college woman by rules were required to wear. It was a way to look tasteful but actually able to function.