When I was in high school (not that it was long ago), I was fascinated with cute promposals. I still am. At the time, I had a boyfriend who went to a different school, and also had a pretty preppy sense of style. This meant I had the perfect opportunity to incorporate Vineyard Vines into a promposal. All I did was buy a t-shirt from Vineyard Vines in his size, and receive a couple complimentary whale stickers at checkout. I wrote “Whale you go to prom with me?” on one, and viola! One preppy proposal and one very happy boy.