Scott was tired of dealing with the women in his life being after only one thing, his money. Making the connection that the only women who tried to con him into marriage were beautiful, he came up with a plan. He was going to marry an ugly woman.
Graham had been friends with Scott since they were five and was used to being an accomplice in his friends odd adventures. So, he was going to go along with his friends plans. That was until they both met Sam, and whatever plans they had fell apart.