As his nana said, there was no such thing as pride when pursuing someone beloved.

If Dylan cared about his pride, he would not be able to win her heart.

Even someone as arrogant as Zachary had thrown away his pride and was utterly shameless for Serenity. Although he looked ridiculous back then, he had gotten an enviable, happy life in exchange.

Dylan thought it was worth it.

Therefore, he became shameless as well.

Since he had told Grandma May the truth and made things clear to Imogen,