Unforgettable
Both movies are about nostalgic first love. "Unforgettable" is a small budget indie movie set in an island that is more on drama side, while "20th Century Girl" is a Netflix original movie set in a school that is more on romcom side. Both movies similarly takes place in the 90s, includes radio/broadcasting job and have a tragic ending. With friendship and bittersweet romance which are dearly remembered even after they grew up as adults.