Talking to characters will increase your Relationship EXP with them.Once you have enough successful dialogues with the character, a message letting you know that you can now give gifts to the character will appear.Lance is the only character where you do not need the White Dress in order to date him.
Luckily street performing at the Town Square doesn't require any stats.
Like gift giving, you can't go on dates without talking to a character for a while.
To date a character, you need to have at least 20 successful dialogues with them and have obtained the White Dress from the Maze of Roses.
Haru is at the Lake, Daichi is at the Park and Kai is at the Library.
On Christmas Haru and Kai can become your boyfriend if you accept his feelings.
Certain spectators will tip if you perform certain acts, otherwise they will just walk away.