Ritchie gives Cleo a ribbon he won from a Pokémon contest he entered once as a gift for her which made her cry with joy and thanks him for the gift he gave her and hugs her tearfully to calm her down

Note: Yes, Ritchie always takes care of his sister and he wants to give her an extra gift because he knows that she is a coordinator and not just a trainer and he always wants her to be happy because when he sees her cry every time, he tears up very easily and his heart breaks from his stress and that's why he hugs her often to calm her down.