A Pirate's Love is a quest given once Mickey enters Ventureland. Damien Salt is in love with Henrietta. Mickey must exit to Mean Street to complete it.
The Thinner Path is buying Ice Cream from the Emporium owned by Paulie. Henrietta will reject the ice cream, as Mickey gives it to Damien.
The Paint Path is getting the flowers in OsTown and Clarabelle Cow will make the bouquet of flowers and give Mickey three pins.
Giving the flowers to Damien will make Henrietta fall in love with him.
"Give Damien Ice Cream to Henrietta."