Jillian's Days is the story of a romance that takes several years to develop.
Jillian lives with a trusted and dependable friend, Charlie. They have a unique friendship and a comfortable living arrangement they both enjoy. Jillian, although happy with the arrangement, feels that one day it will end. She wants a typical life with a husband and family and does not see that as something Charlie desires for his future.
He is a wealthy and handsome young man whose goal in life seems to revolve around fun. While planning a trip in which Jillian would spend two full weeks alone, Charlie challenges her to take a guest with her.
She fights the idea at first, but, reluctantly, after losing a bet over the subject, Charlie has gotten himself invited on the trip. Secretly, Jillian is pleased that events unfolded this way. Charlie spices up her normal trip with new and exciting adventures.
When he is suddenly called away from the trip, Jillian is sad. In the time left on her trip, she pines for Charlie's company. Upon arriving home, she confides to Charlie that it is him that she loves and longs to be with. Charlie, in return, admits he feels the same.
