Summer of 69

Natalia and Keiran are marking their summer calendars days off. Natalia is getting ready to leave for college and Keiran made a bet with his buddies that he could finally convince his girlfriend Natalia to do the 69 position with him before the summer ends. Time is running out as the final days of summer are approaching. Keiran is on the verge of losing the bet and Natalia is still not comfortable with trying new positions. What will it take for Keiran to make this summer last forever?