To get this you have to get through 9 levels for Ayano. Each level has up to 4 goals you must complete to reach the next level. The possible goals are, reaching a specific number of hearts, reaching a specific amount of money, giving specific gifts, taking the girls on dates, reaching a specific level in your hobbies/jobs.
The goals for Ayano are
Level 1 Adversary
600 Hearts
Level 16 Suave
Level 16 Tenderness
Level 16 Buff
Level 2 Nuisance
3,000 Hearts
Level 18 Funny
Level 18 Wisdom
Level 18 Tenderness
Level 3 Frenemy
15,750 Hearts
Level 20 Badass
Level 20 Tenderness
Solider of Fortune (Hunting)
Level 4 Acquaintance
82,688 Hearts
Level 25 Smarts
Hitman (Hunting)
Level 5 Friendzoned
454,781 Hearts
Level 30 Motivation
1,000 Plush Toy
20 Moonlight Stroll
Level 6 Awkward Besties
2,501,297 Hearts
Level 35 TechSavvy
One Man Army (Hunting)
20 Beach
Level 7 Crush
13,755,133 Hearts
Level 40 Angst
50 Designer Bag
20 Sightseeing
Level 8 Sweetheart
75,664,230 Hearts
50 New Car
The One (Hunting)
20 Movie Theater
Level 9 Girlfriend
416,153,268 Hearts
Level 60 Lucky
Level 60 Tenderness
Level 60 Mysterious