Kaichu: The Kaiju Dating Simulator Part 7 (Loved and Lost and FriendZoned)
The final two trophies for the Platinum are Loved and Lost which is for failing too many dates in Chapter 1 and FriendZoned which is for not getting enough Great dates in Chapter 2 (Good dates will be seen as fails as opposed to Chapter 1).
I actually found getting Loved and Lost a little more difficult since the game is more generous in Act 1 and you will need to deliberately sabotage dates. I tried to choose terrible answers where I could, but in desperation, you can just choose Great answers and then choose a terrible Dealbreaker answer which is usually the right most answer.
Friendzoned was a lot easier to get since you can just coast along and choose the neutral answers. Sometimes these backfire when the Kaiju you're dating is also on the fence about a subject, but it seems the safest route to get Good dates in Chapter two which will put you on the path to the Friendzone ending.
You only need to get each ending once for the Platinum, but for the sake of completion, because the dialogue tends to vary depending on which Kaiju you are chasing, I did both endings with each Kaiju.
00:00 Loved and Lost: Megaricus
09:00 Loved and Lost: Tephra
18:59 Loved and Lost: Turpio
29:12 Loved and Lost: Queen Seadora
37:54 Loved and Lost: Garudan
47:12 Loved and Lost: Mossra
58:00 FriendZoned: Megaricus
1:01:57 FriendZoned: Tephra
1:06:08 FriendZoned: Turpio
1:11:04 FriendZoned: Queen Seadora
1:16:22 FriendZoned: Garudan
1:21:25 FriendZoned: Mossra