Self-Insert and F/O Shipping Prompts Ask Game

1: How did your S/I and F/O meet?

2: What’s the thing that most attracted your S/I to your F/O when they met, and the other way around? Were there any complications on the way to them getting together?

3: Has anyone ever tried to break up your S/I and your F/O? Who was it, and why were they trying to do that? How did it fail?

4: What’s a traumatic memory your S/I has from when they were growing up? How does your F/O react to hearing about the memory?

5: Does your S/I have any former lovers from before meeting your F/O? What were those relationships like, and how does your F/O feel about them? What about the other way around?

6: What are your S/I’s friends like? Does your F/O get along with them, or is there some tension? Does your S/I get along with your F/O’s friends?

7: Was there ever a time when one of your S/I’s flaws or issues impacted their relationship with your F/O? What happened?

8: What is your S/I’s relationship with their family like? What’s your F/O’s relationship with your S/I’s family? Have there been any memorable incidents or interactions?

9: What kind of clothes and outfits does your S/I wear? Has it changed in any way since meeting your F/O? Do your S/I and F/Os styles match or clash?

10: Does your S/I have any rivals or enemies? What are they like and how did they meet? What does your F/O think of them? Have there been any serious clashes?

11: Is there anything your F/O does, whether a job, hobby or otherwise, that your S/I considers dangerous or scary, or vice versa? Has it caused any problems between them? Have they done anything to calm one another’s fears about it?

12: What’s a hobby that your S/I and your F/O share? Imagine a memorable incident that could happen while they pursue their hobby together.

13: Have your F/O and S/I ever been in serious danger together? What happened, and how did they get out of it?

14: What do your F/O and S/I do for food? Do they typically go to restaurants, or does one of them cook, or do they cook as a couple? Are their tastes in food similar or different? Anything they can’t agree on?

15: Where does your S/I live, and what’s their space like? How does where they live and how they keep their space impact their relationship with your F/O?

16: Has your S/I ever been involved in a situation that got more complex or dangerous than they initially imagined? How did they get out of it, and did your F/O help them?

17: Do your S/I and F/O have any secrets that they keep from one another? Why do they keep it a secret, and what happens or would happen if the other found the secret out?

18: Has your S/I ever lied to your F/O or vice versa? What made them lie, and what happened or would happen if the other found out about it?

19: Has your S/I ever gone traveling, or gone on a significant journey? Where did they go and why? Did your F/O come with them?

20: Has your S/I ever risked or sacrificed something important in order to help your F/O? What about the other way around? What happened?

21: What kind of dates do your S/I and your F/O go on? Who plans the dates between them, or are they planned together? Do they prefer to stay in, or go out on the town?

22: Has your S/I ever done something that they felt ashamed of afterward? Were they afraid of your F/O finding out, and if so, what would happen if they did find out?

23: How do your S/I and F/O show their love for one another? What’s the most unusual way they use to show their affection?

24: Has your S/I ever committed a serious crime? What did they do, and how did your F/O react? What about the other way around?

25: Are there any views or ideals that your S/I has that they hold very strongly? Does your F/O agree with these views, or do they sometimes clash?

26: What caused the biggest argument your S/I and F/O ever had? How bad was it? What brought them back together?

27: What’s something that your S/I taught your F/O? What’s something that your F/O taught your S/I? When did learning it come in useful for each of them?

28: Has your S/I ever been negatively affected by the weather, or caught in any kind of natural disaster? How seriou was it? What happened? Was your F/O there?

29: Is there a place that holds strong memories for your S/I? Would they ever bring your F/O there? Why or why not? What would happen?

30: What’s the happiest moment of your S/I’s life? Was your F/O a part of it?