Speed-daters ranked by how much I'd want to play this game with them:

1. Spooky Peter (He'd be a riot)
2. Dave (Pure positivity)
3. Gary (I don't think it'd help him, but I have to try)
4. Hattie (She's nice!)
5. Stephanie (She needs something to do)
6. Andy (Would arguably the best commentator)
7. Agatha (Same reason as Gary, but less desperate)
8. Vera (I think she might hate it)
9. Leon (He'd definitely hate it)
10. Kyo (They don't need this stress, bless their heart)
11. Drea (I think they might hate me)
12. Riley (Bye Riley)

Cute game! I wish there was more art, a lot of situations are just described without showing anything. At the very least, a background image for the dates would have gone a long way. But most of all, I truly feel bad for not being able to help Gary more. That poor guy.