The top one is another Ray kiss, I can't remember the exact criteria so try different amounts of flirting with him, as for the bottom two they are both from the losing the slime monster fight, which one you get depends on your shy/confident stats.
by losing the fight do you mean surrendering and/or not fighting at all? or actually failing to beat it
Fail to beat, I recommend saving before the fight as your partner has a decent chance of winning the fight solo.
