The two upwards are in Ray's route. You must select the choices that you haven't choose, if you have had no luck 😅 His route is different, so acting shy and reserved with him won't give you enough points to unlock them. Keep in mind that the one where he wants to do reconciliation with you know who is different, but thankfully that one's not too difficult.
Edit: I only got the first two of Ray's route. The one where he is shirtless is unknown to me (as I decided to rest after playing a lot yesterday 😅). Tomorrow (if everything goes well), the creator will launch the next public update.