Mostly, I think, the game's briefness works against it – with so many surreal non-sequiturs and scenes of characters telling what they're like instead of it being shown, it didn't really feel like as if they had actually been on a date, you know? Even this sort of primarily comedic piece benefits from an impression that you've been on a journey with the characters and witnessed things happen. RIP Harmony ultimately feels more like a collection of admittedly funny contextless moments than a narrative. I didn't really get the framing device, either.
Can't really say I had a bad time playing the game – it's engaging enough on a line-to-line basis. Such a short length just demands more of a clarity of purpose to every element for the final product to not feel entirely weightless.