I'm glad you liked my idea! I like to connect music with other things too, movies, series, books. It kind of adds meaning to everything, I think.

Explaining a little bit better about the idea, it could be something as simple as this:

Person 1 posts What's Up - 4 Non Blondes:

"And I take a deep breath and I get real high
And I scream from the top of my lungs
What's going on?"

Person 2 posts Torn - Natalie Imbruglia/Ednaswap:

"There's nothing where he used to lie
My inspiration has run dry
That's what's goin' on
Nothing's right I'm torn"

And so on... Or something like that connection I posted on my previous comment between Pearl Jam's song and Adam Levine's. According to a quora user, the Pearl Jam song: "[...] is about how someone was everything to another at some point of time, but now it`s just faded memories and painful dreams. How they both gave all that they had in this, but now it doesn`t even matter as it`s all over." So as the person's memories have gone bad, "tattooing everything", making him think about that everywhere he looked and feel sad, I thought about Lost Stars' "Don't you dare let our best memories bring you sorrow". Does that make sense?
And I apologize for flooding your thread. Yes, I did like your game! It's always very nice to get to know different musics with good lyrics and this is a nice way to do so.