Amagami Challenge Thread Part 2

Welp, the old thread suddenly got spammed to hell and back. Though it says something when we've managed to keep it active for about two and a half years after I initially started this challenge, so maybe it was time for change anyways.

Therefore, this will be the new Amagami Challenge thread from now on.

I was close.  Probably could have sealed the deal.  Problem was she was 17 and I'm 21.  I'm not comfortable with that.  Not the first time something like that has happened.  I seem to attract girls who are my younger brother's age.