Details
Basically, pick all the options where you focus on one character only (so pick options where you ask to see Keith when Temebris is out and vice versa). Around date 3 is when you'll get new dialogue options. For Keith's NSFW route its specifically when the waitress gives him her number and for Temebris' NSFW route you have to pick the go downstairs option at the end of the date (usually this leads to a safe end but you'll have a new option).