I was replaying the game to refresh my memory a bit before the new update, and I was going through the date with Ashe. on the love route, if MC brings up Brittani, she reveals that she did modeling too. I was wondering why MC didn't use that opportunity to bring up the photos that he bought. he could playfully word it as her belonging to him now, in a boyfriend/girlfriend dynamic, as she is into submissive kinks she could actually like it, as well as being reassured and grateful. the photos might could up later for the dark paths, but on the love paths, i thought it made sense that it would come up at that point. MC could even offer to transfer the rights to her for one symbolic dollar. or it could be brought up after the bet with Wren was revealed and forgiven as a "if we are both honest now" kind of discussion.