I really enjoyed this a lot. I’ve played through it several times, checking out various storylines, and I’ve been moved every time.
A couple of minor edits I’d suggest:
When the phone rings and Robin answers, they identify the spouse as having the same last name as the MC. These days, especially with the option of same-sex marriages, many people choose not to have one (or both) partner change the name on marriage. I found it a bit jarring (playing with a marriage between two men)- it’s one line only, and using just the first name is a bit off, too, but I would find it preferable.
Along similar lines, check the descriptions of the different clothing styles that you can get if you choose that you were attracted by the spouse’s style to make sure that they apply equally for a man as for a woman. The one for “conservative,” at least, really describes what conservative means for women, but not for men (where it’s about “classicness” and formality rather than coverage).
If you choose to have your reaper look like RuPaul, you really should give the option to have him in full drag as well as the tuxedo (which is, to be fair, how he dresses on the red carpet).
The “fear” path felt off to me. It took me a couple of playthroughs to figure out that choosing “playing pranks” was the fear path choice. And it is fundamentally different from the others, where there is an obvious, concrete goal that could theoretically be achieved (even if it might not actually be possible). You’ve already made it clear that there’s no way to actually know what’s on the Other Side. It seems like it then, somewhat randomly, becomes the “find out more about the Reaper” plotline. But there just isn’t the feeling of doing something, and it feels anticlimactic. In the final confrontation, the fear path never seems to enter into it, for example.