My theory is that he's pushing it back to the 1st or 2nd so he can get the Patreon direct deposit on the 1st. I get the feeling he changed something big, or added something that people are not going to be happy about, especially considering he's already stated he's removed the night-time rapey stuff with Jenny and is working on replacing it with more content for her route.
So here's a theoretical timeline:
-May 1st, the Patreon money hits and he has an idea of what the May money looks like, how many patrons are left, etc. etc.
-May 2nd, the update drops. "DC, you FUCK! You completely ruined the Jenny arc and cut all this content only to replace it with shit!"
-May 3rd, F95 and the patreon are a nuclear zone, DC says that he's working on the Eve update, it'll be huge, etc. etc. The numbers hit a big drop and gradually raise over the course of the next four month update.
-September 1st, repeat.
I don't know. SS is great, but if it wasn't for the writing, I don't know how many people would play it. One thing I've noticed in my years of playing lewd games, the writing is always either in broken English to the point of unreadability, or it's written in such a forced and fast way that you don't get the enjoyment out of the sex and progression that you should, because it's accessible so quickly. That's where DC succeeds. The game is well-written. The characters are fleshed out and have unique personalities and voices so recognizable that no voice work is even necessary. The scenes presented are made even more appealing because by the time you get to the good stuff, many times you've had hours with the character in question, and have gotten to know them. SS is written like the characters are more than just something to jerk off to.
By the same token, that art by itself makes me want to gouge my eyes out sometimes. Each one feels like a fetish character--way more so than most games of this type--while somehow STILL having almost the exact same huge tits and massive nipples and areolas. Mrs. Johnson naked looks so fucked up. June and Judith are both gross. The principal with her new look looks even worse than before somehow. All the characters look like fucked up balloon animals, with these overinflated tits, massive nipples, and bodies that just look...wrong. So it speaks volumes to the fact that he's managed to make this the NUMBER SEVEN highest earning patreon on the entire site. He needs to hire at least one more artist. There's undoubtedly artists out there more than talented enough to help him make scenes (especially given reference frames) who would LOVE an opportunity to work on the game. But, it's probably easier just to do things at his own pace and set himself up for a while, since there's tons of other patrons who flat out love the art, don't care about the wait, and don't care about the changes.