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The money you donate in any particular month gives you any update released in that month (depending on tier). If you offered 10$ for this month (April), you will get access to basically anything they post for this entire month (since 10$ is the highest tier available). If you are just looking for the newest stuff, this is the way to go. When you sign up this way, you are signing up for a subscription. So you will get charged 10$ every month until you cancel it.
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If you went to a post that was published in the past, like the 0.02 trial that was released in FEBRUARY, and paid for that, you gain access only to the posts from February, under whatever tier you paid for. Image example being the 500 yen tier.
So if you have a feeling there's going to be a new demo this month, you will have wanted to have selected "Plan" on their home page. If you only wanted the 0.02 trial, you will have wanted to go to the post it was released in, and paid for that.
I honestly don't understand why so many people get so confused (or mad) about this, but it keeps happening. It's just Patreon or Fantia but with an added level of DLsite jewmancy. I do an alright job reading Japanese, but I think it's explained pretty well even with google translate.
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Should have been pretty easy to figure out what is going on. Since it is something that was posted during a month you weren't a supporter, you will have to pay for it to become a supporter for whatever month that post was published.
Anyways, you get what you pay for, literally. If you support for a specific month, you only get stuff from that month. Old demos from this group isn't particularly worth it, especially if you read through the thread and realized that the 0.02 demo didn't really offer any new H-Content and was mostly used to show off a new mechanic. But as the game gets more and more complete, the demos might start filling out more. Or maybe they'll continue to just go with "this demo shows off this mechanic". We won't know until later, though. I'm kind of tired of explaining this constantly all over the forum so I'm going to stop now.