Random question as I'm poking around in this version of the game:
How many ways are there to get Cream's panties off permanently (ie trip the flag that allows you to ask her to take her panties off on command)? Presuming you have sufficient stats and her dress off, of course.
I've found:
1) The "traditional" method of summoning her in Vanilla's room, dress off, then asking her to sleep with you, which leads to a scene where Sonic is woken up in the middle of the night as Cream tries to initiate sex with him.
2) The primary old flash version's recommended guide/walkthrough method, which is play the racing game with her (dress off), win, make her strip, then try to have sex with her.
3) Playing the 'mommy and daddy game" in her room with her dress off. On the second instance of the game she hugs Sonic and discovers his boner, which can lead to suggesting that he wants to do the "special hug" with her for real. This also ends the current day.
4) Giving her the special ice cream and choosing to stick it in.
5) Convincing Cream to skinny dip in the pool after you swipe her bikini top. It's a bit quirky/more work because, near as I can tell, it requires you to get one of the foreplay achievements (fondled cream or went down on cream) while still not having unlocked actual sex (the easiest paths for that appear to be either playing the mommy and daddy game (no dress version, at least the second time you've done it), letting her discover how "happy" you are, then offering to make her feel as good, or playing HBG with her and in the truth or dare segment you dare her to let you touch her all over. If you do it right, then when you suggest you can swim without bathing suits instead of her just saying "I don't think so" or whatever, she hesitates, strips off her panties, and Sonic says she looks cute in her birthday suit. Cream takes the compliment and jumps in the pool, it flashes up the Congratulations box to say that you can get her panties off now and then it begins the usual skinny dipping scene. Though I've also encountered two different versions of how this play out (I think). One where if you try to help her get rid of your pool boner she says she's not ready for the 'special hug' but lets you play with her on the deck of the pool and the other where she stops you from going any farther and runs off. Or the latter might be me misremembering things because I can't seem to make it happen on command.
It does seem like the achievement flags have to be focused on making Cream feel good though. If you've gotten one for being blown by her or getting a handjob or whatever, she'll refuse to take her panties off.
I feel like there's probably more that I can't remember or haven't found (especially the latter in this updated/fleshed out version of the game) but that's all I have for now.
Notably if your stats are high enough you can get her to shower with you (either by inviting her in if she peeps on Sonic or by sticking around and agreeing to help her when suggesting she should shower) and she has no problem taking her panties off for that, but it doesn't last beyond that scene. Somehow she's OK with getting naked and blowing Sonic in the shower, but then gets all cringe-faced and says 'I'm not ready for that' if you ask her to take her panties off in the very next scene in Vanilla's room. lol) Also the shower interactions don't trip the "oral from Cream" achievement either.
And a couple of other thoughts:
Surprisingly enough (by which I mean, utterly unsurprisingly and completely predictably), you're not the first person to make that observation.
The answer was, is, and always will be the same: Unless some generous patron of the arts steps forward with multiple thousands of dollars to pay an artist to draw a couple hundred images to exact specifications -- or unless an artist with a lot of spare time on their hands is crazy enough to do all that work for free -- the art situation will not change.
I'm probably in the minority, but I'm weirdly attached to the background images Avalon used for everything. Like if it came to some artist drawing backgrounds for Vanilla's house I would probably miss these weirdly tacky, very sort of late 80s/early 90s home images that represent the house. I do like some of the additions and changes (the added backgrounds for stores in the mall, the indoor movie theater ticket counter, the pool, shower, and back yard stuff at Vanilla's) but it's oddly nostalgic to keep those other pics in place. To the point that rather than abandoning them for higher res images I'd almost take upscaling them and then putting everything through some stylizing photoshop filters to create consistency between old and new and hide imperfections.
but I think I'm weird that way. lol
Also since in searching to see if anyone had answered a question I had, I came across a discussion about the eventual removal of the harder/edgier content and the moral alignment system. that lead to 2 thoughts:
1) I agree that it would be nice to tone down some of the rapey and dark stuff. Like the Knuckles threesome would be better if Cream were a willing participant rather than the dark implication that Sonic fetches Cream from her room, takes her into the bedroom with already-naked Knuckles, and the two guys violate her every which way while she screams. Either make it so that Cream stumbles across Sonic & Knuckles jerking it to porn in the living room and strips down to get them off herself (with a line like "You could've called me to help you") or Sonic leaves the room, gets Cream, and comes back to the living room with her gleefully bouncing on his cock before Sonic gets her to ask Knuckles to fill her up too (possibly with the option of choosing Sonic's starting hole to create variants of the scene?).
Not that it necessarily turns my crank that much, but would the tone-down mean the removal or reinstatement of gay content? It was excluded from the Knuckles scenes because Avalon had a hissy fit over people whining about it, but strangely he had no problem with Sonic reaming Tails' throat and, er, tails out because he has a hate-boner for the fox or whatever. That would also present alternate Cream 3some options, having Sonic take Knuckles to the bedroom for a scene where he notices Cream peeping on them and giving the choice to just keep quiet (guys only scene) and let her watch or invite her in to join (added bedroom 3some).
2) If the moral alignment system was re-worked, would an option be to turn it into something like a "lewdness" rating? Instead of making Sonic more of an asshole in specific circumstances, it goes up as he or Cream do more perverted/depraved/fetishy things, and in turn unlock options for even more extreme content. It also makes Cream more aggressive and outwardly sexual. So you could keep it low and things would pretty much be as they are in a positive alignment normal game, with Cream and Sonic just fucking all around the house. But maybe pounding Cream upside down from teh handstand outside gets some lewd points, or having her suck Sonic off for food. A few points into the lewd stats and she's willing to try anal. A few more and she's in on threesomes with other characters. A few more and she's willing to get DP'd by two people or Sonic and some toys besides the carrot. A few more and she will initiate some sex scenes more aggressively. A few more and you're into the really fetishy stuff like the watersports scenes or some light bondage, or public sex and Cream becomes a bit of a nympho. And maybe since you might not want super hardcore sex freak Cream all the time, there would possibly have to be an option to tell her to tone it down a bit so you can reset the lewdness to a lower score (or ask her if she wants to get wild to put it back to its previous high)
that's probably too difficult to do though because it would require scene variants for a ton of stuff at varying levels of lewdness. But it's one of the things I've idly thought about.
I should probably tone this sort of rambling down. I feel bad making all these "do more work!" suggestions while I sit here and offer nothing.