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Ok, I took another look at the code.

Simply put, if your relationship with her is exactly at 3, the only possibility how "Enter" doesn't trigger her relationship 4 event and the "Talk with Leyla" option is missing as well, is if you already got a (lewd) massage from her before. Which shouldn't be possible, unless you already somehow managed to triggered that event earlier than intended. But from the code surrounding the options, it doesn't seem like that should be possible... unless you did so on an older savegame from version 1.05 or earlier.

I was going to upload a new polishing update soon anyway, I'll include some minor code changes that might fix this for you.

But if you're on PC or know how to access the saves subfolder and could upload me your savegame, I'd appreciate that a lot, because I'd really like to check whether my suspicion is correct and if there's possibly some actual bug still lurking somewhere.

I did play this on an older version but I don't remember which one. I can still get lewd massages from Leyla, there are a few options, but none of the scenes save in her gallery after completing them. How do you want the save file uploaded?

The thing is, normally since version 1.09 getting lewd massages as sandbox options should mean you're already at relationship 4, not 3.
Though fyi, only scenes that aren't repeatable and raise the relationship are added to the gallery, the repeatable "sandbox-only" options aren't in the gallery since they're, well, repeatable anyway.
The new update (1.09L) has a fix attempt for this (it should set RS to 4, if lewd massages are already unlocked).
If you haven't already downloaded it, try that one.

For the savegame, something like workupload.com would be easiest, but if you prefer a different file hoster that's fine, too.

Oh gotcha, okay. I will try the 1.09L update and see what that does. Here's the save file:
https://workupload.com/file/hzU4TZ37yPx