1. I was able to find both endings! when I saw there were two I was like idk what I could have done differently maybe something in the 2nd play through. Luckily I'm nosy and poked around enough to find it unintentionally. Though I think some dialogue repeated during that moment just an fyi.
2. It took me forever to get the shirt combo right because the order to combine wasn't intuitive enough for me. For reactions though I didn't experiment too much because of how laggy the cursor could get though the knife for the plush collection was funny.
3. Iggs was pretty helpful. As stated above it was the shirt that got to me the most so I had asked him like three times what to do and it took some playing around on my part to finally get the combo.