|Spoilers regarding the Tower|
To start, my file was named SMILE and this was my first time ever through the Tower.
During Layer 3, I encountered a glitch. For starters, I had all the Supreme items, and to recount what happened, I: went to Jadon, did not give him the item. Went to Malachi, did not give him the item. Asked to do the favor for him. Went back to Jadon, still refused to give the item. Did the task of getting the stuffed cat. Returned to Jadon and gave him the item (I wanted to see if I could keep the cat...). His dialogue started with that of giving him the cat instead of the item and then after that dialogue was finished he said the dialogue he does upon giving him the item. The item disappeared from my inventory and not the cat, so I figured it counted as giving him the item. Went to Malachi, gave him the item. Went to Gaius, didn't give him the item, and did the task for him. Gave him the item. Went to Adam, gave him the item. Returned to stickman Abram, his dialogue remained as telling me to find his friends and wouldn't update no matter what even though all 4 of his friends were there, rendering me softlocked. Reload a previous save (I saved after Jadon and Malachi), did Adam before Gaius, giving him the item before even interacting with Gaius. Abram's dialogue updates and registers all of his friends as being present when they aren't and he remarks they're all happy except for one (I assume it's Jadon due to the above oddity with his dialogue and that it actually counted as the cat being given and not the item but taking the item out of my inventory instead of the cat?).
Thankfully I had an even earlier save that was before I interacted with any of them. I gave them all the items right away and things worked correctly.