Disappointment Island is an island near New Zealand which is mainly a sign of someone turning emo, usually at a young age. If the island is mentioned, it is a likely chance that whoever mentioned it is emo.
The island can be visited and has one building known as Dale Trower. It is, however, very far from New Zealand main land.
Pajama casual is a term used when working from home and preparing for a video conference. All business above the waist and your pajama pants down below.