I just posted that my order got updated a few hours ago to dispatch between 18th of June to 24th of June.
Just about 30 minutes ago I got an email from saying my order may dispatch within 1 to 3 business days, but my delivery estimate isn't updated yet.
I called Support and they said it's only showing 18th of June - 24th of June for them and there is nothing they can do till it changes on the website as they have no proof that this email was actually sent.
Anyways. I am going to wait and see what happens in the next few hours. Below is a few details regarding my order.
Order date: 9th of May
Store: Apple Store UK
Watch 1: 42 mm Stainless Steel Bright Blue Leather Loop Large
Watch 2: 42 mm Stainless Steel Black Leather Loop Large
Current Status: Processing
Current Delivery Estimate: 18 June - 24 June
Your delivery estimate is June 18th and your order says it'll despatch within the next three days? That's exceptional. Keep us updated.