Is it Andrew (TrustyTime) stating this or are you seeing these shipping costs when checking out using their website?
If the latter, then I suggest you message him directly using their email address as this does not sound right. Typically, a single shipping fee will apply for up to 2 or 3 watches as they can be packed within a single parcel, unless the watches you are purchasing comes with accessories such as boxes etc.?
If these are standard watches coming as standalone pieces and Andrew has stated himself that a shipping fee will apply for each watch, then I suggest doing some research, contacting a few other TD’s on here and opting for an alternative vendor who can provide a more suitable shipping arrangement/cost as $65 a piece for shipping is excessive.
It never hurts to shop around and build a relationship with a particular TD over the course of many years, as most of us on this forum have done (personally, Ryan at InTime is my go-to-guy).
All the best.