This is a mild regression compared to ancient Web, but... more of a "feature request" when compared to modern Web.
Pretty much what the title says: if you start a touch on a non-longpress key, then roam to keys that do support longpress... roaming behavior occurs, but the longpress will never trigger.
On the other hand, if you start on a longpressable key, it doesn't matter what keys you visit... landing and waiting on a different longpressable key can still trigger longpress.
This is a small detail I just happened to notice. It's probably something relatively small and easy to address, now that we're aware of it.