Looks like the pick decided it wanted to be a part of the band after all, but it’s going to have to work its way up from the bottom. Or maybe it is just taking a little break, it’s probably tired of being constantly strummed and plucked.
But why feel awkward ? After all that’s one way to add some twang and some percussion to your guitar playing. So when this happens, just raise your guitar in the air and shake it, shake it, shake it… Oh ! Now I see why it is awkward !