I am a bassist and do wonky times a lot, I can still recall the feeling you describe — but nowadays I only get it when I have to play really wonky stuff that go

I am a bassist and do wonky times a lot, I can still recall the feeling you describe — but nowadays I only get it when I have to play really wonky stuff that goes against the tempo of the rest of the band. So I would say this feeling goes away with practise. The less you have to think about the timing the less weird it feels when you stretch it.