I cannot recall the last time I checked a bag. I do not travel for business so all clothes are casual. I can almost guarantee I will not be invited to a function requiring dress clothes. My toiletry bag includes small tube of toothpaste, toothbrush, deodorant, razor, a few Qtips and my medications. The number of shorts v. pants depends on where I am traveling. I generally always have clothes I don't end up wearing.
I only need my passport, medication and wallet. The rest can be purchased along the way if absolutely needed and I missed packing it in the first place.