I have two questions pertaining to the free "Personal Item".

1. We have a children's suitcase with rollers and extendable handle, that is well within the size limit. Does the style of bag matter at all?

2. When they say personal item on the site, they mention a laptop and a purse, but we plan on packing our clothing, toothbrushes ect...
Do the contents of the bag matter?

Thanks