Well, in our first post on this tread, we can read the description of what Dylan was wearing when he was last seen:
Which was shirt, shorts, tennis shoes and baseball cap.
So I find it kind of confusing as to why Dylan would apparently be sleeping wearing his tennis shoes and a baseball cap, considering police does state father told them he last saw Dylan at 7:30 am. Did he never go to bed and was sitting in front of the TV, or what? Or they are not using the description of what he was wearing when he was last seen?
I have thought about this as well. One thought I had is that those clothes are what he was "last seen wearing" not necessarily what he was actually wearing last. If it is true that in the morning Dad tried to wake Dylan but Dylan did not want to get out of bed, he may not have known what he was wearing under the covers (and/or could have had his shirt off).
Maybe the clothing described is what he was wearing on Sunday night... when he was last publicly seen.
JMO