Many times when I've been traveling all day (via plane), my phone dies by about 7:00pm because its been turned off and on all day when I'm on flights and in airports. In addition, my phone uses up more battery life because its working harder to get wifi and service in airports. That being said, his phone may have been on its last leg of battery by the time he got back to his dad's house. At that point, I'd think he'd plug the phone to charge as soon as he got in the door. May have left it off while charging since that helps it charge faster. He probably hung out and chatted with his dad, maybe watched tv, and crashed on the couch, with his phone probably still charging and turned off.
Assuming MR has nothing to do with this ********* -
Next morning, dad leaves for errands and Dylan sleeps. Perhaps he woke up, watched tv, had some cereal- and forgot that he'd turned his phone off to charge (I've done that before!!). So he's waiting for his friends to text him, but never sees the texts because the phone is off. Eventually he realizes the phone was off, so he goes to turn it on but OOPS, the charger wasn't attached to the phone all the way so it never charged and its still dead. I HATE when that happens!!!
Instead of waiting around to charge it, he heads out to see his friends via hitchhiking. What happens from there is a mystery......but it is possible that he was picked up by the wrong kind of person I guess.....