I spotted this sight as I drove home after visiting the wildlife preserve. There could be several reasons for this scene. Perhaps the buggy is full, after all he is a tall young man. Their family may have outgrown their current buggy and were not able to upgrade as of yet. Maybe he wanted his own set of wheels, but it's a long way home, and perhaps all up hill, and this was definitely easier on the legs. Either way it made for a great photo.
This is so funny! It reminds me of those folks who try to ride behind the semis to catch their draft. Or is this the Amish version of jumping on a train like a hobo? Great shot!