Travelling across the country is usually no big deal. You check your luggage, get on the plane, and then collect your luggage at your destination before heading out for fun and adventure.
Unless the airline’s luggage handlers miss getting your bags from the first plane to your connecting flight due to a short turnaround. Then you’re screwed, and end up spending the next day trying to figure out what to wear while you are waiting for your misguided luggage to finally show up at your hotel.
Savvy travellers will know that this can happen, and take special precautions to address such a situation — such as packing an extra pair of underpants in their carry-on luggage.
The problem that arises is when your travelling companion is not quite as travel savvy as you are, and has not done the same.