You are almost through the first day - it should never be this bad again. So, remind yourself that each time should get better. I agree with Sunnydays that you shoudl probably expect to cater mostly to the newbie the first few times he comes because it might be long, crying days like t hat for a while.
The sooner you can try to find songs to sing and calm him or toys the better. He might also be really sweet by next week when his cold is gone. Kids - especially boys are so much harder when they have colds. The "man cold" starts early. lol