The two Schmuels in "The Schmuel Song" are the same person.
The clock literally
turned time back, and Schmuel became 41 years younger. He then proceeded to travel to Odessa and fall in love with a girl there.
- I always assumed this is the interpretation you're supposed to take. Is there another one that's 'official'?
Jamie is in bed with a man during "Nobody Needs to Know".
He only calls the person "kid".