Does he have oral cold sores? This is the biggest factor of all.
Most people experience symptoms within 7 days.
But look, he along with most people without HSV1 do not particularly care. Most of their partners have HSV1 and what is the alternative... no oral sex... most of them say 'no way, I'll take the risk' which is as it should be!
If he were to become infected, how long before symptoms show?
I have read many different opinions, some say 2-7days or as long as 2-20days before symptoms show, also that some people don't show symptoms at all... But Since it has been over two weeks im hopeful that we're in the clear?
If your partner has oral cold sores then there is no practical risk of transmission.
Otherwise the chances are do not exceed 1 in 200 per episode and probably more like 1 in 1000 if you avoid outbreaks.
It depends, but a cold sore cycle is on the order of 7-10 days.