justbreathe825,
The JW's use all means of control. Fear and guilt are used all the time by the WTS and the people in it. Sadly on ocassion some like jamiebowers have also been subjected to far more such as threats to their life and physical abuse and had to take drastic action just to be here today to tell the tale. That tends to be extreme, but not uncommon.
Getting back to the guilt. It doesn't stop. Many JW's suffer depression or other similar problems due to not being able to live up what you are told to. They are told it is due to their lack of faith in the new system rather than something medical. You are made to feel guilty for not going to every meeting, going on field service enough, not getting enough bible studies, not spending enough time studying all the WTS publications. It isn't long before you feel guilty for not being happy??!! You will also be guilted into feeling selfish - that it is your fault.
JW relationships often involve a lot of guilt as people simply adopt the WTS techniques. They can also lack real honesty as there are so many things you are not allowed to say or do. Living a double life or justifying what you do is almost a given. Your bf is clearly being heavily controlled by his parents as well as the WTS. Not a good place to be. He will have to do a lot to sort himself out but the first step is wanting to.
The fact you can correctly recognise the source for feeling guilty is a great step and being able to stand up to it.
I hope your chat goes well. You are certainly approaching this in a mature way.
mmxiv