I would ask your current PT who is in charge of monitoring your previous injuries on that arm. If you want a second opinion I suggest seeking out another PT that specializes in these types of injuries.
The pain is going to depend on how severe the injury is and also on your pain threshold. Personally, I've never had a bone bruise that I was aware of but there will be some pain so don't think you're a wimp just yet. Hang in there.