May I offer you some things to ponder?? I am sure folks have already said this but if and when its your time to go...it happens, I have been through losing friends and family riding and having accidents, almost every time though, they were preventable. Has your BF taken the Basic Rider course? ( I took it in 1973 and credit it with my safe riding) if yes has he taken the Advanced Riders course? I confess,I do not know your and your BF circumstances, I am probably Old enough to be both your Grandfather and I have ridden since 1973, I have been very fortunate in making it all these years safely, but that isn't in itself accidental, I always ride as though every other driver on the ride is gonna hit me, "Situational Awareness" its called, I always check the air in my tires EVERYTIME before I ride, I always check my fluid levels and drive belt and or chain on my vintage bike before I ride,I always make sure my mirrors are adjusted properly,I make sure my lights are clean and working If I think I am going to be in a "Hurry" to get somewhere or get back , I just don't ride, Nowadays with everyone talking and texting on their cell phones as they drive,I keep a really close eye out for that, those folks are distracted. During certain times of the year, I know to watch for Leaves and debris in the road from heavy rains etc. Etc.Is this the total answer?? No, nothing is always gonna be perfect, BUT, it goes a Long way. As for your decision, why not go over all these things and make sure your BF is doing everything humanly possible to be safe?? after that, its what it is.
Good Luck!!
Ed