When my dad was alive, my mother (because she used to watch so many dramas and movies where mother always die first and kids are raised by some horrible step mother) used to believe (or hope) that she would die first. We had this lady in our extended family who never got married. She was more like the crazy cat woman of Simpsons (and sorry to say, quite unattractive otherwise too). My mom used to tell my dad that if I ever die before you, you should marry her because kids would be needing a mother. We all used to giggle on the choice of mom and used to sympathize with dad that mom is planing to leave him with such a ‘wonderful’ prize.
I dont think there is any need to discuss that. We all should have enough security in our married life to understand that once we are gone, our spouse will make a decsion about his/her future based on what is best for the family and their future. If it requires never to get married, great. If it means to get remarry, that should be fine.
Have never discussed it but i would like him to marry again if i passed away sob. Someone kind and caring. Wouldnt want him to be alone. Myself, honestly cant say that i would remarry.