Well, as a man and have been married for 30 years I had my share of crying too. I think if he is crying because of your break up, you must really mean a lot to him deep down. He must still have true feelings for you and is showing you through his emotions of crying. Maybe he realized he had something great and wants you back.
i can say this because I too was given a second in my marriage and that second chance made our marriage work even better.
I hope this helps you somewhat in your decision.
Best of luck to you.