I think there are certain people that hold pieces of your heart forever. No matter what there will be parts of you that love them.
Maybe you do get a second or third or more chances with that person but sometimes you don't but that love will still be there. Maybe it finally works out and you are together forever and unfortunately there are the ones that happened you loved deeply and thought this was the person you were meant for and everything falls apart but there is always that "what if" in the back of your mind. I guess it all depends on timing sometimes you meet someone and it just isn't the right time for the both of you. If fate has something to do with it you meet up again and can make it work.
Ok yea I am a big believer that if you love someone enough it can work.
So yes I do think you can have multiple chances with one person.
What can I say I am a romantic at heart... that or well I watch too many romantic movies and read too many romantic books but I will always be hopeful.