Most Helpful Guy
Ok here's the brass tax. The idea to remind him of the place where you two met kissed or whatever is a brilliant idea. However I am unsure of if he is going to just suddenly lift you off the ground and ride into the sunset with you after he hears those. Obviously you like him so why stop at just the old memories make new ones. Go to 3 different places one night so one date feels like 10. Get him to think about you and only you. Fin.
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Most Helpful Girl
With his Reason for the season of Why he broke it off with you, it seems he still in the picture. He is trying to get his life together so perhaps he can start over with you and make it better than before.
He doesn't want to be hooked at the hip right now so go slow with his flow. You are this patient kind of girl who loves this guy Unconditionally and with all the memories, the history you both have shared, I am sure with you both nursing and nurturing things once again, there may Again... Be more in store than before.
For now, he has told you where he stands but once on his feet, who Knows... It may not be a defeat.
Do what you are doing, just take it easy and eventually, you may find yourself in the front seat with him, going on a date.
Good luck. xx