Help! Try again or let him go?
I was in a relationship with someone that I still love very much for almost two years. At the beginning, he wasn't ready for a commitment to dating so we broke things off. Not even a month later, he realized he loved me and wanted to make it work. We were together for around six months and he just seemed immature so we almost broke up again, instead he changed and became the man I needed. The next year we moved in together. About two months ago, I finally had enough of him being there for me physically, mentally, and emotionally but never financially or sharing the responsibilities of living together. That was July. Since then, I began talking to my sons father about reconnecting. When he my ex heard that, he joined dating sites and went on one date with a woman. The second date kept getting postponed and rescheduled. Two weeks ago, he and I had a long talk about how we both have feelings for each other and wish it could work out. I've seen him mature in these months apart and I told him I'd like to try again. He was extremely happy at the thought of getting back together, as was I. The problem is, he had a second date with the woman scheduled for yesterday. He broke down crying to me Friday evening saying that he loves me so much and wants our relationship to work and wants a future with me. BUT, he also wonders if he should pursue this new woman and start something new with someone else that isn't me. He is scared of not being able to make it work again.