Search Results: making the next move

I've been dating the same guy for over a year and a half. It's an on and off extremely long distance relationship. It came to me a few weeks ago that our relationship worked out fine in the beginning but it took a toll on my health since I was making my education and my boyfriend my priority. According to my friends and family, I was looking more and more like a zombie.

So, I talked to him about it and we agreed to video/voice call each other whenever both parties were available (aka no school, no work, no projects). It was great for a few months until we started less and less. It has gotten to the point that we talk a few times a month.

I have lost time and love for him. I can no longer imagine a future with him. I am positive that we do have to break up but there are a few issues.

His mother wants us to marry the next year (which is crazy because I would be barely 18, and I want to continue and prioritize my education in order to provide a better life for my mother and my future family) (Don't get me wrong. I do want to get married but not this early. It's risky for my health and my career)

His stepdad has cancer and is at the edge of life. He has also given his blessing and wants me to move to Canada with them. He is working a full time job to support his mother in the event that his stepfather passes. He will be attending college in addition to his job.

He has possible gotten a girl pregnant during our last break up (around February). He claims they (including himself) were all drunk and they forced themselves on him. No condoms whatsoever.

He has cheated on me on the past.

Should I break up now or wait for a better time when it's less hard for him?

I have a friend that while I feel he is interested he is not making a move. Recently I had a brunch date with a guy. I had been hanging out with my friend and I mentioned I needed to leave as it was getting late and had a brunch date the next day. He wanted to know who the guy was and why I was going out with him, then tried to get me to stay later with him and watch a movie so I would not make it to the early brunch we had planned (we wanted plenty of time left for the farmers market near by). When I told him I wasn't breaking my plans he tried to convince me to just blow the guy off, then sulked in the corner when I told him I wouldn't, while his roommate wanted to know all about the restaurant and farmers market. My friend also ignored me for several days afterward.
Some of my friends think his behavior would indicate romantic jealousy, while others think he's just mad he won't be able to hang out with me as much (we see each other about once a week, generally with all our mutual friends meeting up somewhere).