I have looked into Express Entry. I do qualify and could apply, however my score would be extremely low so the possibility of me actually getting chosen for it would be extremely low.
I have talked with some of my friends, one of which deals with CBSA on a regular basis, and I think I will end up being okay. I just have to be able to prove to the CBSA agent at the port of entry that I am not trying to establish a life in Canada and that I have items tying me back to the United States. As much as I have already visited (4 times in 7 months with the 3 of those visits in 3 consecutive months), I have a strong track record to return to the United States. As long as I can prove to them that I am going to return, I shouldn't have a problem.
Do my boyfriend and I want to live together....sure. But we both understand that until the time that we decide that we want to get married, that really isn't an option as he does not have the legal right to live, work or study in the United States and I do not have the legal right to live, study, or work in Canada. We can only settle for the limited time that we actually get together when I come visit. Or if he begins to come visit in the US (getting a tourist visa).
I have to keep hoping that I get the CBSA agent on a good day and that they are not trying to think that I am trying to use the Temporary Visitor status as trying to build a life in Canada. I don't plan on going to school in Canada, I currently cannot get the right to work in Canada as I won't get express entry and I don't have a job that will "sponsor" me to get a work permit and I don't meet the requirements to apply for PR. I've spoke with a immigration lawyer and we have determined that the only way for me to move to Canada would be to come in under his visa. Which is legal under Canadian law and would be through proper channels for me to move there (as his visa would have to be reapplied for with me added to it and then approved by CIC)
We are both serious about continuing our life together and know there are going to have to be some sacrifices made on both sides. Just have to try and stay in the good graces of CBSA.