Mirna Lola said:
You make it seem so easy

. He works during breaks from school and his family is extremely well off so they help out when ever is needed (much to my dismay) . They (his parents and grandparents) already offered to provide bank statements and written statements that they most certainly can afford to help us out if needed.
Also I have more then one friend with kids who are just waiting for me to sort out my papers so I could watch their kids and get paid for it. Would that be something worth of putting in? It would not be a full time job, but it would be paid and I would start as soon as CIC approves of my OWP .
I would not want them to be under impression I was looking for jobs/working while being here as a visitor.
you're allowed to look for work while on a visitor visa, but you're not allowed to work

I wouldn't necessary put something that specific, but maybe something along the lines of you having already establish a good network of friends and relations that will help you get a job once your PR is approved (OWP is only available if you apply inland, not outland).
Also - get a letter from his family stating that they are willing to support both of you until you are established. They don't need to provide bank statements or anything like this, but just make it clear to CIC that the risk of you going on welfare is very low. He should explain how he is currently supporting both of us, and how that has worked for the past 2 years, and provide info about his student job etc.
Mirna Lola said:
Btw if medical and income are rarely the reasons for PR and sponsorship getting denied...then what is the reason? I read some horror stories. While I fully understand government point of view and efforts to stop people using sponsorship as simply means of getting the papers (when there is no genuine relationship) what about people who do have an actual relationship and managed to prove it? Is it possible that the proof was simply not satisfactory for the officer in question, and that is the reason they got denied?
More then once I was grilled (even strip searched) simply cause an officer in the port of entry of the country I was visiting had a bad day or simply wanted someone to bully around.
Main reason for CIC to deny couples is when they believe that the relationship is not genuine. You will read stories here, always keep in mind that you only hear the applicant side - not CIC. I'm not saying that CIC denies only couples that deserve it, far from that, but sometimes the application is not well put together, or there are lots of red flags ( short relationship, previous sponsorship, not living together or not visiting, not communicating daily, etc. ). CIC won't deny a PR without giving the chances to a couple to have an interview. Of course - there are always officers that are in a bad mood, not professional, etc. However - if you have a straightforward case ( living together for 2 years, dating for 3, lots of proofs that your family knows about him, his family about you, you have friends in common, no previous sponsorship from his side etc. ), and you have a complete application, there are very few chances to be denied. So - don't worry about it too much. Concentrate on putting together a good application, address any possible red flags up-front (if you have a 20 years age difference for example, you might want to state why it isn't an issue, if you want to have children or not etc - just an example, not saying it applies), have "quality proofs" ( over quantity! 100 pictures won't be very useful if they don't show you and your partner together for example, and preferably with family!).
Border officers are different from CIC....if you've been living in Canada for over 2 years, you probably have enough proofs, and I wouldn't worry about being denied - the waiting time sucks, but it comes to an end eventually.