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Thank you for all the replies. We would definitely like to remain together to take our relationship to the next level. Now we are a little woried about doing the border crossing for an overnight stay due to the replies. Are the odds really high that we would be denied re-entry? We could put...

So you feel that if we crossed the border by vehicle for an overnight stay and came back, and my return flight is scheduled for about one week later out of Canada, there is still the risk that they would deny me entry and force me to cut my trip short a month? Even with all my luggage in Canada...

So I came to Canada to visit my girlfriend with a two week return flight, making sure to only pack enough stuff so that it would look proper. Upon arrival in Canada via air, I unfortunately got the Customs Officer who didn't feel like being too polite. Pulled me into a room and asked about how...