No I'm sorry it wouldn't work because insurance is only to protect against losses which could potentially happen in the future, not to protect against losses which have already happened. In other words, you are only covered for losses which occur *after* the policy inception date.
Even if you had already taken out the cover before you and your girlfriend split up, I'm not sure if that sort of thing would be covered by the terms and conditions of a travel policy. Cancellation cover usually covers you against cancellation due to serious illness etc. It doesn't cover you if you change your mind about the holiday, which I think is what the relationship breakdown would be classed as.
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