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I think my biggest problem is that I want the opening kiss to be a memorable, passionate one, and not something forced or awkward
Inner game comes in here champ... you're placing to much emphasis on the kiss, you're even putting an unrealistic image in your own head of the kiss. A memorable, passionate one... not gonna happen if you place that much of expectation on the kiss so completely eliminate this from your thinking, and have no expectations on the kiss, just consider it another step closer in seducing the girl. Sometimes the first kiss, will be awkward, but it will lead to a 2nd, a 3rd, a 4th, etc. You just gotta set the wheels in motion...