This situation is a tough one. The outcomes are hard to handle either way. If you cross that friendship line and it doesn't work out then you are really going to miss the best friend that you once had and you'll probably regret doing it in the first place. The second scenario being that you don't say how you feel and watch this friend with other people, it'll feel like the worst torture. I don't think you should ever mix sex and friends, the combination is not good thing. Sex is an emotional thing.
Delight
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