"Telling them how you feel"

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As in, people you have known for a while and would like a relationship with. How would you do it? Would you do it?

This information is not particularly important for the matter at hand, but may be used for future reference.

I've done it a couple times, with no sucess whatsoever. However, the first time that may be attributed to me not really being able to say anything coherent because I was so nervous.

Don't do it unless you feel you have too.

Most people non-as and as can tell at least a little by how you act around them.

Without some signs from the other person, refrain from elevating it to the next level. These things go well only in the movies.

A real cheater's way out would be to;

Write a letter

or

suggest a hypothetical. <-- This would only work with certain types of people - it would certainly annoy others.

I wouldn't count on that. When I have been explicit about interest, which has been rare and very awkward, it's usually taken the other person by surprise.

make sure they're interested you in the same way (or at all). i've opened my heart way too many times to girls i crushed on who barely spoke to me.

Don't even think about doing it if that person's friendship means anything at all. The times I have done it, not only did they not return my feelings, but they ran (not walked) out of my life. After some intervention from a mutual friend, one of them finally came around years later and we are friends again, but the first one will still have nothing to do with me after 15 years.

When I've gone out on a limb and let them know my feelings it's the point at which they reveal they've been seeing someone for n months and whilst you're a top fella it's not going to happen. They feel akward, you feel stupid, you can't take it back. They know that what you want you can't have, and whilst you're glad you got it out you can't help but feel once again you're never going to get anywhere.

Well, that's my experience. Your mileage may vary.

I have never tried myself, because I feel I can not trust my emotional perceptions on things that I feel are this important.