The word "I" is always capitalised. Sentences begin with a capital letter and end with a period (or question mark or exclamation mark). Some of the commas I've suggested are not mandatory.
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alc24Out of all your supposed friends, he's the one who tries the least to get you to like him. It's as if he didn't care.The second structure is gramatically possible ("...who least expects/wants/needs/deserves..."), b
can't it be
...who least tries to get you to like him
or is the 1st better