I spent two months in Japan last summer and was made fun of by my host family for using 私 one time and said that as a 17 year old guy I should be using 俺 for almost all situations. Throughout the rest of my trip, almost every male my age or older used 俺 or 僕 depending on their masculinity and the situation. It seems like 私 can be used by both men and women during formal situations but is almost exclusively used by women during informal situations. 僕 seems to be used by boys 16 and younger, and from my experience, some older men (60+) use it too. From what I could tell, 俺 was used by most guys older than 18 when talking with friends. This could vary by region for all I know. I spent the majority of my time in Kyushu and Western Honshu and only a week and a half in Tokyo. So, all in all, I generally say 俺 with people I know, but often times I just omit the word for “I”. Hope this helps!
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