Again, I only ask because my trans friend, that I have been friends with since 2009 (freshman year) and I were having this conversation. I'm worried, because he is about 5'9 125-130 pounds, so he's tiny. I can physically dead-weight him over a fence, and it makes me nervous what other people could do to him, since not everyone is as accepting as the people in the comments.

If he is straight up with other guys 2 minutes into conversation, I believe it'll drastically reduce the amount of people that could be new friends or partners. Some of the people that would enjoy being around my friend are the same that would hurt my friend in more than one way, just by simply being told about my friend's lifestyle.

On the other hand, the longer he waits, the more likely he is to experience the more unforgiving side of non-acceptance. But does he really owe anyone an explanation after knowing someone for a very short amount of time if they hadn't even so much as brushed shoulders?

I told him, it's way too early if that's part of the first conversation. I also told him that telling someone before intimate touching, is way too late... What is the answer? Do you just trust your perception and take it case-by-case?

He is a lonely person in more than one way. He deserves as many friends as he wants and deserves love, and to not worry about violent non-acceptance.