I just found out, growing up, that to be a grown up is to know that you are not perfect, but above that, to know that others may have the same weakness. A person who is childish may project his parents on other people, therefore being afraid to express his true individuality because that would imply responsibility or being judged for character. If the child is anxious, he/she may take upon hirself the burden of all responsibility possible, past and present, and not be able to sustain the insertion into society, the law, and nature that responsibility represents.
The mature person, on the other hand, will appreciate only the moment, and think: "If I have been trough so much shit, done so much shit wrong, and I'm not too dumb, then who does this person think he is acting like this [that person may also have done the things I have, and be weak like me in those spots, i'm equal]? I'm gonna get mine!".
What I'm trying to say is, if you're shy and insecure, you may use your apparent lack of value on all things past, present and future, even of situations having not to do with the one you're in (The guy is strong, but he's a friend, so you don't have to take into consideration physical combat) as a defense mechanism for lack of trying and to not be exposed in society as a weakling or in something awkward (not the website).
So if you think the situation is under control, do it! You can worry about your value as a human being later.
It cannot get worse, anyway!