I just had a 17-year-old Less Wronger e-mail me for advice regarding the Thiel Fellowship after reading my application essay from last year when I was 19. We had a long instant message conversation where I gave him a lot of advice which he seemed to find highly useful (my biggest piece of advice was to start teaching himself programming using Learn Python the Hard Way, shamelessly asking for help using a pseudonym on IRC channels, forums, and Stack Overflow if he got stuck).
It seems likely that there are other Less Wrong users who still live with their parents who could benefit from life and career advice. I'm especially interested in reaching those who see reducing existential risk as a major life goal.
A related idea is for people who have some goal they want to achieve, like having a romantic relationship with someone of their preferred gender or being admitted to a prestigious graduate school, to pair up with someone who has accomplished that goal.
So if you're a young person who would like advice, an older person who would like to give advice, a person who wants to accomplish a goal, or a person who has accomplished a goal and is willing to help others accomplish that goal, consider leaving a comment on this post so you can find your counterpart.
I realize this post is a bit open ended--consider it an experiment in tapping Less Wrong's social capital in a novel fashion.
Joining the swing dancing club at my college did more for my social skills/life and romantic opportunities then any other single choice in my life. Swing dancers as a culture tend to be open, friendly, and lacking in personal space boundaries. If you have a club in your area, go to lessons and go to social dances until you start getting complimented on your dancing. Work at becoming a good dancer. I assume you have already read advice on how to make small talk, which is all you need while dancing. Once you become a proficient dancer, girls will start flirting with you. This is just a thing among swing dancers: good dancer = attractive. Provided you aren't creepy (again, I will assume you've read enough to prevent this) you will find dancers an incredibly accepting group.
Tl;dr swing dancing clubs are an excellent way to meet people without having to maintain long conversations.