Of all of the questions new people often ask in Second Life, one of the hardest to give a straightforward answer to is "what is fun to do here?" It's certainly not that there is a lack of entertaining things going on, great events, wonderful people to meet, it's just that it is a question that is so open ended and so much based on the personality of each individual.
Ask me how to make a sphere, or how to make it rotate, or how to get your newly purchased light saber out of a box and I can answer without even giving it a second thought, but "how do I have fun?" and I feel like I end up going to clichés: "You can do whatever you like." "Explore, go to events, see what appeals to you." "Well, what's your idea of 'fun?'"
All of those are okay answers and about as good as I can do, but I feel like I'm letting the person asking down when I say that because the truth is everyone finds "fun" differently in Second Life. It's a bit like getting off a boat in New York or hopping in a cab in Chicago and asking "What's fun to do in this town?"
My very best times in SL are so serendiptious and non-engineered. Like last night, for example: I was at DJ Miggy (AKA Aeguvas Ritter)'s weekly live music party that he does via SLive. It's always a good time and he's one of the most entertaining DJ personalities anyway, but what made it an awesome night for me was sitting there in this virtual world with people from all over the planet and two other people from Las Vegas were there in this crowd. We ended up chatting and joking about, of all things, silly local news personalities and which local reporters have had cosmetic surgery and which ones do really silly ratings ploy stories. It was a total throw away, almost stupid conversation, but it was just so much "fun" for lack of a better word. That sort of random silly connection with other people I guess is what I love the most in Second Life and the sort of thing that is almost impossible to tell someone who is looking for fun how to go find.