These are all really good questions and I feel like it would be useful to actually individually answer these, rather than refer you to the encyclopedia of information in the NEST subforum.
How does NEST work? I've never been to one and wondered a few things about it.
Is it always in the same place every year? Always in the same hotel or something?
NEST is usually in a different hotel in the Philadelphia area every year, but that's a decision that is made each year by LeeAllure and the NEST Team. The event was in the same hotel the last couple years, but I don't know what the plan is for 2011.
Do people just get together for lunch in one large group and then talking to the new faces and familiar faces and make plans to go "play"?
People do get together to hang out and get lunch, but definitely not in one large group. That would not be very practicable. NEST usually has well over a hundred attendees each year, so when events are not taking place, people usually hang out in smaller groups, whether in the lobby, or in their rooms, or out for lunch, or out in the city.
Everybody arranges play differently. If you get to know people it will usually happen pretty organically. Some people will plan to play, with others it may be just understood that they want to do it at some point without a conversation. Whatever you want to do, just let people know and they will be cool with it.
If I ever made it to NEST, and am fighting a huge case of nerves and shyness, I don't imagine I'd be pressured into getting tickled. But would like one person notice the wallflower (me) standing in the corner and start talking to me? I guess I'm asking if it's like high school and have cliques at NEST. That if the newbie with a

expression would be ignored or if someone would instantly try to make him/her relaxed and calm.
You would certainly not be the first newbie ever at NEST, and I guarantee you that you wouldn't be the only one that year. There are tons of newbies every year at NEST, and everyone is a little nervous about meeting new people. That's a universal experience we have all had at one time or another. There is plenty of opportunity to socialize and get to know people at NEST. And for those of us that come year after year, besides getting to see old friends, we always looking forward to making good friends. I promise there will be plenty of people who will go out of there way to go up to you and introduce themselves if you need a little help meeting people. Having been new myself at one point, I certainly always like to meet as many new people as I can, and will make a point to introduce them around to other friends.
In my opinion, NEST is only cliquey to the extent that there are so many people there, that people tend to clump into smaller groups. It doesn't mean the groups don't get along and intermingle. And people like me sometimes jump from group to group. Because there are so many people, and everyone is spread out all over the place, I will try to make an effort to bounce around and hang out with as many people as I can.
Just be friendly, respectful of others and their boundaries and have a good time. If you do that, people will open themselves up to you and you will not have any trouble meeting people. The only people that I see struggle to make friends at NEST are people that do not have good social boundaries to begin with. For example, don't go right up to someone you have never met and ask to tickle them. Or while a couple is having a scene, don't stare at them so intently it would make them uncomfortable. If you use the same social norms at NEST that you would in everyday life, you won't have any problems.
If these questions seem weird, I apologize. I guess I'm just trying to picture it in my head what happens at NEST, you know? From day one to the end. Is it just the group who stay at the same hotel and "play" in the hotel rooms? Do you even say anything to the hotel staff? "Hi, my name is Michelle and I'm here for NEST", wondering what the staff thinks or if it's just like another business convention in town and makes them no nevermind.
I'll try to paint a picture for you as best I can. NEST is booked as a large group or convention at the hotel. We are not the only guests there. The hotel management and the front desk are going to know what our group is there for, but most of the staff such as waiters, bartenders and cleaning people have no idea.
There is a separate check in for both your hotel room and for NEST. Just go to the front desk and say, "Hi, my name is #$%, I have a reservation for this weekend." That part is no different from checking in anywhere. You don't need to tell them you are there for NEST unless you feel like it. Then either follow the signs or ask someone in our group where to check in for NEST. Its really not hard to find our group since most will be wearing nametags that say NEST.
What does the hotel staff think of us? The ones that don't know exactly what we are there for think that we are a really fun group. There isn't any tickling going on in public, so most people just think we are a large group of people that are always smiling, laughing and cutting up. If you tell them who we are, they usually find it really intriguing. Most people just never think about tickling as a reason for people to hang out together, but when they see how much fun we all have, they probably leave thinking there must be something to it.
I hope this information is helpful to you. It's a really awesome event. There is a reason people go out of their way to save up and fly out for it every year. It is very well run and organized, and its just a large group of some of the nicest, warmest, funniest, and respectful people you could ever meet. Everyone's boundaries and privacy are respected, and is made to feel welcome. If you have any other questions, feel free to pm me.