I just weaned my two and a half year old boy. We tried back in September. All was good until the third day. Then he started having trouble taking his naps and he'd wake-up in the middle of the night. He went without it for almost five days before we gave it back to him. A few weeks ago, we went to the dentist and noticed how the pacifier was affecting his teeth. The pediatric dentist suggested we get him off the pacifier sooner rather than later. So, I asked his dentist to talk to him. My son, amist his squirming, listened to the dentist. Then I told my son we'd have to get rid of the pacifier because it was bad for his teeth and told him he won't be able to talk to his friends and ask them to play. Then pretended to be an old lady with no teeth and showed him how he'd talk if he didn't give up the pacifier. He thought it was funny, but he also took it seriously. So that day we got rid of the pacifier. We praised him a lot for being a brave boy. We rarely mentioned why he was a brave boy, since we tried to use the word pacifier as little as possible, but he knew what we ment. For the next two weeks he went around telling his grandparents, and us what his dentist had told him-"no more pacifier." Then he'd do that old man mumbling sound and tell us how his teeth would get if he didn't stop using the pacifier. The the times he'd ask for it or wake up crying because he wanted it, we'd remind him he was now a big boy. Sure, he had a tantrum in the middle of the night a couple of times, but we just held him and told him it'd be alright and he soon stopped waking up. He has been pacifier-free for almost a month. Hurray!
P.S. We also promised him an ice cream party if he went five days and nights with it. He'd put a sticker on a paper everytime he took a nap or slept without his pacifier. He never even remembered the ice cream party at the end of five days. The words from the dentist and that old man mimicing sound was much more effective. Good luck.