hey E.!! i went through the same thing when i was expecting my second, and you need to stick by your guns!! your son is TWO, its just the age where sometimes they are just too busy with the world to take a nap. you're just going to exhaust yourself struggling with him to take a nap, and finally putting him in the crib. all your doing is containing him so he gets bored and falls asleep. i say let the little guy find out that he WILL get tired of exploring during naptime, and eventually he will figure out on his own that when hes tired, he will sleep during naptime! explain to him that the crib is for babies and hes a big boy, get him excited about the idea that hes passing 'his' crib on to the baby... it will take some time, but if you are persistant that he sleeps in his bed, he will!! it worked for me, and now both my kids are in big beds... they even know how to make them themseles! good luck, and let us all know how it turns out!! ~R.