K.R.
I don't really have any advise for you, as my son was the same way - and I tried EVERYTHING. All the "no-cry" solutions, and cry it out - I was SUPER consistent with each approach, giving it a minimum of three weeks of trying something before giving up or changing my approach. He was just a terrible sleeper, and NEEDED to be close to me. Not WANTED, NEEDED... and he was telling me the only way he knew how. He finally started sleeping a little better around age two, in a bed next to mine where I would pat his back everytime he woke up (like 5 times a night) - and by his third birthday he was sleeping in his own room in his own bed all night long. This was only accomplished by following his lead and moving to the next step only when he said he wanted to. At 6 years old he still has what I would consider sepration anxiety, he cries when dropped off at school. But we just keep daily life predictable and consistent, and I know that he's doing the best he can, as am I. Hang in there, eventually your boy will sleep!