My son is a year old now, and we still have our bad nights. He usually gets clingy when he is not feeling well. Teething, gasy, etc. He likes the warmth and the smell of my bosom to put him to sleep(He is a breastfed baby). So I started using my shirt as a blanket for naptime and a fun bath before bedtime. Occasionally, I wrap his listless arm around his medium sized Dumbo stuffed animal after carefully laying him in his crib. But only during naptime. That way I can keep an eye on him. I got some colandal soap from the health store, it helps with growing pains and rashes. That combined with bubbles from one of the lavender and camomile baby shampoos make the bath more relaxing. After the bath, he gets a warmed lotion rub down and fresh pjs. By then, he is ready to suckle to sleep. I'm having a very hard time breaking him of the boob, but he's only using that for comfort now. He only wants to suckle before bed and when he's not feeling well. Goodluck! Everyone I talk to keeps telling me that I have spoiled my son by not making him cry himself to sleep. I tried that once. He screamed himself into a sore throat that quickly became an infected throat, after only 15 minutes. He refused to eat for a week and I had to force feed him till the medicine soothed his pain. It was miserable for us both. I don't think I will do that again until we can communicate better to each other.