How do you know when they are ready?

With all of my other kids i knew when they were ready to be done with the bottle, binki, and needed the side off of the crib. Most of them were off the bottle at 12 months we gave T.J. two extra months so that he could have the comfort of the bottle while he was going through his surgery. They all just walked away from it like pro's. Except Pearson if he even saw a bottle for months afterward o.k. even cree's baby doll bottles now he still tries to drink out of!!!!
As for the binki all of my kids right around 18 months threw them away and were fine. I always worried but they did great and we never have much problem. Well i totally don't feel prepared to take Pearsons away we started letting him have it less around the time he turned one but right after he went through a phase were he had to have it all the time and i should have said no but didn't. I finally started phasing it back out last month. Trying not give it to him but at nap and bed time. But we are all dealing with the fall out of that. He screams high pitched all the time and you can' t figure out what he wants it just gets worse and worse.
Well yesterday i couldn't take him ruining the computer room, and truthfully i don't like keeping him in a pink room(can't change the color since i'm not allowed to move the computer desk, i did add blue and brown dots around his bed on the wall). Anyway we had been talking about moving him in with Creedance since she should be moving downstairs hopefully some time soon. So i moved him in there and decided to see if we could take away think binki and leave the side of the crib, so it is sort of like a day bed.
The no binki ended as soon as Tyler showed up with the scouts to stain and spray paint flag holders in the basement. I tried not to get mad but 10 boys all in the basement got very loud upstairs and Pearson couldn't handle it sooo out came the binki. I only had to lay him down the once, once he had the binki and he went straight to sleep. He did fall out once in the middle of the night but went right back to bed once i put him back on it. We did have a problem around 4 when he decided he wasn't tired. He didn't get out but kept getting louder and louder.
I decided i need a three day policy and shouldn't change anything until i had tried it that long. But at nap time today i almost caved. I had to put him back in his bed 5 times. Before he finally fell asleep. I am glad i stuck with it, but am wondering if i should put the side back on let him get used to the new room for a couple of weeks. Then take away the binki. And then in a couple of months try taking off the side again.
I HATE DECISIONS!!!!!

My Night!!

They look cute right!

So Pearson started sleeping fairly well through the night a couple of months ago when we had gotten him on a new schedule. He still occasionally wakes up once or twice but normally goes back sleep once he gets a binki in his mouth. But he has managed to get sick/is allergic to something again. He constantly has a runny nose. At first i though it was a cold but it has been going on for over two weeks now with no other real symptoms and no one else is getting sick. Well since it has started he has been waking up alot during the night. Sometimes screaming sometimes he is just in there playing. Most of the time i just give him his binki and hope for the best.

Last night he really did not want to sleep. He woke up atleast five times before midnight. And here comes the best part of the whole night! I had just got done with Pearson when i hear T.j. screaming from the basement(this almost never happens!!). I go down to see what the matter is and when i walk into the bathroom it and him are covered in poo!!! I mean it was everywhere on wall on the toilet, up his legs on his clothes and he is screaming that his bum hurts! He is sitting there with clorox wipes and i thought he was trying to wipe his bum with them but no he was trying to clean up the mess. I took everything off and decided the only way to clean him all the way up was a shower. Neither of us really wanted this since we just wanted to sleep but in he went anyway! I ended up cleaning and throwing away all his clothes and a whole roll of toilet paper since there was poop all over the side and i knew that no one would want to use it. We finally got him clean and back in bed by 1!!!

And of course he got to go right back to sleep while i got to try and sleep while Pearson sang to me from his bed. This might not be so bad if he wouldn't scream "mom" as loud as he can every couple of minutes to make sure i'm still listening. It is a really good thing my kids are cute!!! Or they all might be in trouble!