Cry It Out?

Hey friends and family, I need your help.  I am having a rough night and I need your input on something.

As many of you know, Isaac is almost 10 months old now and still not sleeping through the night.  He still wakes 2-3 times a night to eat (breastfeed).  I am trying to break him of this habit and it is very hard on both  of us.

Isaac shares a room with Jordan who is 8 and in third grade.  Up to this point I have not really allowed Isaac to cry in his bed until he falls back asleep.  I have always gone in there and picked him up and took him in another room.  Boy am I regretting that now!  The minute he wakes up he stands up in his bed and starts screaming because he knows I will come running.  I did not do this with Jordan.  He would go right to sleep and if he woke up he would just play or talk and fall back asleep. I am clueless as to how to get Isaac to like being in his bed and to lay down and go to sleep.

At 9:30 tonight I fed Isaac and he fell asleep so i put him to bed.  He has a light and some soft music that plays.  (just started the music last week hoping it would help)  About 90 minutes later he woke up.  I went in and talked to him and laid him back down.  I rubbed his belly and talked softly to him but he continued to cry.  The minute I stopped rubbing him he would stand up and start jumping and yelling louder.  He has a pacifier in his bed along with his favorite toy, Mickey Mouse, but he wants nothing to do with them.  He actually throws them when I try to give them to him.

I had read somewhere that for the first few nights I should stay right beside his bed and talk to and comfort him until he winds down and falls asleep.  I tried this for an hour and it didn't seem to be working....He would walk up and down his bed and reach out for me.  I feel like me being in there was just making it all worse, so I left the room.  He is still in there screaming.  I don't think he is hungry and if he is, it is only for the comfort that breastfeeding brings.  He is a little wet but only because he has been so worked up for the last 2 hours.  The last thing I want to do is pick him up and give him exactly what he wants.

How long do you let him cry?  Do you have any other suggestions?  I really need input from the fellow moms out there!! Please help! At 10 months old he should really be sleeping more than 3 hours at a time......