My so is too attached

Its hard but you gotta leave him for a few hours. And it'll pass

Your major mistake was taking him out of Head Start to begin with.  Yeah he cried for two weeks, my daughter cried for two weeks she was in day care, the thrid Monday I was told that if she did the same thing that day I would have to make other arrangements.  

When I went to pick her up that afternoon she rant to me, gave me a big hug, then started pushing me out of the room telling me to go home and she ran back to the table where she was playing with the other kids...I was interuppting her fun!  The next day she was great she walked right in and went to the same group of kids she was with the day before.  That afternoon when I picked her up she told me she wanted to stay and play!  

Yes your child is going to cry when you seperate from him but you can't let him have control.  He has to learn that sometimes  you are not going to be there.  What were to happen if you had to go into the hospital and he wasn't allowed to go with you?  Stop going overboard reassuring him.  When you drop him off you simply give him a hug and a kiss and walk away.  He will scream and cry as long as you stick around.  

Kids are resilient and can get used to anything. Parents that linger all distressed when dropping kids off at daycare or preschool aren't helping the child readjust to being in a new place with new rules. Your son's behavior is perfectly normal. He is not too attached just appropriate for his age.

Unless you HAVE to send him to preschool or daycare so you can work, why do that? Why not enjoy your little boy while you can? If you do need to send him do your due diligence about the place and just do it with a quick, "Mommy loves you and will be back soon."

The other members have given you some great advice.  I agree that he won't get over his seperation anxiety if you feed into it. 

I know it's hard mama, but he'll get through this stage and so will you.

 I wholeheartedly agree with this. OP, he'll get over the anxiety and learn to cope with things better if you give him the chance rather than always doing it for him.

Quoting CoeyG:

Your major mistake was taking him out of Head Start to begin with.  Yeah he cried for two weeks, my daughter cried for two weeks she was in day care, the thrid Monday I was told that if she did the same thing that day I would have to make other arrangements.  

When I went to pick her up that afternoon she rant to me, gave me a big hug, then started pushing me out of the room telling me to go home and she ran back to the table where she was playing with the other kids...I was interuppting her fun!  The next day she was great she walked right in and went to the same group of kids she was with the day before.  That afternoon when I picked her up she told me she wanted to stay and play!  

Yes your child is going to cry when you seperate from him but you can't let him have control.  He has to learn that sometimes  you are not going to be there.  What were to happen if you had to go into the hospital and he wasn't allowed to go with you?  Stop going overboard reassuring him.  When you drop him off you simply give him a hug and a kiss and walk away.  He will scream and cry as long as you stick around.  

 
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 Separation anxiety is hard on the little ones at first but they are resiliant and he will be fine. Honestly separation anxiety is worse on us parents.

He needs to have some time in a structured enviornment where he can learn to socialize and learn a bit of independence before pre k starts. I think you need to put him back in a head start program, a day care or even a mommy and me program a few days a week.

Good luck