To Gymboree's Level 7 drop off program for 2 hours tomorrow.
They do preschool-ish things, have snacks, do art projects and, more importantly, it's without me there.
I actually have to hang around in case there's a meltdown since tomorrow is his first time, but after that, I'll be leaving him there for nearly 2 hours once a week.
I'm nervous. He keeps asking me if I'm going to be with him and I tell him, excitedly, that he'll be there by himself because he's a big boy.
He'll be fine, I'm sure. I'll be the one who needs consoling!

Re: It's not technically school, but DS is going tomorrow
Me with my littlest.
Our baby Girl Lillian Mary-Ellen born 5-19-10 at 12:59pm weighing 8lbs 4oz 19in!
Baby #3 on it's way due March 15th, 2012!
How old is he?
Last year, we sent our kids to a Mother's Day Out program once a week. It was six hours long. Ava was 3 and Logan was 1. They freaked for a couple of months, but grew to tolerate it and eventually loved it. They start again next week and they can't wait. It is one of the best things I ever did for my children, to help them gain a little independence and self-esteem. They are so much more at ease going into places like the church nursery or the YMCA day-care area. It has been great. I'm sure your little guy will do awesome, and since it's only for 2 hours, he'll quickly learn that you come back soon after he's dropped off.
Enjoy it! The 2 hours free will fly by!