Coolant in the oil - AGAIN!

I was winterizing the Duster last week, opened up the radiator to drain it and very little coolant came out, maybe a gallon.

So I pulled the dipstick, already knowing what I was gonna find... chocolate milk. The oil pan was full of coolant again. I opened up the oil pan and drained it, I got about half oil and half water.

The last time I went to start the car it wouldn't turn over at all, I thought the battery was dead so I charged it for a few hours. Then I went to start it and it was very hard to crank, but finally did and then started up normally. I'm wondering if the combustion chambers were full of water and that's why it wouldn't crank.

Last time I had this problem it was the intake gaskets. Around the ports on the intake it looks like the gasket is wet, so I'm assuming it's the same thing. The heads were milled, and when I first put the intake on I had a hard time getting it to seal. Finally I had to use silicone instead of the cork on the ends and that did the trick, or so I thought.

I really wasn't planning on doing much to the motor this winter, but it looks like I've got to pull it apart again.

Any comments or suggestions here?