Is there a way to set individual pricing for each item? And then have a discount on orders past the first item?

Basically, say I've got 5 items on my site, 4 of them are $1.50 shipping, one of them is $3 shipping.

Is there a way I can have the first item shipped at full price, then the further items shipped together in the same package for $1 less than the full shipping price.

The above 5 examples then costing a total of $5 shipping, instead of individually being charged $9.