Is there a way to distinguish different numbers such as hat sizes or membership years when one person makes and order for multiple items?

Hey Jay,
I use static products for the whole store. Nothing ever really changes. When I first created the store, I tried the dynamic database route but it wouldn't take. So, WebAssist Support suggested the static route. Ray has been helping me for years keep it up to date. For the hats, if the end user purchases a hat with a specific hat size, say 7 1/2", it will show up when they add that item to the cart. But, if they go and purchase another hat with a different size, say 7 1/4", and add it to the cart, there isn't a way to distinguish between the two sizes. The cart just indicates that there are two hats. The same is true for the Continuous Service Pin. If the end user wants to purchase 5 pins with differing years, they have to clear the cart after each purchase so that the item is distinctly identified for the order. So, if there is a 5 year pin, a 10 year pin and a 20 year pin, only the first item selected (the 5 year pin) shows up in the cart. My boss wants to see if there is a way for the end user to make a multiple item purchase with different sizes or years.