Woodbury was a brand of soap, founded in 1870. Their wikipedia entry states that, "In 1936, Woodbury soap was the first product to use a picture of a nude woman in its advertisements." They had a product called Woodbury facial soap that was very popular, and though I couldn't find anything online about a tonic or medicine that one might drink, they were indeed "brought to court for practicing medicine without a license" so maybe that's the anisette-tasting cocktail she refers to.
But all that is not to be confused with Woody. Woody's given name was George, and he hung around with Sal's "gang" (as he called it).
Again with the rubbers talk! I think he may have actually forgotten his boots. But still, I suppose it could be an inside joke. What do you think?
As I suspected, it appears that Sal might have been a little more sweet on Joan (aka Dusty) than she was on him. And notice that she doesn't ask him if he would like to take her to the prom! But yet, she is sure laying on the affectionate terms. But she broke her promise not to mention Joyce again.
One thing I learned is that (at least at one time) Sal could read and write shorthand!