No matter how much oiling you do, you will not make the seat anymore comfortable unfortunately. Saddles weren't always designed with comfort in mind, and if your Crosby is an older model, any padding that was there is likely now compact and hard... You will probably be out of luck in the comfort department with this current saddle, unfortunately!
If comfort is a priority for you and you want to go into the show-ring with the saddle, a new saddle will likely be needed. There are some nice entry-level saddles, but shopping the used saddle market can yield a high-end, budget friendly saddle that is as comfortable as a lazy boy in a living room.