Back to Oswald, his mother is constantly working to support the both of him, so he never gets to see his mother a lot and the income is steadily falling. She later dies when Oswald was old enough to do a couple of odd jobs.
One of these odd jobs was being a limousine driver (Banker’s Daughter), which was awful since he had to constantly deal with some snooty old cat who blows his nose with money, but at the same time it was a blessing, as this job allowed him to meet the rich bastard’s daughter, Ortensia, the girl of his dreams.
Oswald and Ortensia of course hit it off immediately, but J.P. Whiskers did not approve of this relationship and had tried several times to separate the two, but alas, the love was too strong.
Ortensia later ran away with Oswald and they eloped, not caring that he came from a poor household (“not much money, but oh my honey, ain’t we got fun”). They have 420 children, and Oswald swears to become the best father in the world and spends lots of time with his children, while working as an engineer which Ortensia has encouraged as she loved his inventions.
And there’s my fan fiction.