Start on Yoshis. Plug in an empty controller so you're by yourself. Aerial off stage but where you can easily recover. Recover. Repeat, but go a little farther each time until you can't recover anymore. Make sure you know exactly how far you can go. Mess around a lot with all the different aerials at various parts of offstage and alternate recovery to ledge, platform, stage. Learning when your aerials end is key. Use your double jump to do rising aerials offstage too. Try it out on different stages. Just become comfortable offstage and on the ledge.
Then go into some friendlies and have at it, it's ok if you lose a lot of stocks because of it, you'll suck in the short term but get better in the long term. If you're worried about being embarrassed for losing then just explain that you're trying to take more risks in your off stage play.
oh and set it to infinite lives, you'll need em.