When I didn't have my nipple rings to use I just bought a large cheap box of latex free bandages and put 3 on each nipple, spacing them evenly apart at the ends, that seemed to work pretty well for me. The nipple shields might be worth a try since they're not real expensive to experiment with. Remember as you pump your nipples and areolas expand and swell with the rest of your breast, this can result in two scenarios with the shields. Either they'll pop off the minute you start pumping, or the nipple and areola trying to swell inside will hold them on better. You could always try taping them on or maybe even try some elmers school glue or something. I remember putting glue on my skin as a kid and letting it dry, it just peels right off when you want to take it off, we used to make glue impressions of our finger prints when I was little. Some of the dumb things I used to do, but hey if it'll work. I'd be really careful about putting it directly on the areolas though, if they don't cover anymore area than that. Oooh, looks like Wal-Mart sells a couple different shields, I'll have to see if I can find them at the one I shop at and get them to try.