One of my nipples is inverted. I've been faffing about with expressing, boots and avent nipple shields, (the boots shape is like the madela shape), and not really managing to bf.
DH ordered some TT nipple shields entirely by mistake - and they are so fab I just had to share. They have the extra holes at the side to maintain skin to skin contact. My LO (12 days) latched on almost immediately. The only downside is the sucking hurt a bit more - presumably because he was actually able to suck.