Personally, I'd let her wake naturally. Give yourselves a break.
I fought with bf with both my DSs - I know it shouldn't hurt but it b*** well did! Even 2nd time round when I was an Experienced Breastfeeder. I fed DS1 for 12 months, DS2 for 14. It does become easy peasy - far simpler than mixing milk, steralising bottles & teats, warming milk... Of course, it's not right for everyone.
My thoughts:
Don't give up! You (your DW) CAN get through this if it's what you really want to do. You do need a certain amount of stubbornness
Nipple shields are great for short term relief - the emphasis being on short term. It takes the edge of any pain but can cause problems with stimulation of milk supply (I think), doesn't correct any underlying positioning problems and the baby can grow to like them and refuse to feed without them. They're like litle silicon sombreros! Had to send my DH out for these - he was most embarrassed!
Breast shells are great for keeping your bra away from tender nipples and allowing some air to circulate.
Kamillosan Cream can help heal sore nipples and does not need to be wiped off before feeding (apply it after feeding). Expressing some milk onto the nipple and letting them "air dry" can help too.
Learn to feed lying down - I managed to go to sleep whilst feeding both my DSs. Put a towel underneath you both as I did, on occasion, wake up to a flood where DS2 had kept sucking enough to keep the flow going but wasn't actually feeding.
Expressing does relieve the rock hard feeling. If your DW can't bear the thought of a pump, draping a warm flannel over the breast and gently massaging it whilst bent over a bowl will help.
Do give the NCT number a call - they're all very helpful and very well trained.
Good luck - it does get better. I can remember a number of occasions I wanted to give up but I'm so glad I stuck with it. I think I only had realy bad pain for a couple of weeks at the most.