Generally measles suck for a few days but no long term effects, there can be complications but they are rare. I think the measles vax only came in when i was a kid. My older brother had measles without incident.

Sorry Willow, no help with the wrapping. But like you say you have to wean him sometime and it's never going to be easy. Maybe you could replace the wrap with anothy sleep que, like a lovey or a sleeping bag.