in my moby I always wear bailey facing me. I just loosen it a bit and bounce til she slides down a little bit

I then lift my shirt and pull my boob up out of my bra and tank (as a PP said I too always where a tank under my shirt) getting her on is no problem and the shoulder part of the wrap goes right over her head providing tons of privacy, not even my husband knows i am nursing her.
only problem I have found is getting my top shirt back down in the wrap, its all reaching in between the wrap and wiggling around lol...