Hey Kaytee - as far as wrapping as a sleep cue, I wrap DS but I wait till he's asleep to do it.

At night before his first sleep I sit on the couch with just a lamp on & feed him with a bunny rug just laying over him & shielding his face. He feeds sleepily, I burp him with him snuggled into the bunny, then when he's really asleep I'll lay his bunny out & wrap him & then put him down for the night in his basinette.

Not sure if this helps or not. This works for me as I know DS will go down for a good sleep if I can move him to wrap him. If he wakes up, he wouldn't have stayed down anyway.