1) Are they Shipped discreetly?
Absolutely, if you buy them from Northshore. They are a really good company. There's even one of their guys on this site (NorthshoreAdam). He's very helpful. I contacted him awhile back because I accidentally order the wrong size. He got me in touch with someone in the returns department, and she helped me do the return and get them exchanged. Everything I've ever got from them has been in unmarked brown boxes. The only wording on the whole box has been on the shipping label. It's got their name and address. The name just says "Northshore". Just to be safe, I always add "discreet shipping" in the comments area on my order.
2)I can't speak to this one. Not sure. Maybe someone else can answer. They do have a video on their site with the Northshore briefs that shows some of the steps to help get them more flexible. I always add an additional step, that the video doesn't show. I always working it around to help fluff it up more and make it more flexible.
3) Mmmm...ummm...never really thought about that until now. I think the Northshore's crinkle more. But I'm not sure. Like I said, I've never really thought about that one before.