I can't carry a J-frame 637 Airweight in my pocket regardless of pants type. In jeans or dress pants, and I wear them baggy, it looks like I've got, well, a j-frame or at least my wallet in my front pocket.
Not to mention I don't feel that it's a discreet method of carry for me, I also find it damn uncomfortable.
Now I'm not saying it can't be done, lots of guys on here carry that way, I'm just saying it doesn't work at all for me.