Yeah, it seems they get tooth stuck more frequently the older they get. Soon you will definatly be able to catch it on camera, I guess his mouth just cant keep up with the teeth growing. Don't know if olde bulldogges are like english bulldogs where there teeth are stuck out most of the time?
The tounge pic is really cute!!
I wasn't sure if yours were OEB or not, your tan one is really cute wrinkly. Mine is not so wrinkly as he is loose and floppy around his neck. I still have a hard time figuring out if some bulls are oeb or eb cause it seems most oeb are so different from one another. Just like it is hard for me to tell some ABs from oeb cause alot of AB I've seen are shorter nosed and wrinkly. I guess it is just whatever charateristics the breeder prefered.