Here's one of my ideas, i'll do the other tomorrow and post it.
The idea here was obviously to imitate the Obey Giant logo (link). I was wanting to change the text slightly possibly. At first I was thinking of having it say 'Oh B', so that the emphasis would be on B for pretty obvious reasons. But then I thought, nah, having it say Obey is cooler, because it aligns itself with all the other Obey stuff, rather than feeling more of an imitation. It also makes it less of a joke which I like, makes it more sincere and less childish (although afterall it is a picture of a strawberry with a clock on).
Also I was thinking about emphasizing the B, making it like how 'B' usually is (Times new roman or whatever) and keeping the rest of the letters how they are now, but then, again, I thought nah, it'd look a bit silly and i'd rather have the shirt be more sincere and more mesmerizing to passers by.
By the way, the inspiration for the shading on the clock definetly has come from the Clock day layout edit. So what I was thinking, is if you'd like, Jeff redraw the logo alot better. To be honest this is just a quicky to get the idea down, Ive not got the time to really finish it right now.
----------
OBEY CLOCK