Being a collector of things I really really don't NEED, I have a TON of shirts with sayings. Among my favs:
"I can do everything your last boyfriend couldn't." "Spank me- it's my birthday." "Who needs cable? (I have some rope that will work just fine)" "I don't want to hurt you right now (but it is on my list)"
Also, I saw two onesies (the little snap-ups that babies wear) in a shop the other day that were cool: "I'm what happened in Vegas" "My favorite flavor is NIPPLE"
wicked jester has got some nice ones, "I leave bite marks," is a favorite. in my laundry pile; "Silence is Golden, Ductape is Silver," "Does not play well with others," "For a religion so opposed to Paganism, You sure stole a lot of our stuff," and shows a monk carting off a wheel barrel full of bunnies, trees, jack o lanterns...
Do you know how many people would not understand the last one?
I got one short for my little brother (at the time 6'4, and about 350 or so) that has in really little letters on the chest "You'll regret reading this shirt when the officers ask you to describe my face" He and I have matching "I am not trying to be difficult, it just comes naturally" I also have "Lead me not into temptation, I can find it myself thanks." Mom got me a Big Dogs shirt that says "Just put down the coffee and back away slowly. No one wil get hurt" I also found one thats called Caffiene Marines, and the emblem over the shoulder says "Death before Decaf!" And one spoof shirt I love its 3 marshmallow chicks with lots of gold jewelry and their hats on backwards looking about as ghetto as a marshmallow chick can manage, that says in grafitti tag script "respectin my peeps"
I saw one at lattitude 22 in Cabo hanging on the wall- It has a picture of a plane flying low, through a moonlit sky, throwing big bales out into the sea, and boat picking em up and it said "SAVE THE BALES" across the bottom. LOLOL