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1.
When your dumb ass is so dumb that you need to wear a helmet when doing normal activities such as riding the short bus or sleeping. Also, randomly dropping face first out of nowhere may be a side effect.
Dave's dumb ass fell straight out of his chair the other night and ate carpet, luckily he was wearing his thinking-cap.
by Sloth Fucker October 07, 2013
 
2.
Condom
Time to put on my thinking cap.
by RichardInTheBox January 15, 2012