From experience, just memorizing the numbers would be way easier (I did 250 in middle school), but here's my idea:
* Wear pants
* Wire up 10 coin-button-type vibrating motors to a mobile device (with a USB hub and USB-DC adapters, or something to that effect)
* Tape one motor under each of your toes
* Tape the mobile device somewhere inside your clothes that won't be too visible or affect your comfort/posture too much
* Run the wires through your clothes
* Have a program play the digits of pi through the motors with each toe mapped to a different digit
* Ideally you would also be able to start, stop, restart, and rewind at will; maybe this could be handled through buttons behind/under your heels with each action mapped to a short press or long press