I chose to use braces as most images I uploaded of nerds had them on the person, they also refer to that style of person.

They are stereotypical to be worn by nerds or geeks.

I will wear the cheque shirt also as it looks like it would be worn by a young person or someone who doesn't really care for their dress sense.

The obvious use of the glasses is clear. Tape down the middle to show there broken or have been broken by someone, they bring out the geekyness.