By and large, the courts have upheld dress codes as a general rule. Your argument is therefore too broad. If you state as a general proposition that a dress code per se violates your right to free speech, your case would be thrown out on a summary judgment.
More problematic are specific expressions which have been cited as being against a dress code. There have been complains against dress codes that have forbidden wearing something that one may complains is a religious expression. For example--if a student wears a T-Shirt with an Islamic symbol, and is ruled to violate the dress code, the student may wish to challenge the dress code on the grounds that it is somehow violative of his religious expression/free speech.
This complaint would probably lose as well. Usually a rule which is applied across the board is less susceptible of a court challenge on first amendment ground.
BTW--Former Clinton prosecutor is currently representing a school district which expelled a student that had something to do with the expression of Bongs for Jesus.
Try to find out this case--google it--it probably would give you much background information insifar as challenges to dress codes on constitutional grounds.
Best of luck! From your buddy in San Antonio.
BSR
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