No, you don't "have" to. Several members here do, and they have their reasons, and several don't, and again have their reasons.
In general, wearing undergarments is encouraged if you're doing something where the chance of accidental exposure is high, like highland dancing.
Many of the kilted prefer going traditional because of comfort and, well, tradition.
P.S. It's called "regimental" with the kilt
An uair a théid an gobhainn air bhathal 'se is feàrr a bhi réidh ris.
(When the smith gets wildly excited, 'tis best to agree with him.)
Kiltio Ergo Sum.
I Kilt, therefore I am. -McClef
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