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Itsuki is constantly smiling and always speaks in a formal and polite manner. He is also prone to giving long and detailed explanations, usually illustrated by exaggerated hand gestures. Itsuki has confirmed to Kyon once that his outer personality is merely an artificial image he fakes in accordance to Haruhi's impression of him, and hints that his true character is something quite different, being "less pleasing" in the eyes of others. Maintaining his casual, constantly smiling self, however, is vital for keeping Haruhi's mentality balanced.
Out of the four Brigade members, Kyon is the least fond of Itsuki. He often finds himself annoyed with Itsuki's plastic smile, his willingness to acquiesce to Haruhi's outrageous schemes, playful teasing and his various forays into his psychological and philosophical theories (e.g., omphalos hypothesis, Anthropic principle, etc.). He is also distrustful of Itsuki's intentions, comparing him to Yuki Nagato when it comes to deciphering his expressions. Itsuki's fondness for speculation often causes him to produce explanations for situations involving the SOS Brigade, its members and related events. Ironically, Itsuki can only share his theories with Kyon and also enthusiastically plays different kinds of board games with him to pass the time, despite losing all the time, although Kyon suspects that he may be doing so on purpose.
Although Itsuki was named official second-in-command by Haruhi for providing the Brigade a place for their vacation/mystery investigation (Remote Island Syndrome Part I), this title appears to be little more than formality since, in every aspect, Kyon is still technically Haruhi's right-hand man.
During episode seven of the anime (Mystérique Sign), when the SOS members are trapped in a mimicry of closed space, Itsuki displays some of his esper abilities fighting the cricket Shinjin with Yuki Nagato. His esper attacks are named "Fumoffu" and "Second Raid", both references to the mecha anime Full Metal Panic!.
(Copypasta from wikipedia)
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