HAH! Syaoran is who I was thinking of the whole time I was reading that.
Hmm... I almost want to say Sasuke in Samurai Deeper Kyo and Yahiko in Rurouni Kenshin fit in a way. No forced crossdressing, though. Both are fixated on The Chick in a little brother way(Yahiko in the typical squabbling little brother way, Sasuke in a more protective "I don't know why anyone would want to hurt or date her, but I'll kill anyone who tries either" way-Guys he's always fighting with? The ones open in their adoration of Yuya.) and in Sasuke's case, also his boss/father figure. Neither has most of the extravagant physical and behavioral mannerisms for that or the other traits that the others listed who I know do, but they do have most of the traits.
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Hmm... I almost want to say Sasuke in Samurai Deeper Kyo and Yahiko in Rurouni Kenshin fit in a way. No forced crossdressing, though. Both are fixated on The Chick in a little brother way(Yahiko in the typical squabbling little brother way, Sasuke in a more protective "I don't know why anyone would want to hurt or date her, but I'll kill anyone who tries either" way-Guys he's always fighting with? The ones open in their adoration of Yuya.) and in Sasuke's case, also his boss/father figure. Neither has most of the extravagant physical and behavioral mannerisms for that or the other traits that the others listed who I know do, but they do have most of the traits.