Legend of Lu Zhen - the male and female leads’ sidekicks have a really cute relationship and the male lead sidekick is very cutesy and helps with comic relief
Untouchable Lovers - not quite as cutesy a sidekick as other dramas, but I appreciate the loyalty from Rong Zhi’s sideman. He also has a very endearing semi one sided love for the main female’s sidekick.
Nirvana in Fire - Fei Liu and Meng Zhi - i’d Really only consider Fei Liu as Hu Ge’s Mei Chang Su’s sidekick, but the two of them especially together have such comedic and entertaining interactions - especially for such a weighty drama like NIF
Prince of Lan Ling - George Hu’s character (Prince of An De) is like almost half sidekick/half second male lead? Regardless he’s one of my favorites from the drama and brings a good bright vibe to the drama
(Modern) Love o2o - the male lead has a group of friends/sidekicks kind of that have a great combo of personalities and good chemistry. Honestly loved all their scenes together
I honestly can’t think of any historical dramas that have the male lead as the cutesy comic relief character simply because most dramas (and definitely historical) the male lead is always the heroic, valiant, etc. male lead so the comic relief cutesy male lead is in short supply.
I’d maybe throw Perfect Couple’s male lead Jin yuan Bao (Wallace Huo) up there because I remember him being fairly comedic (but that was more the style of the characters cause most of them had comedic moments.)
As a modern K drama - Strong Woman do Bong Soon, the male lead was definitely the cute comedic one of the bunch.