I actually wanted to make a thread like this when I realized that I couldn’t think of a great eroge protagonist, but could easily name a dozen decent supporting characters.
My favorite would be Suginami from Da Capo II, he is absolutely awesome, he made that pretty mediocre game worth my money. Suginami from the first game was great, but the “Mark II” is just plain perfect. Character art and voice acting fit each other like a glove. Dialogues are side-splittingly funny. It’s too bad that the story of his rivalry with Mayuki wasn’t explored as much as I’d like.
Another great, great sidekick is Murakami from KIRAKIRA. Overdrive sure know how to create comedy relief characters (all guys from Edelweiss are fantastic too), but Murakami takes the cake, mainly due to insane character art and personality/appearance mismatch that made me literally LOL so many times.