Tianakoopa1 made it, SH made it, I though I may join.

10) Zelda x Princess Lana: If I choosed a female x female with Zelda, it would be with Peach.
9) Tails x Cream: See CPRcovet`s journal
8) Prof. Oak x Delia: Teacher x Student? Also Oak exceeds Delia in many years.
7) Twilight x Spike: See CPRcovet`s journal.
6) Mega man x Roll: Its incest, so I dont think it would work. Although its canon one sided in Mega man powerup.
5) Marth/Roy/Ike x Peach/Zelda: Same as before
4) Marth/Roy/Ike x Pit: I think he is too young...
3) Pinkamena (Cupcakes) x Cardy Pyar: See C Arrest x C Pyar in CPRcovet`s journal.
2) Frollo x Esmeralda: To be honest, Frollo`s song made me feel a bit of pity on him, but still no, he almost killed her. I prefer Frothel to be honest.
1) Samus x Pikachu: Pokephilia? Seriously?
0) Mr. Mime x Red: ...No comment.