Cyril (TA&TPV) / Dean Winchester (Supernatural) / The Tier / Coming in one's pants
Luke fon Fabre (Tales of the Abyss) / Spencer Reid (Criminal Minds) / Post Office / Underage partner or chan (adolescent)
Thor Odison (MCU) / Ferris Bueller (FBDO) / Post Office / Castration (full or partial; castratos/eunuchs)
Rion Steiner (Galerians) / Itachi Uchiha (Naruto) / All-purpose ampitheater / Violent and dark natures
Luke von Fabre (Tales of the Abyss) / Snowman (Homestuck) / Sector 1 / Clothes fetishization AAAAAUGJAHGJK!!!!
Wheatley (Portal) / Cyril (TA&TPV) / Horse Stables / Prostitutes
Incubator (Madoka Magica) / Birdman (Galerians) / The Bakery / Preferential treatment
Cain (Galerians) / Richie Foley (DCAU: Static Shock) / Chill / Pretending to be gay
Tim Drake (DC Comics) / Ritsuka Aoyagi (Loveless) / Training Hall / Paraphilia
Also I keep getting cross marian and little girls
Cain (Galerians) / Snowman (Homestuck) / Quatro Park / Swallowing (come)
Ventus (Kingdom Hearts) / Spike (BtVS) / Sector 2 / Aliens make them have sex
Painwheel (Skullgirls) / Zero Kiryuu (Vampire Knight) / Swimming Pool / Dystopian worlds/events
Rion Steiner (Galerians) / Miranda Lotto (D.Gray-man) / The Rusty Spoon / Smarm (intense friendship, no actual sex)
Quinn Fabray (Glee) / Ritsuka Aoyagi (Loveless) / Sector 0 / Cock worship
Tyki Mikk (D.Gray-man) / Venom/Eddie Brock (Marvel Comics) / Defense Team HQ / Courtesans or geishas
Luke von Fabre (Tales of the Abyss) / Tyki Mikk (D.Gray-man) / Fusion / Collars (slave)
.... sigh.... but what if I just want it
Haine Remmsteiner (DOGS) / Quinn Fabray (Glee) / Little Earth / Forced feminization