These started out as some doodles, but then I ended up finishing them.
Okay, from left to right:
Line 1: Dr. Venture (Rattata), Hank (Pikachu), Dean (Pichu), Brock (Zangoose)
Line 2: The Monarch (Butterfree), Dr. Girlfriend (Delcatty), 21 (Sentret), 24 (Pidgey)
Line 3: Billy (Maril), Pete (Togekiss), Phantom Limb (Banette), Molotov (Seviper)
Line 4: The Alchemist (Abra), Dr. Orpheus (Umbreon), Jefferson Twilight (Lucario), Trianna (Eevee)
Line 5: Myra (Raichu), J.J. (Floatzel), Underbeit (Slaking), Sgt. Hatred (Charazard)
Venture Bros. and Pokemon = not mine