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Table Top Games
Eyeball beholderkin from . They have huge central eyes, magic-beam-shooting eyestalks, and fanged mouths like their larger, more dangerous relatives — and are Dungeons & Dragons about the size of large grapefruit.
Also imps and quasits from the same game.
While we're at it, most baby dragons don't look very much better than their adult forms, but are still able to pull this off. Especially blue dragons, for some reason.
Blue dragon wyrmlings ◊ have huge eyes, faces that look like they've run face-first into a brick wall, big ears (which no other chromatic dragon has) and nubby horns. They're like spiky blue pugs the size of golden retrievers.
Pseudodragons ◊. Also described as having 'the personality of a common housecat'. D'awww, I want one!
Though often hated by most, Flumphs embody this trait. Think of a pancake crossed with an octopus floating around and you've got the idea.
Goblins and Kobolds. Two races of three-foot-tall people whose apparent racial destiny is to be killed by first-level PCs - you have to feel for them a little.
Cutebolds are the logical conclusion of this trope.
goblins are the game's Pathfinder Mascot Mook for a reason. They're a race of cartoonishly stupid pyromaniac murderous chibis with a penchant for morbid little songs and wacky antics.
has several. Who'd have thought that a Magic: The Gathering psycho killer named Murderous Redcap could be so huggable? Or that a slimy eyeless... thing...like a mossdog looks like it would make a good pet? To say nothing of a few of the Tyranid / Zerglike Slivers.
has a race of Warhammer 40,000 Orks who are so exaggerated and silly, some find them oddly adorable. Everyone else finds them Crazy Awesome.
The Orks' pet Squigs solidly fall into this category, as do Gretchin on occasion.
Chaos has Nurglings; rotund little goblinoid daemons who can often be seen clinging to their larger kin. Possibly the most adorable pustulent hellspawn you will ever meet.
Popular fan character Cultist-chan definitely qualifies as well. She'll cahptoor your heart.
Pygmy trolls and troll whelps in Iron Kingdoms.