Junko Enoshima’s Despair Diary – Entry: Vanilla Catastrophe
Ughhh, seriously? After EVERYTHING? Giant cocks splitting me open like I was a cheap onahole, gangbangs that lasted days until my holes were swollen meat-sleeves, being chained in that disgusting public bathroom while an entire city took turns using my body like a free cum-dumpster for months… I thought I’d finally hit rock-bottom despair. My pussy and asshole were ruined masterpieces, loose, dripping, claimed by thousands. But no true despair. Just boredom. Monotonous, predictable, empty pleasure-pain that stopped exciting me weeks ago.
So here I am, Junko Enoshima, Ultimate Despair, 18 and desperate enough to try… vanilla. With HIM. Some plain guy with a cute little dick. Smaller than my pinky when soft. Pathetic. I posed for him first, striking my best supermodel despair-pose in the dim room—hips cocked, chest out, that signature wild grin plastered on my face. “C’mon, loser~ Take in the view before you disappoint me like everyone else!”
He stepped close, eyes calm, almost gentle. His hands were steady as he peeled my clothes off slowly. No ripping, no slapping, no choking. Just… removing them. My jacket, blouse, skirt, lingerie—all gone like he was unwrapping something precious. My massive tits bounced free, my extremely used pussy already glistening from habit, my whore asshole twitching from muscle memory of brutal invasions. I dropped to my knees dramatically. “Time for the main event, small-fry. Make me despair or I’ll—”
I took his small cock in my mouth. It fit so easily. No jaw ache, no gagging. Just warm, smooth skin. I sucked him lazily at first, swirling my tongue, expecting nothing. But he groaned softly, fingers threading gently through my blonde hair, guiding without forcing. Something in the way he touched me… different. I sucked harder, hollowing my cheeks, looking up with my trademark crazy eyes. His hips moved in slow, deliberate thrusts. Not skull-fucking. Loving it. My pussy throbbed unexpectedly.
He pulled me up and laid me on the bed. Missionary first. Boring. His small penis slid into my ruined, sloppy cunt with almost no resistance. “Hah… see? Nothing there for me, tiny boy~” I laughed, but the position felt… off. Too shallow? I shifted, trying to find friction, but it wasn’t hitting anything good. I was about to fake a moan when he changed everything.
He grabbed my hips firmly, flipped me like I weighed nothing, and handled me like a bitch in heat. Doggy, then prone bone, lifting my ass high while he thrust with perfect rhythm. That small cock—somehow—rubbed exactly where it mattered. My overused walls clenched around him, sensitive from all the abuse, and the gentleness mixed with his sudden dominance made my brain short-circuit. “W-what the—? Ahh~!” I wasn’t acting anymore. He fucked me like he knew every ruined inch, steady, deep enough, controlling my body effortlessly. Thousands of men, giant dicks, and this small one was making me wetter than ever. I came close, trembling, until he groaned and pumped his load deep in my pussy. Hot, thick spurts. I shuddered.
But he wasn’t done. He pulled out, aimed at my gaping, city-fucked asshole. “No way… that tiny thing in there?” I scoffed, but my voice cracked. He pushed in slowly. Even after monster cocks had wrecked it for months, his small penis felt… intimate. Filling just right. No pain. Just delicious pressure. He fucked my ass with the same masterful control—slow at first, then harder, gripping my waist, slapping my ass lightly, whispering filthy praises. My body betrayed me completely.
Ecstasy exploded through me. My first true orgasm—real, soul-shaking, not the fake despair-tinged spasms I’d faked for years. “Fuuuuck—! Yes! Right there, you bastard!” I screamed, eyes rolling back, drooling, pussy squirting onto the sheets while my asshole milked his small cock like it was made for me. Waves of pure bliss crashed over my despair-craving mind. No pain. No humiliation. Just perfect, vanilla pleasure I’d never known.
He came deep in my anus too, flooding my wrecked hole with warm cum. I collapsed, twitching, smiling like an idiot. Not despair… but pure ecstasy. Junko Enoshima, broken by the smallest, kindest cock she’d ever tried.
Who knew vanilla could ruin the Ultimate Despair? 
