Skyrim: A Sorcerer's Tale - Chapter 334 - LX: The Ravaging

After his first college party, Dallion woke up in a small room without doors or windows. Next thing he knew, he woke up as an “awakened” in a small medieval village in the middle of nowhere. Now all he needs to do is figure what the heck is going on. And what’s the big deal with being awakened anyway?!

Sunless once wondered why the stars shone so brightly, despite being far out of reach. There was a scientific explanation out there, but he didn’t care about that. If the world wanted to spite him, he’d spite the world back.Sunny will reach for the stars, grasp them, and crush them, drowning the universe with a lightless sky.

Leo had a problem. Don't be like Leo!It wasn't that he was poor. It wasn't that he was unlucky. It was that he had been cursed, or blessed by the Accidental Tycoon System.The rules were deceptively simple. Any money he lost on an investment would be returned to him, doubled. And any money he gained, aside from system reimbursement couldn't be used by him on himself.His life's new mission was crystal clear. He had to go bankrupt.In a high-tech world of S-Rank Heroes, magic, and newly-contacted alien civilizations, this should have been the easiest thing to achieve in the galaxy. He just had to become the biggest, most spectacular loser the universe had ever seen.So, he tried. Oh, how he tried...He threw billions at publishing a dungeon guide written by a 10-year-old. The maps were in crayon, and it listed the final boss as a Big Grumpy Badger.[Breaking: New S-Rank dungeon called 'The Whispering Labyrinth' appears! All high-tech mapping drones fail. A lost F-Rank porter used the crayon guide... and it's 100% accurate. The final boss is a 50-foot divine badger. The Galactic Union has declared the guide a 'holy text' for exploration!]He bought the galaxy's most useless moon, planning to build a 'Museum of Paint'.[Alert: Ancient magical ley-lines discovered under the moon's surface! It's the only place in the universe that can safely grow the 'Star-Lotus,' the key ingredient for immortality!]To the Intergalactic Hero's Guild, the Magic Academies, and the Alien Federations, Leo was the god of investment whose every move was like 5D chess that ordinary people couldn't understand.Heroes would soar with his sponsorship. Alien emperors offered him their daughters' hands in marriage for a single 'tip'.But Leo just stared at his bank account, which now displayed his wealth that he couldn't use on himself, with tears streaming down his face.“Please,” he cried, “I'm trying to fail! Why won't you just let me be poor?!”

[IMPORTANT: 18+, Harem, No NTR, No Yuri, Transmigration, MILFS][Warning: My Stories can be slow-paced, but give the free chapters a try before you decide to continue or not, because I tend to focus on plot, grammar and loopholes. I won't say I am a 10/10, but I am pretty good at 8/10]Leo was your average Otaku who lived for just three things: Eldora Online, Ramen and sexy MILFs.Well, he had 2 things out of those 3. But things he was longing for the most, was way out of his reach. In fact, let alone MILFs, he did not have a single regular flat chested immature girls throwing tantrum in his life.So all he had was those AV videos that he played every night and fapped to the smooth skin, the constant moaning and the exhilarating climax of those women he could never have.But the Goddess of Lust actually had different plans for him. The poor Goddess actually made a mistake, she accidentally killed Leo.But the kind Goddess was quick to rectify her mistake (Or maybe she just didn't want it to show on her Annual Assessment Report).But whatever the case might be, she was quick to rectify it.And with that, Leo was transported to a brand new world. But this time not alone. He had Aiva, his personal AI system with him to make sure he does not end up dead pretty soon.Now it is up to Leo, he wants to quietly live his life in the new world like he has been doing all along, or is he going to start with a bang, and make this new world kneel in front of him. Because every time he dies, he would be transferred to an another world. Be it a Magical Kingdom, post apocalyptic world, or a cyberpunk fantasy.And yes, let us not forget the Harem full of MILFs that is going to be all around Leo.