Some time back I read The (sort of) Dark Mage a funny, quirky enjoyable series.
Absolutely loved the black humor.

Any similarly series out there?

In fantasy, there is:
* Into The Abyss (Demons of Astlan) by J.L. Langland: The protagonist is transported to a fantasy world in the body of a demon, complete with horns and hooves. The first novel is quite fun and refreshing, especially the typical reaction of regular people to demons. The sequel wasn't as impressive in my opinion.
* Goblin Quest (Jig the Goblin) by Jim C. Hines: Typical D&D setting, but with various tropes of the genre turned on their heads. As the title implies, the main character is a goblin, a classic low level antagonist in a D&D adventure, except he's rather smart.

For something more Science-Fiction:
* Admiral Who? (Spineward Sectors) by Luke Sky Wachter: The protagonist is put in the role of Admiral of a fleet of spaceships, much to his surprise. His extreme paranoia (with good reason since his family is reputed to be bloodthirsty tyrants) quickly becomes a boon to his survival but also a good source of fun for the readers.
* Confessions of a D-List Supervillain by Jim Bernheimer: The adventures of a mad scientist type villain, think Dr. Octopus to get an idea, in a post-apocalypse setting where most of those damned heroes have been turned into zombies. Fun and good action scenes.
* How to Succeed in Evil by Patrick E. McLean: Another superhero fiction with a villain as protagonist. I haven't read it yet but it's on my plan-to-read list and seems to fit what you asked.


Also check some of the works of A. Lee Martinez, notably: In the Company of Ogres, Monster or Emperor Mollusk versus The Sinister Brain. They all share the same irreverent, and parodic outlook on fantasy/SF fiction and often have traditional villains as protagonists.

https://www.goodreads.com/series/155981-the-unconventional-heroes is very similar and good fun.

Timmy is a necromancer. "To earn his pardon, Timmy is going to have to take down some of Everton’s most dangerous enemies and put together a quirky group of unconventional heroes, most of whom want nothing more than to mangle him and/or the Council in as vicious a way as possible. It’s a good thing that he’s got some help: an obnoxious ten-year-old apprentice who thinks that pink glasses are appropriate for a budding necromancer and a bumbling bureaucrat who may or may not make it through their first real fight without puking his guts up. "

You might try Stuart Grosse's Rules free VRMMO series.

I have read
1. The Princess Bride by William Goldman
2. A Confederacy of Dunces by John Kennedy Toole
and I highly recommend you to read them, these both are most funny and awesome series, and I love to read them again and again, infact I especially bought an adjustable desk from Flexispot coupon code for reading books