Top 10 Most Lovable Fictional Creeps

Mainly focusing on characters that act like weird and creepy stalkers
The Top Ten
1 Willy Wonka - Willy Wonka and the Chocolate Factory Willy Wonka is a fictional character appearing in British author Roald Dahl's 1964 children's novel Charlie and the Chocolate Factory and its 1972 sequel Charlie and the Great Glass Elevator. He is the eccentric owner of the Wonka Chocolate Factory.

Stalks an entire group of children all around his giant world's-largest candy FACTORY and is understandably hilariously unsettling while doing so

2 Ren Hoëk - Ren & Stimpy Show
3 Robbie Rotten - Lazy Town Robbie Rotten (played by Stefán Karl Stefánsson) is a lazy man who continuously formulates feckless schemes in which he masquerades in a disguise to lure the residents away from their newly-active lifestyles. He passionately abhors the influence of Stephanie and Sportacus on the townspeople. A number of his plans are intended to do away with them. Ironically, Robbie places so much effort into his schemes that he becomes one of LazyTown's most active citizens. Since late 2016, Robbie Rotten became a pop culture phenomenon with the “We Are Number One” meme.

Mentally deranged, deeply spoiled and hilariously eccentric/flamboyant manchild with a more-than-slightly implied gay crush on Sportacus

4 GLaDOS - Portal GLaDOS is a fictional artificially intelligent computer system appearing in the video games Portal and Portal 2. The character was created by Erik Wolpaw and Kim Swift and voiced by Ellen McLain.

Same here as with Ren, honestly

5 Mr. Garrison - South Park Herbert Garrison is a recurring character in the American animated television series South Park. He is voiced by Trey Parker.

"Dirty old man" doesn't even BEGIN to describe this hypocritically homophobic, violently bigoted and unspeakably perverted nutcase, yet he's easily by far one of the funniest characters in the entire show if not THE funniest

6 Master Roshi - Dragon Ball Master Roshi is an anime fictional character from the anime series, Dragon Ball Z, created by Akira Toriyama.

He raised Goku and loves the ladies

7 Kazuichi Soda - Danganronpa 2

Between his incredibly unsettling facial features/expressions and his deeply rooted machinery/sadomasochism fetishes, Souda is a pretty charmingly complete package of general socially-awkward creepiness to say the least

8 Filburt - Rocko's Modern Life Filburt Shellbach is a main and supporting character of the cartoon Rocko's Modern Life and the comic book series of the same name.
9 HIM - The Powerpuff Girls
10 G-Man - Half Life

"The RIGHT...man in the wrong PLACE...can make ALL the DIFF-erence IN THE WORLD...so, WAKE UP, Mister Freeman...wake up and...SMELL THE ASHES..."

The Contenders
11 Herbert The Pervert - Family Guy
12 Dr. Algernop Krieger - Archer
13 Creeper - Minecraft

The name says it all

14 Gord - Freddy Got Fingered
15 Wario - Super Mario Bros Wario is a character in Nintendo's Mario series who was originally designed as an antagonist to Mario. His motives are driven by greed and he will take the side of whoever will give him the most pay. Although he may seem like just a mean man with no heart, he does have a very tragic past.
16 Waluigi - Super Mario Bros Waluigi is a lanky self-centered, brusque young lad as he is considered evil and the main rival of Luigi. Waluigi is shown causing local havoc in most games he appears in alongside his partner Wario. Waluigi is not instinctively evil or the antagonist (not counting DDR), as a matter of fact, he shows ...read more.
17 Beavis - Beavis & Butt-Head Beavis is a fictional character. He is one of the young teenaged protagonists on the MTV animated series Beavis and Butt-head.
18 Burgerpants - Undertale Burgerpants is a vendor in the 2015 RPG video game Undertale, who sells various kinds of fast food working in MTT Resort, such as a hamburger dubbed "Glamburger", ice cream dubbed "Starfait", and even a steak in the shape of Mettaton's, his employer, face.
19 Nozomi Tojo (Toujou) - Love Live School Idol Project
20 Subaru Nakajima - Magical Girl Lyrical Nanoha
21 Nico Yazawa - Love Live! School Idol Project Nico Yazawa is one of the nine main characters and one of the members of Muse (µ's) in the Love Live multimedia franchise. Her catchphrase, "Nico-nico-nii!" has become a semi-popular internet meme.
22 Mari Ohara - Love Live! Sunshine!!
23 Yoshiko Tsushima - Love Live! Sunshine!!
24 Moe Szyslak - The Simpsons
25 Howard Wolowitz - The Big Bang Theory Howard Joel Wolowitz, M.Eng is a fictional character on the CBS television series The Big Bang Theory, portrayed by actor Simon Helberg.
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