* About half the {{Card Carrying Villain}}s in ''AntiheroForHire'' fit this trope.
* Waldo and Steve in the {{webcomic}} ''Webcomic/CollegeRoomiesFromHell'', though they are [[{{Gonk}} far too ugly]] both physically and socially to ever be truly sympathetic.
* Cassiel from ''Webcomic/{{Misfile}}'' desperately wants to be Rumisiel's nemesis and is constantly plotting his downfall. Too bad she makes the [[Anime/{{Pokemon}} Team Rocket]] trio look competent and effective.
* Fructose Riboflavin in ''TheInexplicableAdventuresOfBob,'' who has been [[http://bobadventures.comicgenesis.com/d/20070327.html trying and trying and failing]] to take over the Nemesite Empire for [[http://bobadventures.comicgenesis.com/d/20061223.html so danged long]] that you have [[http://bobadventures.comicgenesis.com/d/20070331.html to pity him, just a little.]]
* The [[http://www.sluggy.com/daily.php?date=081023 Minion Master]] from ''Webcomic/SluggyFreelance''.
** In an alternative universe, [[http://www.sluggy.com/comics/archives/daily/20090910 he's]] Not So Harmless.
* Drizz'l in ''Webcomic/EightBitTheater''. First, he was humiliated when the "true guardian" he bought turned out to be a platypus. Then, he went without a sword for a good majority of the comic and teamed up with the most incompetent antagonists possible. After [[TheStarscream he finally assumed leadership of the Dark Warriors]], his first plan to quit their royal accounting job was an utter embarrassment. Then he was voted off the team (''right'' after finally becoming leader and running a huge, evil castle) and forced to HeelFaceTurn ([[VillainProtagonist sorta]]) and ended up hating the Light Warriors even more. Then the final showdown he was waiting for [[WackyWaySideTribe was interrupted by a pointless election]]. Then his plan to kill everyone else backfired. Then the Fiends who mistook him as the one who summoned them from Hell were unable to kill his teammates because of family ties. Then said Fiends were suddenly killed off (again). Then his plan to take over the world using the [[ArcNumber four]] [[ElementalPowers elemental]] [[CosmicKeystone orbs of light]] came to a quick end when [[DungeonMaster Sarda]] pointed out that they have no idea how to do that. Then said [[PhysicalGod nigh-omnipotent]] [[{{Jerkass}} jackass]] [[AWizardDidIt wizard who did it]] subsequently [[MindRape mind raped]] the whole team and forced them to run away. And finally, [[spoiler: he is the only Very Real Light Warrior unhappy about being credited with saving the world, probably because he never got to be an actual villain and/or due to the whole stupidity of the situation.]]
** [[EverythingTryingToKillYou Everything]] in [[CrapsackWorld the universe]] has [[ButtMonkey two purposes]]: to hurt [[HeroicComedicSociopath Black Mage]] and humiliate Drizz'l.
* The Flaming Prince from ''VanVonHunter''.
* Clubs Deuce from the Midnight Crew [[SpinOff Interlude]] of ''Webcomic/{{Homestuck}}''; the rest of the Midnight Crew are pretty big bumblers too (aside from [[OnlySaneMan Diamonds Droog]]) but can go under FauxAffablyEvil, depending on your personal AlternateCharacterInterpretation. Also amusingly [[NotSoHarmlessVillain subverted]] with Clubs, as [[TheDItz Ditziness]] aside, he has the highest body count of the Midnight Crew. [[CrossesTheLineTwice Mostly by accident]].
** In Act 5 of ''Webcomic/{{Homestuck}}'', Eridan is a genocidal snob who aspires to kill off all the lower-class, land-dwelling trolls. But none of his schemes ever work, no one takes him seriously, and the [[http://mspaintadventures.com/?s=6&p=004339 narration itself]] describes him as an IneffectualSympatheticVillain:
---> [Y]our penchant for mass murder notwithstanding, people tend to regard you as a BIT OF A TOOL.
*** It's later revealed that he really doesn't care about killing people, he's just doing it to stay close to his [[FoeYay hatecrush]]. He also very easily ''could'' have triggered mass-genocide if he wanted to, but actually works to keep it from happening because [[PetTheDog Feferi would be upset otherwise]].
*** Eridan becomes a full-on subversion when [[spoiler:he loses both the [[MoralEventHorizon "sympathetic"]] and "ineffectual" parts in Act 5 Act 2. The crush mentioned in the above line? He kills her as he leaps across the MoralEventHorizon.]]
*** Though he switches right back to ineffectual when [[spoiler: Kanaya comes back from the grave as a vampire and effortlessly fells him. Like a tree.]]
** Jack Noir ''[[BaitTheDog starts]]'' as this. Later into the story...he's significantly less ineffectual or sympathetic.
** Likewise Caliborn comes off as too much of a StupidEvil brat to be a true threat. And than we see how he ended changing his name to [[spoiler: [[BigBad Lord English]]...]]
* Dr. Kinesis in [[http://www.evilplan.thewebcomic.com Evil Plan]]. His technology gets stolen, the other villains laugh at him, and on his minions' first mission, they bump into a brand new superhero.
* In ''Webcomic/ElGoonishShive'', technically, [[spoiler:Magus]] was apparently behind the [[spoiler:v-five Elliot incident]], and tried to manipulate Ellen within some plot that sounds [[{{squick}} quite dubious]]. And is not very good at this. But he's in desperate straits, which isn't even his own fault (unlike Abraham's case). And he's still reluctant to kill a guy who stands in his way even when pushed hard to do it.
** [[http://egscomics.com/?date=2008-04-14 He knows it, too]].
* Kumimi of APTComic, considering how [[SarcasmMode hard she's working towards that "invade the planet" thing.]]
** Well she IS a KeroroGunsou character.
* Jokerella from TheNonAdventuresOfWonderella is... Kind of a mess of self-esteem issues who [[HarmlessVillain isn't really very good at being a supervillain.]]
----