On October 25, writer Gerry Duggan and artist Scott Koblish send Deadpool back down villainy lane with DESPICABLE DEADPOOL #288!

Wade has been trying to play the hero—with limited success—for far too long. Now he breaks bad again, Deadpool style.

“It’s hard to blame Wade for the events that precipitated Secret Empire. He got all the credit for the bad things he did, and none of the props for the decent stuff,” explains Duggan, “Wade had done so much wrong before he ever heard Cap say the words ‘Hail Hydra’ that once he did he was already stuck on his side. Now his life has burned down. Sad!”

To prepare for this wicked road trip, we took time to highlight some of Deadpool’s more questionable stops in his recent history…“Like that time he uppercutted Kitty,” suggests Duggan. And with that, we’re off!

The Metaphor in the Room – DEADPOOL #2 (2012)

Weirdo zombie presidents attempt to take over the world, so S.H.I.E.L.D. decides to send Deadpool to hunt them down in an attempt to avoid the PR nightmare of, say, Captain America publically beating down our beloved former leaders.

In this issue, he finds Teddy Roosevelt doing what he does—big game hunting in the treacherous wilds of the Los Angeles Zoo—and…long story short, Deadpool sets a live elephant on fire. In his defense he did warn the elephant first! Sort of!

Quick, a Distraction! – DEADPOOL #11 (2012)

The demon Ventis hires—cough, blackmails, cough—Deadpool into killing people on his behalf. Wade gets hot on the trail of a victim when he runs into the devil of Hell’s Kitchen.

The two don’t exactly see eye-to-eye and Daredevil succeeds in hogtying the Regenerating Degenerate. However, he makes the mistake of thinking that Deadpool plays by the rules (tisk-tisk, Matt!), allowing Wade to up and shoot a random guy on the street to escape. Solid distraction but dang, that’s cold.

Baiting the Enemy – DEADPOOL #5 (2015)

Less hurting-random-people-and-animals and more standard bad parenting for this one. Madcap wants Wade to suffer and threatens to kill his daughter, Ellie, to make it so. In response, Wade beats him to the punch and deliberately uses his daughter like chum in the water to bait Madcap into the open. Luckily, Quicksilver manages to get Ellie out of harm’s way at the last moment.

Come on, Wade. If you’re not careful, you’ll end up with a morally-ambiguous, violence-desensitized kid on your hands. Break the cycle, dude!

Deadpool Kills Everyone – DEADPOOL KILLS THE MARVEL UNIVERSE (2012)

Let’s just breeze right over this one; we all remember DEADPOOL KILLS THE MARVEL UNIVERSE. You can’t forget the crazed mercenary shooting Spidey in the face, making it rain hero chunks after blowing up the Avengers Mansion, and of course, the piéce de résistance, turning Beast into a fur cape.

Oh and of course there’s DEADPOOL KILLS THE MARVEL UNIVERSE AGAIN (2017)—because if there’s one thing Deadpool excels at, it’s beating a dead horse…or just dead bodies of any kind, really.

Deadpool Kills Everyone Else – DEADPOOL: CLASSICS KILLUSTRATED (2013)

With everyone in the Marvel Universe six feet under, Deadpool branches out into new fictional timelines to find new victims in DEADPOOL KILLUSTRATED. With the help of his enslaved mad scientist core, Wade finds a way into some of our favorite storylines to do what he does best: murder everything that moves. I guess he gets points for not discriminating? His victims include Moby Dick, Tom Sawyer, Dracula, “The Jungle Book” animals, the Three Musketeers, and basically every other literary character you ever read about in school. English teachers, avert thine eyes!

Blinding Horror – DEADPOOL #14 (1997)

Deadpool keeps a blind old woman as a prisoner! But that’s not all! After finding an opportune moment to escape, the woman—named Blind Al—runs away to Maine to hide out with a friend named Tommy, in the belief that Wade won’t be able to track her there. But after a 3,000 mile journey, Blind Al arrives at Tommy’s house only to find Wade waiting inside with a mutilated Tommy—a next level psychopath ploy to ensure that Al stays with him of her own accord.

And people call this guy a hero!?

Find out what depraved deeds Deadpool adds to his list of indiscretions in DESPICABLE DEADPOOL #288, by writer Gerry Duggan and artist Scott Koblish, on October 25!