Special mention must be made of Deadpool Vol. 3 issue #11, in which he went back in time and ended up in Amazing Spider-Man #47. Deadpool and Blind Al take the places of Peter and May Parker. It doubled as a CMoA for artist Pete Woods, who pulled a Forrest Gump on ASM 47 and does a fantastic job of emulating John Romita.
Harry Osborn: What's the scam, hip cat? I thought I'd find you singin' with the squares! Deadpool: What? Harry Osborn: Hangin' with the hard cases— Deadpool: Excuse me? Harry Osborn: Rappin' with the rubes— Deadpool: Are you having a stroke? Speak English!
Another notable moment is in an issue of Spider-Man in which Deadpool was hired to waylay him. Deadpool had paid extra for these sweet Blackest Night tie-in boots, and let that little nugget drop. None other than Geoff Johns endorsed Deadpool's plug. The Merc With The Mouth is money!
One that's kinda a hybrid of Funny and Awesome comes in one of the Preludes to Deadpool Corps. On a jungle island and faced with a bunch of murderous pirates, Deadpool gets shot by a ton of bullets, only to immediatly get back up. He then gets shot by even more bullets, gets up again... and let them know that "Now I get to shoot you."
There was a team-up between Deadpool and Captain Britain where the two of them ended up switching cultures, so that Captain Britain ended up Canadian/American, and Deadpool ended up British. However, thanks to Deadpool's healing factor, Deadpool eventually became SUPA-BRITISH!!! All of the strengths of being British (honor, chivalry, a knightly attitude), with none of the weaknesses (like bad grammar, self-deprecating humor, poor dentistry), except for the one where he couldn't finish off a downed and defenseless opponent.
Marvel vs. Capcom 3 intro: Deadpool appears to be thumbing through a book which could possibly be the script for the game. When Deadpool's the team leader, he says: "Who was I supposed to kill again? Eh, doesn't matter!" If he loses, he says: "You pressed the wrong button!"
When Deadpool triggers the good ol' X-Factor in Marvel vs. Capcom 3: "Anime power up
In this demo of Marvel vs. Capcom 3's Simple Mode, Deadpool drops a "Yo Momma!" during his slide attack and when he defeats Viewtiful Joe in that same vid, he drops this: "I hear bullets taste just like chicken!"
Aside from the fact that Deadpool's backwards walk is the Moonwalk, his winquotes are also a bit of a riot. He even quote Yipes here, albeit a slightly edited version of Yipes' original words (stupid ESRB rules). He also asks Capcom to give him the cover of the next Street Fighter!
Weasel luring Deadpool outside to fight by having the managers announce that the participants of a Bea Arthur lookalike contest are just arriving outside. Deadpool heads outside , only to see a gigantic suit of power armor. Deadpool's reaction? "This guy doesn't look ANYTHING like Bea Arthur!"
In one Deadpool Team Up, Deadpool was paired up with Machine Man. The issue started with Deadpool working on a gun that shoots rabid hamsters into people's faces. And things only get nuttier from there. The issue included the following, in no particular order: Machine Man bursting into Deadpool's not so secret anymore headquarters to make him pay the money he owes an insurance company for all the money he's cost them, Deadpool shooting Machine Man in the face with the previously mentioned Rabid Hamster Gun, Machine Man convincing Deadpool to work with him to take on a villain that was about to cost the insurance company in one day more than Deadpool has in all of his illustrious career, Deadpool and Machine Man causing more than a little property damage taking on a Puppet Master wannabe, Deadpool considering working with the Puppet Master, both of them picking on the wannabe for looking like a girl, Deadpool getting mind controlled and nearly eating a grenade, then Machine Man ruining Deadpool's fun by stopping the Puppet Master by remodeling one of the Puppet Master's puppets to work on him, causing one hostage unbearable agony in the process, Deadpool throwing the puppet out the window, and finally, Deadpool using the Puppet Master's magic puppets to hold a rabid hamster dance party.
Deadpool narrating his own life out loud in the first issue of Vol. 3, and using that as a distraction to take out the southern banana republic goons that were after him. Also, Deadpools wisecracks about the battle armor he bumps into. Also, the wisecracks he throw at Sasquatch during his fight with him. Also, his funeral plans as he shared them with Sasquatch. Aw, hell, the entire first issue of Vol. 3.
Deadpool's fight with Taskmaster in the second issue of Vol. 3! Deadpool kicks his butt using his phat dance moves!
"Notice the lateral movement as he easily evades this blow—" "Notice how I rearrange your face so that solid food is no longer an option—"
In a team-up with Wolverine, Deadpool got to wear one of Jean Grey's fabulous outfits to distract an evil robot. Whilst wearing his own costume under it.
Deadpool performing a Shoryuken punch on Kitty Pryde.
Deadpool writing "Point this end at enemy" on his guns.
One of Blind Al's best moments, in the issue where she's sabotaged all of Deadpool's weapons and told Weasel about it.
Added: Deadpool proving to the B.A.D. Girls that he didn't have that one Ho Yay moment with Cable by dropping his pants in front of the girls, completely forgetting that he was wearing Silver Age Jean Grey girl panties at that time.
Also, Deadpool arguing with himself within his own bio.
The time Deadpool challenged Captain America (or the Eldritch Abomination who was squatting in his body) to a match of Rochambeau for the fate of the world.
Pinned down in a meat freezer while fighting Bullseye, Deadpool needed to think of a way to keep Bullseye from killing him with arrows, when one of his voices tells him to "Be the meat". Out pops Deadpool in a makeshift armor made of frozen pork announcing, "I am the meat!"
And then there's flashback showing that even as a child Deadpool always wanted to dress up in a meat suit and fight somebody.
"He's beating our meat!" when Bullseye attacks the armor with a power saw.
"Say it! SAY IT!" "GET YOUR MEATHOOKS OFFA ME!"
"YEEEEEEAH!!! No." (Deadpool stab Bullseye with the meathook)
Vol. 4, issue #13 had Deadpool agree to rid a resort island of pirates, only if the girl he was talking to would become his navigator... the blind girl.
Then she ended up with Bob.
Deadpool once bought a tug boat for the price of a nuclear sub and then sank it.
When an AIM minion comments that he prefers the Star Wars prequels to the original trilogy, Deadpool blew his head off, pointed his gun at Bill, and commanded him to shout, "JAR-JAR BINKS IS AN ABOMINATION!"
In Vol. 4, issue #15, Deadpool starts talking to the shark he had just eaten most of while adrift at sea, has a crazy hallucination about being on a cruise with a bunch of heroes, asks his inner voice to confirm whether or not San Fransisco was being attacked by breakfast cereal mascots to see if he was still hallucinating, roller bladed around San Fransisco in a stereotypical outfit, and when he attempted to fit in, walked into a Navy bar still dressed like that (complete with Hello, Sailor! and Is It Hot In Here in an attempt to save face), and then ended up in a hostage situation in said bar. Then he joined the X-Men.
Similar to the One Piece navigator shout out above, in Deadpool's team-up with Iron Fist, Deadpool makes an even more blatant anime/manga reference (gotta hit you people over the head, doesn't he?). As the villain and his ninja mooks surrounded him:
Deadpool: I will make you and everyone in this village recognize me, for one day... I will be Hokage! Bystander: Does anything he says ever make any sense?
In a more family-friendly retelling of the Weapon X story, Deadpool narrates and presents the team in a photo laid out like The Brady Bunch. Alice is still in the middle.
When Deadpool insisted on calling every vampire "Dracula." Other characters get caught up in Deadpool's enthusiasm, and adopt the terminology. Even some of the vampires!
From Deadpool Annual #2
Super-bro code: Don't out a fellow super-bro.
For Marvel's 75th anniversary, Deadpool photobombed the covers of various Marvel comics, as well as the poster for The Avengers.
Deadpool once changed the sign on Bruce Banner's office door to "Men's Room".
When recovering from a tabula rasa state in an Agent X comic, the first thing Deadpool did when his memories started coming back? Strip down naked, and show off to both Alex and Sandi while proudly exclaiming, "Winkie! Found a winkie! Boingy boingy boingy boingy!" Needless to say, they didn't enjoy the sight.
After Black Swan turned Deadpool back to normal (relatively speaking), then subsequently got killed by everyone, Deadpool got rather pissed at Alex when remembering when he was "...minding my own winkie in the bathtub, and Alex started beating on Deadpool's poor skull..."
Then we have Gail's contribution to Deadpool's wedding issue, "Eulogy For a Winkie". Let's just say that when Deadpool married the super-strong Outlaw, he realized first-hand that she makes a very painful bedfellow...
In Rocket Raccoon Vol. 2 issue #5, Deadpool briefly appears in a campfire story Groot was telling some kids. While most of the people in the story just repeated "I am Groot!", Deadpool instead played poker with Rocket Raccoon. Then when Deadpool lost, he stabbed his cards with his katana. What's even funnier is that it's never explained how Deadpool got to space in the first place.
In The Despicible Deadpool arc "The Marvel Universe kills Deadpool", Deadpool bought something from some Green-Skinned Space Babe that he thought would give him some awesome powers so that he could have one last dance with every superhero that wanted to take him in (or kill him, whatever worked). But instead, he made everyone around him puke like hell!
Deadpool: Great Odin's swollen prostate! It's like a Russian nesting doll of upchuck.
Other stuff
This fan film, an affectionate parody of the Beauty and the Beast song Gaston staring Deadpool in the role of Gaston.
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