Deadpool is a hero who has never been shy about his romantic interests.
His flirtatious advances add a nice little flare to his stories, and they’re endearing
AF.
So today, we’re talking about the characters the merc with the mouth has knocked boots
with, with our list of the top 10 superheroes Deadpool has hooked up with!
Also, despite being a sexually fluid character, we’ve never fully seen Deadpool hook up
with a dude in the comics, so all of the characters on this list identify as female.
(And hey, if we’re wrong about that, please give us a shout in the comments below, because
we’d love to know).
So, with that in mind, let’s get to it!
10 Black Widow No, not THAT Black Widow.
Well actually, it might have technically been, because at the time, Natasha was Yelena in
disguise.
Regardless, we’re talking the second most prominent women to hold that mantle, Yelena
Belova.
Belova, who first appeared in Inhumans issue 5 in 1999, would have a real brief fling with
the merc with a mouth when Yelena was the leader of Norman Osborn’s Thunderbolts team.
Also sort of.
Deadpool, who has pissed off Osborn pretty heavily, was targeted by the team, and in
battle, took out the other members of the Thunderbolts, no sweat, but found himself
struggling against Yelena.
Impressed by her combat skills and her looks, he attempted to woo her, but slowly, his charm
grew on her, and it led to a surprising kiss.
Deadpool was likening her to Death, one of his biggest loves (more on that later) so
he declared his love for Yelena.
You can imagine how that worked out.
9 Siryn Siryn, aka Theresa Cassidy, is the daughter
of Banshee (a name she would eventually use as her alias in honour of her late father).
First introduced in 1981’s Spider-Woman issue 37, she’s a mutant with a few nifty
tricks up her sleeve, which include her sonic scream, sound manipulation, flight, hypnosis,
teleportation, and of course, immortality.
The two first met when they were on a mission to fight Black Tom Cassidy and Juggernaut.
There was a sweet moment when she saw him without his mask and then re-enforced his
confidence, and the two hit it off from there.
But unfortunately, they weren’t end game.
Typhoid Mary would put a riff in their relationship when she disguised herself as Siryn and then
slept with Deadpool.
To make matters worse, when Siryn wanted to try to fix things, Copycat, another one of
Deadpool’s romantic interests we’ll be touching on later, disguised herself as Deadpool
and then assaulted Siryn.
Things only got worse from there, with the two of them later having a one night stand
during a dark period in Siryn’s life, with her then stating the romance was over for
good.
8 Orksa Orska is a character who first appeared in
Deadpool volume 2 issue 33 in 2011.
She’s an alien who runs Funtzel Intergalactic Towing and Recovery, and has married a slew
of characters in the past whose names she has tattooed to her arm.
When Deadpool shows up at the Funtzel station, having killed one of those husbands, she assaults
him.
So what does DP do?
He gives her a big ol smooch, which calsm her down, but believes the kiss was a marriage
proposal.
She actually ends up helping save Wade during a mission (one in which another alien named
Obb who loves Orksa is trying to kill DP).
Wade was severely injured though, with wounds that normally would have killed him if it
wasn’t for his healing factor.
While he heals, Orksa and Obb fall in love, and because his wounds should have killed
Wade, he’s considered dead, which is the one requirement necessary to allow for a ‘space
divorce’ between him and Orksa to happen.
7 Wasp Deadpool has hooked up with many people over
the years, some of which are pretty darn surprising.
Perhaps one of the most shocking is the woman who named the Avengers herself, one of the
founding members, Janet Van Dyne, aka the Wasp!
Now to be fair, this went down during Deadpool’s Secret Secret Wars, in which he was revealed
to had been present for Secret Wars.
During this, his face had been healed by an extraterrestrial healer, and he was handsome
as hell, managing to swoon Wasp, who at the time was the leader of the Avengers.
As she puts in, while they lie in bed with one another “well, that was unexpected.”
It’s revealed that at the end of the Secret Secret Wars, Deadpool’s wish was that he
had never been there, which explains his absence (although, in reality, it was due to him not
having been created yet).
6 Satana Hellstrom Satana Hellstrom, often referred to as just
Satana, is the daughter of Satan, and sister of Daimon Hellstrom, who is often referred
to as just Hellstrom.
Oh family ties.
As a child, after the death of her mother, she was taken down into the depths of hell
by her father to train her in her demonic powers.
Deadpool crossed paths with the character during the Deadpool Team-Up series, in which,
after losing her soul in a high stakes poker game to a group of four geeks, she seeks out
the merc with a mouth to help her out.
Turns out those geeks are actually all demons in disguise, who want to marry her and become
the heir to Hell.
Deadpool comes up with what he deems a brilliant plan and marries her himself, binding her
soul with his, giving him more strength to defeat each of the demon suitors.
The demon is like, well, sure you’ve got a marriage certificate, but if you’re dead,
that certificate doesn’t count anymore, so he tries to kill Deadpool, but thanks to
that power boost, DP is the winner of that match.
Unfortunately for our favourite anti-hero though, Satana bails on him and states that
they’re getting a divorce.
And as part of the divorce settlement, she gets to keep half his soul.
Ouch.
And all he really wanted was a honeymoon.
5 Rogue Deadpool and Rogue!
It’s a thing that happened while the two were on the Avengers Unity Team.
Rogue was leading it at the time, and Deadpool essentially helped keep them afloat with his
cash dollars while he was with them.
The two eventually developed a mutual respect, but it wasn’t until the team took down Red
Skull that the two hooked up romantically.
After kissing, Rogue had absorbed his skin, to which she replied to his shock by saying
I don’t what I look like Wade, except, more Southern.
The relationship didn’t really go anywhere past that, especially after Wade ended up
killing Phil Coulson under Captain America’s orders (when he was all HYDRA at the time,
that is).
4 Outlaw Outlaw aka Inez Temple first debuted in Deadpool
volume 1 issue 65 in 2002, created by Gail Simone.
Her nickname is Crazy Inez, which helps paint a picture as to why her and Deadpool hit it
off.
They met after Deadpool made some major waves in the mercenary world by accomplishing an
almost impossible mob hit.
There was a lot of flirting between the two, but nothing actually went down, and Deadpool
shortly afterwards was assumed to have been killed off.
But then, Inez found herself hitting it off with Alex Hayden, aka Agent X, who many had
believed was actually Deadpool with amnesia.
This was due to several similarities, from the body scars to the healing ability, and
Alex had shown up on the scene shortly after Deadpool disappeared.
Well, it looks like she’s got a type, to say the least.
3 Shiklah Shiklah is a character who first debuted in
Deadpool: The Gauntlet issue 3 in 2014, and was also married to the merc with the mouth,
and also divorced him.
She’s a succubus, and long ago, she and her family ruled over the monster world in
a time that predates humans.
Being opposed by the vampire race, her family struggled, forced to endure a war with them,
and, after her brothers had been skilled off, Shiklah’s father sealed her in a coffin
until it was safe.
Dracula hired Deadpool to bring her to him, but along the way, Deadpool travelled through
Greece with the coffin, got into a fight with a minotaur, and the coffin shattered, releasing
and awakening Shiklah.
She tried to absorb his life force by kissing him, as a succubus does, but it had no effect
on him due to his regenerative healing factor.
After some more shinangans, she and Deadpool returned to New York and got married in Deadpool
volume 3 issue 27.
Flash forward to the Til Death Do Us part story line, when their marriage comes to a
halt when Deadpool catches Shiklah cheating on him with Werewolf by Night.
She eventually ditches him altogether, stating their marriage was just to protect her from
Dracula, and that he sides with humans too much.
While that might seem harsh, they were super into each other once upon a time, but a lot
of strain had been placed on the relationship.
These days, she’s hooked up with the ultimate undead character himself, Dracula, and the
two of them are married.
2 Copycat – Vanessa Carlyle Vanessa Carlyle of the comics has a bit of
a different story than her live action adaptation.
For starters, she’s got powers.
Copycat first hit the scene in 1993 as herself (but technically in 1991 when she was using
her shapeshifting abilities to impersonate Domino).
After being kicked out of her home at a young age, the young mutant shapeshifter went into
prostitution, which is where she met Wade Wilson, falling in love with him.
He broke up with her after finding out he had cancer, breaking her heart.
Flash forward a bit.
In The New Mutants issue 98 she assumed the identity of Domino, and in 1993, Deadpool
would reveal her actual identity to the X-Force team.
This began an on and off again relationship.
She would eventually be fatally injured and died, it was in his arms, with her telling
him that she’s always loved him.
Although without her knowledge, Wade had poured some of his own blood into her wounds, allowing
her to mimic his power and heal herself.
She would go on to ruin Deadpool’s other relationships after she was in tip top shape
(and running her own chimichanga stand).
1 Mistress Death Okay sure, Death, also known as Mistress Death,
isn’t technically a superhero, but she’s still a powerful cosmic entity.
She’s also a character who Deadpool has had a very prominent romantic relationship
with.
The appeal with Death is that the two are star crossed lovers.
He’s a man who can never die, and she is the literal embodiment of Death.
Now, Wade has an interesting relationship with death in general.
He volunteer for the Weapon X program because he was dying of cancer.
Then, when he was being experimented on and tortured, all he yearned for was death.
Then, his powers, when they manifested, prevented him from dying.
That’s when he fell in love with her, always being so close to her but never able to touch.
Thanos would make this even more permanent when he cursed him with immortality.
Despite their star crossed reality, the two, when they do encounter one another, however
briefly, have amazing chemistry.
Plus, she has his sense of humour, too.
There we have it friends!
What characters would you love to see Deadpool hook up with?
Give us a shout in those comments below and share your thoughts
with us.