Dick Tracy Vs. The Sinister Six

 

As cool as Dick Tracy's rogues gallery was, most of his villains did not live past their first adventure with the classic cop hero.  It's only natural that he would need to seek out new challenges once he worked through his personal roster of adversaries.  But how would he fare against the enhanced abilities of a half-dozen of Spider-Man's biggest foes?

Batgirl & Robin Vs. The Sinister Six

 

With Kraven about to make his cinematic debut, we will finally have seen live action versions of all of the Sinister Six.  Spider-Man: No Way Home came kind of close, but it's too bad we never got a proper Spidey Vs. The Sinister Six Movie.

Dick Grayson will face off against a slightly different Six lineup once he transitions into Nightwing, as seen in STF #3738...

Clayface and Mysterio

 

Two villains with theatrical backgrounds such as these guys are naturally going to cross paths at some point.  I can only imagine what kind of trouble that they would be able to cook up together.

Batman and Spider-Man (Vs. Clayface & Mysterio)

 

Mysterio was very well realized in live action.  Will Clayface ever get a big budget silver screen treatment?  Considering how Hollywood likes to keep making Batman and his rogues darker and more grounded, I'm not holding my breath.  It would be cool to see though. 

Batman and Spider-Man have a bit of history on STF: The Lost Issues...

They joined the Wacky Races in STF #3755...
The Spider-Buggy went up against the Bat-Bus in STF #3624...
Batman got his first look at the Spider-Buggy in STF #1628...
The Batman/Spidey movie premiered in STF #1014
Spidey and JJJ joined forces against Batman in STF #937...
They were joined by some Amazing Friends in back in October 2011...
The shared a Golden Age adventure in September 2011...
Spidey wore his black outfit for their  July 2010 meeting...
And here is where they first crossed paths.

Man-Bat Joins The Sinister Six

 

Spider-Man: No Way Home kind of gave us a Sinister Six story but not really.  I guess if you count the mid-credit scene there were six Spidey villains in the mix - or if you count J. Jonah Jameson as a villain.  Still, hopefully one day down the line we'll see a true sinister six adventure on the big screen.  

I was happy to use a Don Newton image of Man-Bat here.  I was lucky enough to pick up an original  Don Newton page many years back:

Doctor Mid-Nite Vs. Mysterio

 

The scene in Spider-Man: Far From Home where Spidey is fully immersed in Mysterio's illusions is one of the coolest on screen comic book moments that I have seen.  The constantly changing dream-like environment with giant looming Mysterio tormenting Peter Parker immediately brought me back to so many cool sequences from the villains appearances in the comics.  I haven't heard that the character is among the returning villains for Spider-Man: No Way Home - but I wouldn't mind being pleasantly surprised. 

Spider-Man and Robin (Part One)

Spidey and Robin have had a bit of history on the blog - They first met back in my B&B: The Lost Issues days... They used the Spider-Signal in STF #2417... Batgirl joined them for an adventure in STF #938... They met when Dick Grayson became Nightwing in STF #87...  and Spidey even helped train Tim Drake to take over the Robin role in STF #838... they met when Robin was in the original Teen Titans in STF #619... and again in the New Teen Titans in STF #767...  not to mention when their successors met up in STF#529  and continued their adventure in STF #530... and they aren't done yet!  Be sure to catch the exciting conclusion to this tale tomorrow!

Spider-Man and The Creeper In: "Something Sinister This Way Creeps!"

Well, It looks like Spider-Man will be staying in the MCU a little while longer, for one more solo movie and an appearance in another Marvel event film.  This is very good news, as they will now be able to provide a resolution to the cliffhanger we were left with at the end of Spider-Man: Far From Home. Most are assuming another Avengers film for his other appearance, but I am hoping to see him with The Fantastic Four.  I always liked his friendship with The Human Torch in the comics, and it would be great to see that played out on the big screen.

This is the third meeting between Spidey and The Creeper on this blog.  They last met in STF #306  and before that, they were the very first team-up when I switched over to Super-Team Family way back in STF #1...

Blue Devil Vs. Mysterio

Well, it looks like Mysterio had one last trick to play on us all - leaving audiences on a giant cliffhanger just before Spider-Man is removed from the MCU!  Sadly, monetary disputes between Sony and Disney have resulted in an end to their cooperation with the character.  I'm hoping this was just a leaked press release in a high stakes negotiation, and that a deal will be realized in the end.

Thank you to Martin Maenza for suggesting this match up!

Spider-Man in the DC Universe

I pulled the Spidey in the coffin image from the first run of What If?, a series I remember fondly.  I didn't know quite what to make of it when it first came out, but I knew I loved it.  I had read a a few "imaginary stories" in the pages of Batman and Superman, but here was a whole series based on "what could have been" scenarios!  The possibilities of such a title seemed limitless, and indeed is one of the inspirations for this blog.

Captain Marvel Jr. and Spider-Man

Mysterio is my choice for a villain when Spider-Man gets his next solo movie (this time with Marvel Studios' involvement).  Not only has he not been used before, his special effect's driven abilities will lend themselves well for plenty of visually interesting action scenes.  The only problem is once again both hero and villain will have full face concealing costumes - and we know how Hollywood hates that!

Spidey didn't get along too well with Billy Batson either...

Superman and Spider-Man in "Scoop of the Year"

I still remember seeing ads for the "Team-Up of the Century" as it was called when Superman and Spider-Man first met.  I just had to get this over-sized book, but I never once saw it on sale anywhere - this was years before I ever set for into a comic book shop, so my only options were a few local grocery stores and magazine stands.  In fact, I think I wound up getting a copy to the sequel before ever reading the first pairing.  it was well over a decade  before I finally got my hands on a copy.  It was well worth the wait, but I can only imagine how bowled over I would have been if I had gotten the chance to read it when it was originally released.

The Question Vs. Mysterio

Given that the Question is all about uncovering mysteries and conspiracies, I think that he would be a great match against Mysterio, the master of illusion and deception.  I'm betting it would be a cloudy issues as well - both of these guys are fond of showing up covered in plumes of smoke.

Batman and The Sinister Six

It will be interesting to see a new take on the Spider-Man film franchise, but part of me was hoping that the new films would continue in the previous movie's continuity.  That way we could have Spider-Man 4 with Kraven hunting the Lizard and Spidey in the middle, then a Spider-Man 5 with Mysterio and/or Electro as the villains... all setting the stage for Spider-Man: Sinister Six!, where the foes from each movie unite to finally try an take the web-slinger down for good.  It would be a crowded film but so cool to see one of my favorite Annuals come to life.  Ah well, perhaps it is never meant to be, but we still have the comics and the animated adaptations of the Sercret Six to enjoy.