Revising my list 25:
(1) The Dark Knight (The Joker stole the show - Still the best)
(2) Captain America 2 (The movie was great from being to end and the story was top notch).
(3) Captain America 3 (Great story and great pulling together all the characters - loved it
(4) Batman Begins (Bale was the right choice, but the trailer from Batman vs Superman looks good)
(5) Guardians of the Galaxy (I loved this movie and I had low expectations
(6) Deadpool (Funny and awesome)
(7) Man of Steel (call me crazy, but I loved this movie. I don't get why so many people hated it.)
(8) Avengers (yes I liked the original better than the sequel)
(9) Spiderman 2 (After watching the Amazing Spiderman 2, it made me appreciate the Toby McGuire Spiderman more. Amazing Spiderman 2 was horrendous and ruined Amazing Spiderman 1 in my eyes).
(10) Ironman (the movie that really kicked off the superhero revival. RDJ captured the role
(11) Avengers 2 (was still great)
(12) Xmen Days of Future Past (They did good on a classic comic story and did a good job of reversing the damage done by X3)
(13) Xmen 2 (beat the original in my mind)
(14) Spiderman (Great, just not as good as the sequel)
(15) Xmen (Ditto)
(16) Watchmen (Never heard of them before, but the movie was awesome)
(17) Antman (Paul Rudd seemed like a bad choice, but he nailed the role)
(18) Incredible Hulk/Ed Norton (It was very under-rated)
(19) Captain America (It was a ton better than I expected)
(20) The Wolverine (Thank god for this movie, because the first Wolverine was so bad. He was my favorite superhero growing up and this movie was pretty good)
(21) Incrediables (Great Pixar movie)
(22) Unbreakable (Very unrated movie. I still enjoy it.)
(23) XMen First Class (very good prequel).
(24) Punisher War Zone (this was the most recent one and it was great. Very true to the character)
(25)t Batman/Michael Keaton (A little cheesy now and so inferior to the new one, but still good in it's own way)
(25)t Darkman (I forgot about this one on the original list. I loved this movie.)
Honorable Mentions: Blade (good not great), Superman 1 & 2 (I loved these as a kid, but now they are very cheesy and low special effects. Still good in their own way, but dated.). Crow (was very good and well casted with the son of Bruce Lee, but the others were better in my book).
Note: Thor is off the list both movies sucked balls. Amazing Spiderman 2 ruined Amazing Spiderman 1 for me. I never saw Kickass, so I left it off. I don't see the appeal to Hellboy, I thought both movies weren't that good. While I kind of enjoyed Fantastic Four (the first one) it wasn't that good. I might be one of the few, but I didn't like Dark Night Rising. Batman vs Superman sucked from beginning to end.
If you include The Crow, I'd have to think about putting it at #1. I still love that movie and just watched it a couple of weeks ago, still holds up.
Batman Begins was too 'Hollywood' in the second half to go that high on the list.
Spiderman 2 is one of the most overrated comic book movies ever. "Look at this giant, glowing thing completely exposed on my back! If anything happened to that, it would be a disaster!"
I'd put the Tim Burton Batman higher on the list. Although it's not as good today, it was such an incredible movie at the time it deserves a spot for how big a deal it was.
Blade was better than Darkman, the first Cap, or any of the Punisher movies (sadly).
Move the first Cap and Incredible Hulk down or off the list, along with Darkman.
I'd put my top 5 more like 1. The Crow 2. The Dark Knight 3. Guardians of the Galaxy 4. The Avengers 5. Captain America: The Winter Soldier
I generally wouldn't include The Crow in a list like this, despite its comic book heritage. It isn't a super hero kind of movie really.
Kick Ass was a good movie. Hit Girl stole the show and made it lots of fun. It deserves a spot.
Again, Spiderman 2 is overrated.

None of the Raimi Spiderman movies were that good, although the first was OK despite Willem Defoe's overacted Goblin.
ChrisL is right, the first Iron Man probably deserves a spot as well.