These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Crosses the Line Twice: The scenes where Tony kept smacking into things while testing his suit was funny in all the wrong ways. "10% thrust." Splat!
First Installment Wins: Many viewers find the first Iron Man to be the best film in the Marvel Cinematic Universe, or of the Iron Man films at the very least, and it's hard to overcome the perception that Tony Stark is the overall protagonist of the entire MCU by virtue of being the first hero to be introduced.
"Next time, baby."? Well, not so much for Terrence Howard.
Either this or Hilarious in Hindsight depending on the viewer, but Iron Man mistaking Stan Lee for Hugh Hefner (since he was wearing a similar getup as well as being coddled by blondes) is especially ironic when fans remember that Stan Lee is responsible for the creation of Stripperella.
The formal event in the middle of the first film takes place at the Disney Concert Hall (guess who owns Marvel now? The Walt Disney Concert hall has nothing to do with the Disney company and was endowed by a private foundation in Walt's name, but it's still pretty funny).
Downey is also seen at the Disney Hall in The Soloist with Jamie Foxx a year later.
TONY STARK WAS ABLE TO BUILD THIS IN A CAVE! WITH A BOX OF SCRAPS!!!
Well, I'm sorry. I'm not Tony Stark.
I am Iron Man!
Moral Event Horizon: Stane pushing the board to file the injunction against Tony. Weirdly, this is completely innocuous in the world of business (not exactly nice, but sometimes it's a very necessary move). However, the reason it is the Moral Event Horizon is because we learn that he did right after Tony confronts him about dealing on the black market. And that's before we find out he ordered the Ten Rings to kill Tony, the son of his life-long friend.
Rewatch Bonus: When you watched the movie for the first time, you may wonder "who is this Coulson random guy?" and why he seems so eager to interrogate Tony about his abduction. You may also consider him as a bad guy. This is especially after Tony and Pepper (at first) virtually ignored him (mostly because Pepper is already interrogated by CIA and FBI among others and she's a bit too tired to be interrogated again... while Tony is just too arrogant to even pay attention at Coulson). Even after he revealed he's from S.H.I.E.L.D., you may still feel that doesn't make too much sense; to the point that Coulson even helped Tony hides the truth about him being Iron Man (although Tony immediately goes "Oh screw this, I am Iron Man") and Obadiah Stane's death (and possibly his betrayal as well). Then, after you watched other MCU movies or TV series, especiallyAgents of S.H.I.E.L.D., you will finally get it. It really is their job, no matter their client(s) like it or not, Agent Phil Coulson will always be there to help.