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  • Alternative Character Interpretation: Was the Sheriff all that bad? Was Robin Hood such a hero? Robin can seem like a real Good Is Not Nice hero several times through the movie, while the Sheriff is something of a Punch-Clock Villain just doing his job - at least until he tries to rape Maid Marian at the end.
  • Angst? What Angst?: Robin returns from the Crusades to find a tyrant on the throne, his family dead, and his home repossessed. He suffers a moment of anguish and then heads off to his new life of adventure.
  • Big-Lipped Alligator Moment
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    • The Home Alone parody bit (with the kid running around and shouting) does not withstand the test of time and just comes off as odd now. Although for some, this left-field oddness makes the scene even funnier. If nothing else, the boy who plays the Young Lad is fantastic. It also helps that Robin is just as confused as the audience.
    • A similar parody that's easily lost on modern viewers is the Shout-Out to Flipper when the 12th Century Fox runs off with a message tied around its neck to the sound of... a dolphin call. For those unfamiliar with the reference, it just seems to exist for slightly-extra silliness.
  • Crosses the Line Twice: Robin learning his entire family has died while he was away goes from tragic to hilarious with his cat and goldfish pulling a Mutual Kill.
  • Hilarious in Hindsight:
    • This was Dave Chappelle's first film. Who would have guessed he would later make a successful and over-referenced gag out of a guy named Lil Jon?
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    • Will Scarlett O'Hara is played by Matthew Porreta, who played Robin Hood later on in a TV series. note  They replaced him in the role long before it was discontinued.
    • A minor one, but the Italian assassin who Don Giovanni dispatches to kill Robin? His name is "Dirty Ezio."
    • Cary Elwes makes fun of Kevin Costner's terrible British accent in this film. Later, Elwes famously attempted an American accent in both Saw and Twister, and failed spectacularly (oddly enough, his fake American accents in Hot Shots! and Liar Liar are believable).
  • Ho Yay: Prince John and the Sheriff of Rottingham, in spades.
  • Memetic Mutation: Adding "Oh it's good to be home, ain't it, Master Robin?" to the end of a Long List of misfortunes.
  • One-Scene Wonder:
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    • Patrick Stewart as Richard the Lionhearted.
    • Rabbi Tuckman, who is one of the most iconic characters of the movie despite appearing in only two scenes.
    • Don Giovanni, who's only seen once, yet leaves a likewise memorable impression as the Sheriff's trusted cohort.
    • The Young Lad. Though his scene is a cheap Home Alone gag, the young actor's over-the-top performance makes it one of the funniest scenes in the movie.
    • The 12th Century Fox. Not only is it one of the best/worst puns in the movie, Pop Culture Osmosis causes the Shout-Out to Flipper to seem hilariously random. And the fox itself is utterly adorable.
  • Padding: The stealth catapult scene has no bearing on the plot and feels more like a random skit dropped into the middle of the movie. Other scenes which do advance the plot, such as Robin first meeting Little John and Maid Marian visiting the Merry Men's campsite, are all paced rather slowly, killing a lot of the comedic momentum. Even the Don Giovani scene just seems to be here so Mel Brooks can do a Godfather parody.
  • So Okay, It's Average: Generally considered one of Mel Brooks' weakest films and the penultimate sign that his prolific film career was coming to an end. But a weak Mel Brooks movie is still a Mel Brooks movie, so it's watchable and has a lot of good humor, just not as much as his previous works.
  • Special Effects Failure:
    • Blinkin runs into what is obviously a fake tree at one point. Then again, given that this is a Mel Brooks parody movie, this may very well have been intentional.
    • When the Sheriff gives his "you really piss me off" line while upside-down on his horse, it's rather obvious the horse is an animatronic stand-in.
  • Time Marches On: Between the fact that fax machines have been supplanted by scanners and email and Disney buying out 20th Century Fox and renaming it 20th Century, the "fox em" joke is starting to age.
  • Ugly Cute: Latrine.
  • "Weird Al" Effect: With how many other Robin Hood movies there have been before and since, it can be easy to forget this movie was specifically a parody of then-recent Robin Hood: Prince of Thieves. While Prince of Thieves still enjoys a good reputation, it can get lost in the sea of other Robin Hood media, while Men in Tights is widely known by virtue of being "the comedy Robin Hood", a title that so far no other adaptation has challenged.

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