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When it is used, there would typically be a much easier and more straightforward way for something that the characters are trying to achieve. The person uttering the phrase, though, isn't doing it for the result, but the joy of it. The one asking usually would rather just get it over with.
A minor variant is, "Where's the sport in that?"
Often uttered by the Challenge Gamer in the face of an easy task.
See also It Amused Me.
Denise: Neither of you are getting me alone. Neither!
Aaron: Ah! We share, right? None of us have to be greedy.
Gabe: Yeah, come on. We'll be good.
Aaron: Oh, you will? Where's the fun in that?
- Godzilla (1998)
Audrey Timmonds: If he's the first of his kind, how can he be pregnant? Doesn't he need a mate?
Dr. Niko Tatopoulus: Not if he reproduces asexually.
Audrey Timmonds: Where's the fun in that?
- Mr. Nanny
[Corinne hits Sean Armstrong with a frying pan]
Sean Armstrong: What'd you do that for?
Corinne: For making a mess, Porky!
Sean Armstrong: You could've asked me to clean it up.
Corinne: Sure, but where's the fun in that?
Baron Munchausen: What's this?
Vulcan: Oh, this is our prototype. RX, uh, Intercontinental, radar-sneaky, multi-warheaded nuclear missile.
Baron Munchausen: Ah! What does it do?
Vulcan: Do? Kills the enemy. [snip] Well, you see, the advantage is you don't have to see one single one of them die. You just sit comfortably thousands of miles away from the battlefield and simply press the button.
Berthold: Well, where's the fun in that?
- Chuck episode "Chuck vs. First Class"
Chuck Bartowski: The review's about me? Shouldn't Shaw be asking me about me?
John Casey: Where's the fun in that?
- Doctor Who episode "Flesh and Stone"
The Doctor: Can I trust you, River Song?
River Song: If you like. But where's the fun in that?
- The Doctor himself is a serious abuser of this trope both in the revived series and the classic series:
A straight line may be the shortest distance between two points, but it is by no means the most interesting.
Third Doctor, The Time Warrior
- Law & Order: Criminal Intent episode "The Unblinking Eye"
Detective Alexandra Eames: [while observing a suspect in the interrogation room] She could confess, but where's the fun in that?
- Monty Python's Flying Circus "Mosquito Hunters" sketch.
Hank: Well, I follow the moth in the helicopter to lure it away from the flowers, and then Roy comes along in the Lockheed Starfighter and attacks it with air-to-air missiles.
Roy: A lot of people have asked us why we don't use fly spray. Well, where's the sport in that?
- In the Star Trek: The Original Series episode "The Squire of Gothos". Kirk asked his captor, "Where's the sport?" in simply hanging him, as he had planned. Instead, Kirk talked his captor into staging a "royal hunt". This bought Kirk enough time for a Deus Ex Machina rescue.
- A variant of this became a Running Gag in Ned's Declassified School Survival Guide whenever Gordy does his Zany Scheme and someone (usually Ned) asked him the reason for it while Stating the Simple Solution:
Gordy: Because, this is more fun.
- Robin Williams: Live on Broadway (2002)
Two weeks ago, the Supreme Court banned the execution of retarded people. People in Texas are going, "Shit, where's the fun in that?"
- Ghostbusters the Video Game (2009)
Winston Zeddemore: Just once, I wouldn't mind running with these other fools away from the trouble.
Dr. Peter Venkman: Where's the fun in that?
Fructose Riboflavin: Bloodless victory'? Where's the fun in that?!
- Beast Wars episode "Beast Wars: Part 1"
Dinobot: Their defence shields are down! Destroy them!
Megatron: Now where's the fun in that?
- Batman: The Brave And The Bold: The Joker has a song and dance number revolving around this phrase, after Harley asks him if he's going to unmask Batman.
- He also uses this phrase in the episode where he teams up with Batman in reference to being a goodguy.
- Transformers Animated:
Ratchet: "Why didn't you just use the EMP?"
Prowl: "Where's the fun in that?"
Shaggy: Can you give us a straight answer?
Mr. E: Where's the fun in that?
- In the What If episode of Ben 10 where Gwen was the one the Omnitrix attached itself to, Vilgax has her restrained and selects from a range of sharp-looking tools to forcibly remove it from her.
Gwen [nervously]: Couldn't you just slip the watch off?
Vilgax: And what fun would that be?
- Discord of My Little Pony Friendship Is Magic has this to say about making sense:
'Discord: Make sense'? Aww; what fun is there in making sense?