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Inspired by Riley's riddle,

My prefix is a secret,

My suffix sings a stick,

My infix is trouble,

How sad is it.

What am I?

Hint 1

The answer to this riddle is a hint for line two... and it's not a singer.

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  • $\begingroup$ Is the title a hint? :) $\endgroup$ – Foitn Mar 26 '18 at 19:57
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    $\begingroup$ Is the title a reference to the number of riddles (seemingly) based on mine recently? Such as this and this $\endgroup$ – Riley Mar 26 '18 at 19:58
  • $\begingroup$ @Riley Not at all :] $\endgroup$ – Sensoray Mar 26 '18 at 20:00
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    $\begingroup$ isn't a in missing in the second line? "sings a stick" sounds really weird $\endgroup$ – Flying_whale Mar 26 '18 at 20:19
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    $\begingroup$ @Flying_whale "sings in a stick"? now that sounds silly... $\endgroup$ – Sensoray Mar 26 '18 at 20:21

11 Answers 11

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My guess:

shadow

My prefix is a secret,

SHA is a cryptographic function

My suffix sings a stick,

Based on the other riddle, "dow" for a dowsing rod

My infix is trouble,

"ado" means confusion or commotion

How sad is it.

Having a shadow overhead means sadness
is an anagram for "it is shadow" (Thanks to @OnlyF)

Title

When you're tired it's usually dark out
"shadow" is a common answer to riddles

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  • $\begingroup$ Ahh I'm newer here so I wasn't aware... I'll edit my answer! $\endgroup$ – Velvet Carrot Mar 27 '18 at 18:45
  • $\begingroup$ Still look a bit closer at that last line, it's stated pretty clearly... $\endgroup$ – Sensoray Mar 27 '18 at 18:59
  • $\begingroup$ I think I understand now, how's that? $\endgroup$ – Velvet Carrot Mar 27 '18 at 19:22
  • $\begingroup$ I meant the last line of the riddle, not the title silly $\endgroup$ – Sensoray Mar 27 '18 at 19:23
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    $\begingroup$ rot13("ubj fnq vg vf" vf na nantenz bs "vg vf funqbj") methinks, and line 2 should be rot13("qbj" (abg "qbjf"), juvpu fvatf n fgvpx (ebq))... $\endgroup$ – OnlyF Mar 27 '18 at 19:37
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How about

Acrostic?

My prefix is a secret,

An Acrostic poem itself has a secret at the beginning of each line.

My suffix sings a stick,

Literally "stic."

My infix is trouble,

to "cross" someone is to make trouble, no?

How sad is it.

A puzzle whose answer is a type of puzzle?

And the title could refer to

The numerous puzzles that show up here where the answer is hidden in the first letters of each line, perhaps?

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    $\begingroup$ That's a creative interpretation of the first line, I like it :) but it's not what I was going for, doesn't quite fit for the last line. $\endgroup$ – Sensoray Mar 26 '18 at 23:18
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Could it be

Endemic?

My prefix is a secret,

Don't spoil the ending cuz it's a secret

My suffix sings a stick,

The technical definition of microphone (abbreviated mic) is "a stick that you sing into"

My infix is trouble,

Dems, Reps... it's my belief that all political parties are trouble ;)

How sad is it.

An endemic is a disease that is common to a certain people or area, and that's sad.

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    $\begingroup$ I like the interpretation, that would be a pretty broad description of my infix if it was that though. $\endgroup$ – Sensoray Mar 27 '18 at 11:34
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Joke answer:

Puzzlement

Tired of me yet?

Nope

My prefix is a secret,

Puzzle solutions are secret to the solver.

My suffix sings a stick,

While they would probably resent being referred to in the context of sticks, the ent Treebeard sings a song to Merry and Pippin.

My infix is trouble,

The letter 'M' is the 13th letter of the alphabet!

How sad is it.

Only when the puzzlement dies out or the puzzles run dry.

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  • $\begingroup$ Since this is a puzzling site, I don't think people would be tired of your word yet. But I like the creativity! $\endgroup$ – Sensoray Mar 27 '18 at 11:18
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This will be my first every Stack-Answer, i hope its not to far off:

postulated

My prefix is a secret,

Nobody knows whats coming next. "post"

My suffix sings a stick,

Ed Sheeran sings literaly the word "stick" in the Line: "I'm like glue, I stick to other artists" (Song:You Need Me, I Don't Need You)

My infix is trouble,

It is always bad when you are late. "ulate"

How sad is it.

If you believe in something, without knowing if it's true, and you are proven wrong, you will be sad.

If you see any flaws in my writing, please point it out, English is not my first language.

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  • $\begingroup$ haha I love the infix, but I don't think anyone would be tired of your word. I probably would have used "sings I stick" if it was that and I wouldn't necessarily call that prefix a secret . Good guess though! $\endgroup$ – Sensoray Mar 27 '18 at 13:24
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Here's my attempt

keypuncher

My prefix is a secret

"key"; in a cryptographic sense should be kept secret

My suffix sings a stick

"cher"; Cher is a singer, a stick could be something that "sticks in your head" or alternatively an "earworm", so she sings catchy songs.

My infix is trouble

"punch"; obviously a punch spells trouble for either the recipient or the sender

How sad is it

"keypuncher" on urban dictionary may refer to a person which doesn't add any worth to anything they do, or may need handholding to do the most simple of tasks. To be a keypuncher would be quite a sad thing.

Tired of me yet?

a "keypuncher" as a job is someone who used to make punch cards for old computers. In theory, this is an incredibly boring and monotonous job: one which you'd tire of easily.

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  • $\begingroup$ I really like this answer! but that's not it. On the right track for the prefix. I don't think the "stick" part really fits with it though. I'll add a hint for that line. $\endgroup$ – Sensoray Mar 27 '18 at 13:58
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Are you a...

codemonkey?

My prefix is a secret

A code is a secret.

My suffix sings a stick,

I believe the answer to your other question is "Y", which looks like a tuning fork (i.e. a "singing stick").

My infix is trouble,

A demon is certainly trouble!

How sad is it.

... to be a lowly code monkey. So sad!

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  • $\begingroup$ That word is actually two words...so nope! But nice take $\endgroup$ – Sensoray Mar 27 '18 at 17:32
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Definitely it's

secreting :D

My prefix is a secret

well, it is

My suffix sings a stick

donno, that weird phrase looks like pun relating to the actual suffix of "secreting"

My infix is trouble

cretin person is a trouble for anyone

Also, you can't disagree with the fact that secrets around you annoy you and make you tired.

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  • $\begingroup$ Try again! The final line is a clue to the full word as well. Also this doesn't really fit the suffix line. $\endgroup$ – Sensoray Mar 26 '18 at 20:25
  • $\begingroup$ I will say that you were on the right track for the suffix.. IT IS a bit of a weird phrase $\endgroup$ – Sensoray Mar 27 '18 at 11:43
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I could be hopelessly wrong, but is the answer

sepulcher?

My prefix is a secret

Not sure about this

My suffix sings a stick

Cher Lloyd sings the album "Sticks and Stones"

My infix is trouble

Trouble starts with "T" and that rhymes with "P" which stands for "pul". From the song "Ya got Trouble"

How sad is it

"sepulcher" is associated with burial, which is sad :(

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  • $\begingroup$ Thanks for teaching me a new word, but no, that isn't it! $\endgroup$ – Sensoray Mar 26 '18 at 20:49
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Could be also

badmouth

My prefix is a secret

when you pronounce bad,
it sounds like bed,
so it's a secret what you've said :)

My suffix sings a stick

It's mouth, which can be used to play the flute

My infix is trouble

I can see ad in it! Ads are certainly a trouble nowadays :D

How sad is it.

It's sad when someone criticizes you :(

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  • $\begingroup$ The first guess is a stretch, but I like your other interpretations $\endgroup$ – Sensoray Mar 26 '18 at 23:20
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Perchance:

Sadistic

My prefix is a secret,

It is. How sad.

My suffix sings a stick,

It sings a "stic". ("To sing" can mean to "to give information".)

My infix is trouble,

"dis-" may refer to a negative force as in "disability", "discontent", and "dislike" and "dis" is slang for "insult".

How sad is it.

It's not sad at all.

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  • $\begingroup$ I don't quite think that prefix is a secret $\endgroup$ – Sensoray Mar 27 '18 at 11:16
  • $\begingroup$ But you're on the right track with the line your referenced... Think on it a bit more :) $\endgroup$ – Sensoray Mar 27 '18 at 12:36

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