Difficult Riddles

difficult riddles
Difficult or hard riddle needs effort and time to solve it. The more difficult the riddle is the more clue or a hint it needs to help solve it. Here are 100+ tough riddles that can make you feel proud once you solve it.

Jenifer and Jesica are having a conversation.

Jenifer: I am definitely not over 30.
Jesica: I am 28 and you are surely 5 years older to me at least.
Jenifer: No, you are at least 29.

You are told that both of them are lying throughout in the conversation. Can you find their respective ages?

Asked by Sachin on 18 Jul 2021


You order chicken wings at KFC in the boxes of 6, 9 and 20. What is the largest number of wings that you cannot obtain by buying in any combination of the boxes?

Asked by Sachin on 10 Jul 2021

When a clock is observed, the hour hand is at a minute mark and the minutes hand is six minutes ahead of it.

When the clock is observed again after some time, the hour hand is precisely on a different minute mark and the minute hand is seven minutes ahead of it.

Can you calculate how much time has elapsed between the two observations?

Asked by Indu on 07 Jul 2021


I have nine bottles of wine and one of the nine bottles is poisoned.
I need to find the poisoned bottle with two facts
(1) Poison is deadly, only a sip will cost death
(2) I have two mice to do so.

How should I do it?

Asked by Aparna on 25 May 2021

It has five wheels, though often think four, You cannot use it without that one more, You can put things in it, you can strap things on top, You can't find it in the market, but you can still go shop. What is it?

Asked by Sachin on 17 May 2021

I am a three digit number.
My tens digit is five more than my ones digit.
My hundreds digit is eight less than my tens digit.
What number am I?

Asked by Naresh on 17 May 2021


How old is your son? asked a man to his neighbour. My son is five times as old as my daughter and my wife is five times as old as my son. I am twice as old as my wife whereas my grandmother, who is celebrating her eighty-first birthday is as old as all of us put together.

How old is the man's son ?

Asked by Aparna on 17 May 2021

How much will a 38° angle measure when looked at under a microscope that magnifies ten times?

Asked by Indu on 17 May 2021

You want to boil a two-minute egg. If you only have a three-minute timer (hourglass), a four-minute timer and a five-minute timer, how can you boil the egg for only two minutes?

Asked by Sachin on 17 May 2021


The ages of a father and son add up to 66.
The father's age is the son's age reversed.
How old could they be?
(3 possible solutions).

Asked by Sachin on 17 May 2021

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There is a cryptic organization called Cicada 3301 that posts challenging puzzles online, possibly to recruit codebreakers and linguists.