“What’s the most uncomfortable question you can ask someone?” – 18 total cringe-makers

We’ve all had those awkward moments when someone either forgets or doesn’t recognise the boundaries of what’s acceptable in polite society, and blurts out a question that ruins the atmosphere – and relationships.

Over on r/AskReddit chickennoodlesoupp put this question to the forum.

“What’s the most uncomfortable question you can ask someone?”

People stepped up with some incredibly cringe-making questions to use – or avoid, depending on the desired outcome.

1.

Hey, can we have a talk about your search history?
SumoSamurottorSSPBCC

2.

Have you seen our toothbrush?
HamburgerRenatus

3.

“How come I wasn’t invited?”
Real_sg4bomb

4.

Doctor, in front of parents: Are you sexually active?
jd_577

5.

Why does no one love me?
Ms-charlie

6.

At a job interview “do I have to do a drug test?”
Slleweener

7.

“On a scale of 1-10 how pretty do you think you are?”
CrimsonFox100

8.

Asking a non-pregnant women how far along she is.
dmhatche89

9.

“Where’d you get that watch?”
While you’re standing next to someone at the urinal.
MikeTysonsPigeon