Skip to content
Search AI Powered

Latest Stories

People Break Down The Weirdest Question They've Ever Been Asked On A First Date

First dates are tough!

Sometimes they go smoothly, even beautifully, and you can't wait to see the other person again. And sometimes they're just downright awful.

Other times you spend quite a while feeling each other out, seeing if you vibe or not... only to have the weirdest questions directed your way.

Whether these people were asked about penis size or if they wanted to join a cult, we were thoroughly entertained after Redditor Oopsiedoopsieuwu asked the online community, "What was the weirdest question you got asked on a first date?"


"And then she meant it."

"Do you want to come back to my place and play my Mandolin?"

And then she meant it. I got a 45 minute Mandolin lesson at no charge.

hokeyWB

"I once went on a date..."

I once went on a date that turned out to be a recruitment for a cult. So I guess being asked to join a cult would be the weird question.

mukino

"This was a few years ago..."

This was a few years ago but I once took a girl out who asked me to buy her an iPhone and when I laughed it off she told me she was serious. When I said no she asked if I would buy her a 12 pack of Mike's Hard Lemonade and at this point I was done. Turns out she lied about her age and was only 19. Took her home immediately and blocked her across the board.

godbullseye

"This dude told me..."

This dude told me I had a good wife aura whatever the hell that means and then he asked me if Id consider making him my husband. And it wasn't like a cute quirky joke or anything he was very serious and very odd and it's probably the most uncomfortable I've ever been. This guy also tried to tell my my severe allergies were all in my head.

Megling1285

Things That Are Normal Where You Live But Crazy Anywhere Else | George Takei’s Oh Myyy

"A dude once asked me..."

A dude once asked me how many fingers I could fit inside myself within the first ten minutes of meeting up.

atikin

"My name..."

"So what do you want to do next, Steve?"

My name is not Steve.

i_am_batman-

"I didn't even answer..."

"If we have a son, would he have a small penis because you're asian?"

I didn't even answer the guy...I just left the restaurant and went home.

aghissi

"I was born with cerebral palsy."

I was born with cerebral palsy. It impacts only my legs and is relatively mild. I walk with a pretty pronounced limp, but otherwise I do alright. Used to work in a call center and became fast friends with this woman who worked on my team. Eventually we went on a half assed date because she was going to be moving across the country in a few weeks. We got talking about my disability and she just up and asks out of nowhere:

"What is sex like for you? Is it difficult? You must have a pretty big dick though, right?"

I was just flabbergasted for a moment and laughed. I said: "Sex is no more difficult than anything else. As for my dick, I guess that depends on your point of reference."

I ended up asking her later why she would assume my disability would have granted me a magnum dong and she just said: "I don't know, there's gotta be a trade off somewhere."

We hooked up a few times before she left.

Theearthhasnoedges

"Met a girl..."

Met a girl one time to go bowling. Before she got in my car she asked me if it was okay if she brought her bowling ball. Little did I know that she was the state champ bowler 2 years in a row and I got my @ss handed to me.

SirSnowlol

"But now I realize..."

Giphy

"Do you mean to give off such a strong Grandma energy?" The guy I was out with asked me this when I was 22. But now I realize that I do give off a strong grandma energy and just lean into it.

nannerdooodle

More from Trending/best-of-reddit

Screenshot of George Santos; Zohran Mamdani
@MrSantosNY/X; Michael M. Santiago/Getty Images

George Santos Announced He's Leaving New York After Mamdani's Win—And The Responses Are Brutal

Disgraced former New York Republican Representative George Santos was widely mocked after he announced he will leave New York City now that Zohran Mamdani has won the mayoral election.

Mamdani has sent shockwaves around the world with his win; an unapologetic democratic socialist, he took on the establishment and won despite months of Islamophobic and racist attacks from the right-wing.

Keep ReadingShow less
Screenshot of man collapsing and Robert F. Kennedy Jr. preparing to walk out
@atrupar/X

RFK Jr. Dragged For Bolting Out Of Oval Office The Moment A Man Collapsed During Press Briefing

Health and Human Services (HHS) Robert F. Kennedy Jr. was criticized after hurrying out of a press briefing in the Oval Office on Thursday after a man had a medical emergency and suddenly collapsed.

Kennedy was on hand alongside President Donald Trump, Dr. Mehmet Oz—the current Administrator for the Centers for Medicare & Medicaid Services—and health aides for a press briefing announcing lower costs for weight loss drugs.

Keep ReadingShow less
Donald Trump; Screenshot of WalMart's 2025 Thanksgiving meal
Andrew Harnik/Getty Images; WalMart

Trump Brutally Fact-Checked After Boasting That Walmart's 'Thanksgiving Dinner' Is Cheaper Than Last Year

After Tuesday's election results, which saw Zohran Mamdani soar to election as New York City's next mayor on a campaign message laser-focused on affordability, Trump spoke with reporters and tried to make the case that Republicans are way better on the issue of affordability than Demcorats are.

Case in point, according to Trump: Walmart's 2025 "Thanksgiving Dinner" pack, which Trump boasted is 25% cheaper than in 2024.

Keep ReadingShow less

Times People Saw Someone Almost Die Due To Their Own Actions

All actions have consequences, some more negative and severe than others.

But sometimes, someone will do something so extreme or stupid, it could almost cost them their life.

Keep ReadingShow less

Cancer Patients Explain Which Symptoms Ultimately Led Them To See A Doctor

Cancer has taken far too many lives and affected far too many people.

Where is a cure?

Keep ReadingShow less