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The All-Time Biggest First Date Red Flags

Reddit user APT3993 asked: 'What’s the biggest red flag you have seen on a first date?'

When you're on a first date, one of three things will happen. Either you'll like the person and want to go out again, you like the person fine, but not romantically, and won't want to go out again, or the person will display a behavior that is so off-putting (or make you genuinely fearful), that you won't even want to see the person ever again.

My best friend and I are basically the same person, so when she met a guy who he had a lot in common with, she figured I'd like him too and set us up (I had previously told her I was okay with being set up).

Well, it turns out the guy actually hadn't read any of the books, watched any of the shows, or heard of any of the bands he talked about with my friend. I didn't understand why he would lie about all these things until I left the table.

When I came back, he was on the phone with someone and he was telling them he only told her he liked all those things because he liked my friend. When he found out she was in a relationship, he decided he'd let her set us up in the hopes that he could date me until my friend and her boyfriend broke up, and then he could swoop in.

I just walked out and when he finally texted me asking what was up, I told him I overheard him, then proceeded to block him. My friend was mortified to hear about the date, and I decided never to be set up again.

I'm not the only one who has gone on a date and discovered a huge red flag. Redditors have experienced this too, and are eager to share their stories.

It all started when Redditor APT3993 asked:

"What’s the biggest red flag you have seen on a first date?"

Dates Of Relationships Past

"They won't shut up about their ex."

– SiriusGD

"Had this happen to me on a 2nd date."

"Asked if she could use my computer, I said OK. Then she pulls up her ex's FB profile to browse through it, and she spent the next 10 minutes comparing me to him, saying he she thinks that I will turn out to be controlling and manipulative like him because we both grew up on a farm and we both like cars."

"Ummm, wut?"

– alwaysmyfault

"He angrily told me I would “love” his ex wife. Proceeded to cry while talking about her. They’d been divorced for 5 years. I genuinely hope he is doing better."

– TX_Mothman

"She constantly compared me to her ex, and sat on her phone for most of the night, then expected me to pay for her two bottles of wine, plus really expensive meal and desert."

"She asked me out btw, not the other way around."

– Stuspawton

I Know What I Want

"The guy who tried to change my order with the waitress because he didn’t think the drink I’d asked for was sufficiently feminine."

"I ordered beer. I don’t remember exactly what he thought I should have, maybe white wine? It was a long time ago."

"The waitress was looking at me like ‘You heard that sh*t too right?’ and I told her actually I wouldn’t have anything, thanks, and I left."

– MaggieLuisa

"He changed it FROM A BEER TO SOMETHING ELSE!!?! That’s amazing to me. Like it’s bad enough if you ordered an IPA and he said, “I dunno, sweetie, your delicate female taste buds probably can’t handle the hoppiness. Hey, honey, why don’t we get the lady a Coors.”"

– AdaptiveVariance

The Position Of Boyfriend

"We met for drinks after work (since we both work in the same industry) and she showed up with a list of interview questions. She literally had a checklist on her phone for me to fill out. I thought she was joking at first, but the questions were extremely personal, like how many sexual partners you've had, the oldest, the youngest; How much money you made the previous year; If you owned a house, a car, a boat, a plane; Did you have a criminal history; Where do you parents live; Are they alive; Who did you vote for in the last election; All kinds of stuff like that."

"I even proposed that we could just use that as a conversation starter and we could work through them like that as a fun way to get to know each other. I was really trying. She tells me that she's not answering any of them because I'm trying to date her, not the other way around!"

"I laughed out loud thinking she was kidding, then realized she was absolutely serious. I wished her all the best in the dating world, chugged my beer, overtipped the waitress, and left."

– OkFrostina

"Yeah, I would really push that to the limit without getting law enforcement involved. Start with all the times I have ended up in rehabilitation, my abductions by UFO, the wild, kinky sex partners I have had, the millions I have lost before living under a bridge, etc."

– passporttohell

Scary As Hell

"Had a guy who insisted on buying the most expensive pizza at the restaurant despite my protests then kissed my head when he walked past me to use the restroom. After dinner we walked along the waterfront, he kissed me and then immediately tried to choke me "to be sexy". First date, last date."

– Twours1944

"What the sh*t?? Who taught this idiot that choking in public on the first date all without consent is a great get-to-know-you move??"

– villainsimper

Stranger Danger

"This was literally the day of a first date. But I had matched with an older man when I was still on dating apps. We planned to go on a hike on a very beautiful day by the water. On the day of the date, he wanted me to leave my car at his place, while he drove us through the backwoods so we can beat traffic. I said I’ll be happy to drive myself, and he laughed and canceled. His reasoning was he’s been stood up so many times and he didn’t want to waste his time and me not show up. I said “okay!I apologize for the inconvenience. I hope you find what you are looking for. “and blocked him."

"The red flag was when he genuinely got upset that I didn’t want to ride in a car with a stranger through the backwoods for our first date."

– Jesusdoescrack

"You should have said “you fear being stood up, I fear being murdered.”"

– The_She_Ghost

Truly Gross

"He pointed to another woman at the bar and said she was his ex. But she happened to be my lesbian roommate."

"Yes, I told him I knew he was full of it cuz she was my roommate, and I pointed out her girlfriend who was there with her. I don’t remember what he said exactly but he had no choice but to admit he was lying. I wish I had asked why he said it. I assume to make me jealous? Like that’s a good way to start a relationship? Obviously, that was the only date."

– Grapegoop

​Those Who Came Before

"He told me he had been divorced 5 times. I'm taking the advice of 5 women I don't know."

– 13liz

"The way you phrased this killed me 😂"

– CumulativeHazard

Got Her Feeling Emotions

"Does bursting into tears after I told them I didn't like a TV show count?"

– JumboDakotaSmoke

"I'm curious as to what TV show it was?"

– ladydamnation

"Grey's Anatomy."

– JumboDakotaSmoke

"bursts into tears"

– akennelley

Um...What?!

"He took me to his house (he lived with his mom) just so HE could eat dinner with his mom while I sat in the living room. I listened to them eat and talk about my looks like I couldn't hear them. Apparently, I was pretty but "needed to be taken down a peg or two." I said my period had started so I had to go home. A future abuser and his enabler mommy."

– BigMcLargeHuge77

Ew...Just Ew

"We went to a movie. He spent the first half with his hand inside one of his socks, then pulling it out and smelling it, putting it back in, repeat, repeat."

"Then he spent the second half trying to hold my hand. With his sock hand."

– Deleted User

Bad From The Start

"She asked if I could order for her because she was uncomfortable talking to the brown waitress.

"Added: Same girl would not stop talking about Kardashian gossip even though I told her I know nothing about them and didn’t care to know."

– CanaDoug420

Stop, Theif!

"He showed up drunk with a bouquet of flowers he admitted he stole from his mother's flower shop."

– LookAcrossTheWater

​Cringe-Worthy

"Went to a charity coffee shop for a date. It was “free” coffee where they just ask for donations which went toward their org’s efforts to feed and house people. They explained this to him and asked if he wanted to make a donation for our drinks."

"He said no."

– Shredded_Wheaties

Oh, yikes! I would be so embarrassed!

In fact, I'm kind of losing faith in dating as a concept.

Sometimes, well, many times, being single is the way to go. And we seem to learn that lesson the hard way.

You know within minutes if a date has gone off the rails.

I'm not talking about a "let's ease into this because of nerves" situation.

Crazy is crazy! Once you get that feeling of... "I'd rather be home listening to Adele," just go home and listen to Adele.

RedditorZuzpowanted everyone to share about the times they quickly realized being single was the better option. They asked:

"What was the moment you realized that you shouldn’t have showed up to a date?"
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