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What's the worst start to a date you ever had?

204 replies

OneFancyTealQuail · 16/08/2025 20:30

Turning up 30 minutes late

OP posts:
Llamasarellovely · 17/08/2025 10:10

Oh Lord my crap dating history would fill a book 😀

  1. The children's book publisher who said his bedroom looked like a paedophile's. In the first 5 mins of the date starting.
  2. The blind date who'd arranged surprise tickets to a show which turned out to be the Vagina Monologues.
  3. The chap who introduced himself with the words, "you probably won't want to meet me again, just so you know". (TBF he wasn't wrong)
  4. The guy who'd booked a table at a pancake house because he "loved their noms".
Flashbacks 🤣
Thingyfanding · 17/08/2025 10:13

OverlyFragrant · 16/08/2025 22:25

Oh and I forgot the guy that turned up with his dog to a cafe date, let the dog off lead (in the cafe!!) Where it caused absolute carnage begging for food from everyone, jumped into an empty pushchair which crashed into a table, and then wandered off into the kitchen before a very angry staff member came over and told us off!!
I was so incredibly embarrassed and it put me right off him. Didn't even say goodbye.

🤣 brilliant!

Beachtastic · 17/08/2025 10:19

notthemayo · 17/08/2025 06:26

He turned up with the greasiest hair I’ve ever seen and claimed it was because of a ‘water allergy’ (it wasn’t). He then proceeded to take photos of other drinkers in the pub and loudly announced they were for his ‘blog of terrible dressers - I’ve got quite a big following!’

Our children now go to the same nursery and I wince whenever I see him (and his still-unwashed hair).

I had to read your last paragraph again... I thought you'd gone on to have kids with him and it was meant to be a "happy ending"! 😬

Jaws2025 · 17/08/2025 10:41

Going up to the bar together and him saying "oh, am I getting this?" when we ordered drinks.
(obviously I was planning to do rounds, just not paying for our own each time!)
Should've ran, didn't.

Jaws2025 · 17/08/2025 10:42

(Did a year later!)

theDudesmummy · 17/08/2025 10:51

Blind date set up by a friend. He knew I had arranged to go to a fancy restaurant in central London (he was visiting from another country, and had specifically asked if we could go somewhere really nice). He turned up in a fluffy baby blue cardigan, buttoned right up to the top. He proceeded to talk incessantly about his work over dinner He was a gastro-enterologist.

Pluvia · 17/08/2025 11:04

Not me, but a work colleague. Arranged to meet a guy who'd advertised in the Guardian's Lonely Hearts section in the 90s. They met in Soho for coffee and he was good-looking and well-dressed. But he opened the conversation with the question 'I'm looking for a woman to make our own pornography with, how would you feel about it?' and she quickly finished her coffee and left. She said there was something predatory about him.

A year or so later she answered an advert in Time Out and it was the same man. As soon as she saw him waiting in the cafe she walked away.

Personperson · 17/08/2025 11:34

healthybychristmas · 17/08/2025 07:35

How was he driving his car if he had broken his leg?

Probably automatic. You only need one foot to drive them basically as no clutch.

I was able to drive when I pulled my left ankle as I drive with my right foot anyway.

Minor1000 · 17/08/2025 11:45

Jeffandpedro · 17/08/2025 10:09

In my late teens, he asked if he could take me out to dinner. We agreed to meet at a local Pizza Hut. I ordered first and then he said that he wasn't hungry because his mum had cooked him dinner and he'd just watch me eat. It was the most awkward meal ever.

I had this with a woman I took on a first date. We met as Best Man and Chief Bridesmaid at friends wedding. I asked her out for dinner and took her to an Egyptian restaurant. She played with her food and wasn't really hungry. Turns out she didn't believe a man wanted to take her out for a meal and had eaten at home with her Mum before I picked her up. We dated for 6 months but I didn't marry her.

theDudesmummy · 17/08/2025 11:47

No problem in driving with a broken leg/foot if your car is automatic and its the left foot!

Catsandcannedbeans · 17/08/2025 11:54

Met this guy online and he seemed nice but he lied about his height and was 5’2. That wasn’t the main issue though, he genuinely gave me chills. Weird superficial charm, something about him sent me into fight or flight mode. Tried to ignore it and get on with the date but couldn’t so I rang my dad and got him to come and get me. I texted him saying I was sorry and that I was sick to save face and he sent me a tirade of abuse and showed up at my house, I sent my dad out who is over a foot taller than him and basically picked him up and threw him off our property. I have no idea how he knew where I lived. It was really scary. He is in jail now, my friend sent me a post of his mugshot because he was on the run for skipping bail.

Another one was a guy who had lost all his teeth in an accident as a teen and he told me by popping his teeth out mid date. I had drank a decent amount by then and screamed. He’s a nice guy and is actually married to a friend of my sisters - no he didn’t do the teeth thing on their first date.

AgentPidge · 17/08/2025 12:00

Mummyto3ginismyfriend · 16/08/2025 22:15

Met on a dating site.
He wanted a walk and a cup of tea somewhere. I thought that was sweet and casual.
He turned up with a tag on and it had to be an afternoon date as he had a curfew!

Ha ha that's brilliant!

TwistedWonder · 17/08/2025 12:02

I mentioned this subject in my mates chat group and got a few good stories to share

Worst/best is a friend who had been chatting to a man online who seemed really decent. She met him outside a bar and his first words were ‘wow you’re so much sexier in real life shall we skip the drinks and go back to your for a shag - we both know why we’re here’

Reader she declined

TwistedWonder · 17/08/2025 12:05

Another one which was actually the end of a date not the start

They'd been to a local Italian and he seemed pleasant enough but no spark. They walked back up the car park and he jumped straight into his car. She had to pay so went to the machine, as she walked back to her car, he threw his into reverse and run her over. She fell to the ground, he looked out the window and shouted ‘you ok’ she replied ‘yes I think so’ and he drove off leaving her on the floor.

Rosewineplease · 17/08/2025 12:06

One of a few err interesting blind dates I agreed to when much younger. Way before online photos etc. Work colleague had set it up thinking it would be a good match. We were meeting in a busy park area on a lovely summer day and at the agreed time I started walking along the long path towards the spot where he sat. I knew it was him with black hair in his denim jacket. He was observing me through mini binoculars. He must have satisfied himself I was acceptable as he put them in his pocket seconds before greeting me. The date consisted of us going for a long walk while he interviewed me. There was no second date despite his phone calls which showed himself to be patronising and misogynistic.

HelpMeUnpickThis · 17/08/2025 12:35

Mydahliasareshit · 16/08/2025 21:02

He had booked a restaurant in Knightsbridge where they tie a plastic bib around you on arrival because it's messy. I would have probably really enjoyed it for a third date once I'd got to know anything about him. He thought it was the best thing ever, and kept saying isn't it FUN! He was a nice chap and keen but I couldn't get over the crassness rather than a gentle introduction over a drink. Who knows, I might have married him if he hadn't done that. He was a plumber so probably had a very nice life and no shortage of dates!

@Mydahliasareshit

Awww. I would have loved this! Was it a crab boil or something like that?

I wouldn’t have found it crass at all, and I say that as someone who definitely also likes “fine dining”.

Do you still have his number? 😜

NoodleHorses · 17/08/2025 12:51

Met up to go for a walk with our respective dogs and maybe have a coffee at the cafe at the parking place. He looked horrified at my greyhounds- I had told him the breed of my dogs - and was disappointed that they weren’t more like Labradors. A quick google could have helped him prior to walking if he didn’t know what a greyhound looked like. He was also annoyed that they were not grey.

We, the dogs and I, had a nice walk. Minus him and his Labs. Met other greyhound owners and chuckled about, as they called it ‘a near miss’.

ChimpanzeeThatMonkeyNews · 17/08/2025 13:10

shellyleppard · 16/08/2025 23:12

Went for a meal at a carvery restaurant. I didn't eat all day in anticipation of a lovely roast.....he ordered a salad!!! I had my roast dinner lol

More roast potatoes for you! 😋

ChimpanzeeThatMonkeyNews · 17/08/2025 13:13

@MydahliasareshitI completely understand where you’re coming from with this.
I don’t like eating in front of people, at the best of times.
So, the idea of eating something messy like that, in front of a stranger, makes me come out in a cold sweat.

Yes, i’m strange/uptight/prudish, whatever you want to call it.

BrassyLocks · 17/08/2025 13:46

NoodleHorses · 17/08/2025 12:51

Met up to go for a walk with our respective dogs and maybe have a coffee at the cafe at the parking place. He looked horrified at my greyhounds- I had told him the breed of my dogs - and was disappointed that they weren’t more like Labradors. A quick google could have helped him prior to walking if he didn’t know what a greyhound looked like. He was also annoyed that they were not grey.

We, the dogs and I, had a nice walk. Minus him and his Labs. Met other greyhound owners and chuckled about, as they called it ‘a near miss’.

I'd go on a date with you just so I could pet your dogs. I LOVE greyhounds😁

CalzoneOnLegs · 17/08/2025 13:54

How can a grown adult, NOT know what a greyhound looks like?

LEWWW · 17/08/2025 13:55

Met up with a man OLD, over text he seemed funny and smart, he was a bit older than me but thought I’d give him a shot. He was late first of all, pulling up to the bar in his really obnoxiously loud Ferrari, looked nothing like his pictures but I was being polite so we go in and one of the first things he says to me is how he chucked his wife and child out of their home because she wouldn’t clean up after him and he couldn’t be dealing with that as he had a very important job. Well that was it, I made my excuses and was straight outta there. He text me later that night asking for another chance and I told him no, which he replied with ‘can we be fuck buddies then’…

saw him in a local newspaper by utter chance a few years ago, he had been imprisoned for meeting up with a 14 year old 🤢

Whataholiday · 17/08/2025 14:05

healthybychristmas · 17/08/2025 07:35

How was he driving his car if he had broken his leg?

I nearly put that in the story! He was driving an automatic!

Crushed23 · 17/08/2025 14:31

Jeffandpedro · 17/08/2025 10:09

In my late teens, he asked if he could take me out to dinner. We agreed to meet at a local Pizza Hut. I ordered first and then he said that he wasn't hungry because his mum had cooked him dinner and he'd just watch me eat. It was the most awkward meal ever.

Something similar happened to me. Met in a bar and he clearly didn’t want to buy me a drink so said he wasn’t thirsty. He then claimed it was table service when it clearly wasn’t, so I wouldn’t get up and get my own drink. So we sat there drinkless, until I left after 30 minutes. I’m of the somewhat traditional belief that if you can’t afford to buy a woman whom you asked out on a date one drink then you have no business dating a grown woman.

Nosdacariad · 17/08/2025 14:37

Crushed23 · 17/08/2025 14:31

Something similar happened to me. Met in a bar and he clearly didn’t want to buy me a drink so said he wasn’t thirsty. He then claimed it was table service when it clearly wasn’t, so I wouldn’t get up and get my own drink. So we sat there drinkless, until I left after 30 minutes. I’m of the somewhat traditional belief that if you can’t afford to buy a woman whom you asked out on a date one drink then you have no business dating a grown woman.

If a person is that skint they maybe need to get their life sorted out before dating as you say.

Unless discussed up front.