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Relationships

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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:
shellyleppard · 17/08/2025 14:44

@ChimpanzeeThatMonkeyNews oh yes...
Love me roasties 😂

Crushed23 · 17/08/2025 14:48

Nosdacariad · 17/08/2025 14:37

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

Unless discussed up front.

With this guy, he can’t have been broke, he was an academic and lived on the Upper East Side (mummy’s money). He was either stingy or just didn’t know how to date. That’s the impression I got anyway.

BrokenWingsCantFly · 17/08/2025 16:34

Around 9 years ago I met for a date on my 2 hour gap between finishing lectures and picking up my DD for a drink and lunch in a near beer garden. He met me near the uni and as we walked to the pub, 2 minutes walk and he used that time to tell me how rude I am for not answering his watsapp messages in a timely manner and how he would not put up with that in a relationship. I was already seeing the red flags blow up so thought I would skip the lunch and leave after 1 drink. Well he continued on this strange warning me how I best behave manner so I didnt even finish my drink. Said I remembered I was meant to pick DD up early so had to go. He kept trying to push to give me a lift home I kept repeating no I'm getting the train. Legged it soon as I got through the door. That odd ball was not finding out where I lived

TheFunnyPinkWriter · 17/08/2025 16:54

Walking 20ft in front of me the whole time and barely speaking to me.
He must have redeemed himself at some point because I married him and we're 17 years jn 😂
He still walks much faster than me (massive height difference) but thankfully he talks to me now!

CrispyBeer · 17/08/2025 18:30

Turned up 4 & a half hours late then walked into my flat, plonked himself down on the sofa & turned the TV on, he said 'I'll keep it low as I know birds like to talk' (& thought this was hilarious) he had a corner shop bag with him & he pulled out one can of beer & a packet of onion ring crisps & (I hadn't even sat down yet!) said 'I assumed you wouldn't want anything from the shop as you'd have stuff in'.

(The date was supposed to be going out to dinner & I only waited as long as I did as my mum & his mum had set us up & id been informed that he was 'So lovely'!)

Lickityspit · 17/08/2025 20:22

Guy I met online. RAF engineer. Turned up where we had agreed to meet for a drink snd asked if I was going to have sex with him cos if not he wasn’t wasting his time. Needless to say the answer was no and he left!! 😂

Imbrocator · 17/08/2025 20:23

Arranged to meet up with a chap off Tinder (the one and only time I tried online dating). Seemed keen by text but mentioned he’d had a recent breakup just before we met up and was just looking for friendship (on Tinder?!?).

We went to do a hobby together, when the hour was up he was really weird about me paying my half (£5), despite the fact we clearly hadn’t clicked. Flat out refused.

He insisted on walking me to the bus stop (it was early afternoon in a very safe area), but was so awkward that he desperately tried to dump me at the first bus stop we found, insisting it would get me home (it wouldn’t). Ended up walking for ten minutes together to the right one in awkward silence despite me repeatedly assuring him I could find my own way home 🤷‍♀️

IsSheOkayOrWhat · 17/08/2025 20:25

Oh the list is endless:
‘still living with his mummy’
‘green shoes and gross jeans’
‘short men who’ve lied on their profile’
‘men with kids’ ( watch the biters)
‘Late’

good luck!

SuperGinger · 17/08/2025 21:07

We were meant to be meeting up for the first date a week or so after the clocks went back. I hadn't readjusted any of them in my flat, turned up an hour early and called him from the pub and rather crossly accused him of standing me up. He told me the correct time and still came on the date, we got married are still together 18 years on. I'm still terribly dippy with bad time keeping skills.

Flannelfeet · 17/08/2025 23:36

ChocolateCinderToffee · 17/08/2025 05:37

Shellfish, at a guess.

He was being very shellfish taking her there. 😆 🤣

Personperson · 18/08/2025 12:05

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.

What the actual fuck 😩

CalzoneOnLegs · 18/08/2025 14:03

@Personperson what an utter nasty c**t to do that, she must have been really upset.

TheGamesThatPlayUs · 19/08/2025 05:47

Picks me up in his car with a sports game commentary blaring on the radio all the way to dinner destination.

roundandroundthegarden123 · 19/08/2025 06:59

A guy stole a car (I didn’t know it was stolen) to take me on a date with. We barely got to the top of the road and he was pulled over. I was taken home in the police car. I was only 16. He was 19. I am now 39 and married to someone with no criminal history. We all learn 😂

SwallowsandAmazonians · 19/08/2025 07:37

He turned up with his parents.

emptypictureframes · 19/08/2025 08:03

First date with a guy I met in a club. He called and said he was having car trouble so would I mind picking him up? Once I got there he came out with a bin bag full of clothes and informed me his parents had just thrown him out. Drove to nearby river where instead of the agreed walk he spent an hour calling mates to arrange somewhere to crash, then told me how much he liked me and pulled out a ‘diamond’ solitaire ring to gift me as a promise for our future.

No second date but he did later use me as his one phone call from the police station when he was arrested.

LupaMoonhowl · 19/08/2025 08:26

TwistedWonder · 17/08/2025 00:12

Another one that happened to a friend

They met at a cafe/bar and waitress came to take their order. She ordered first then he said ‘I don’t want anything I’m not hungry.’ So she asked why he’d organised a date on a cafe if he didn’t want to eat and he replied ‘oh I had a last minute date a bit earlier and had a roast on that one’

😂😂😂😂

Phoebesparrow · 19/08/2025 08:32

Old,years ago-i 'met' a bloke and we seemed to click
He lived a short train ride from me and we'd agreed that I'd travel to him
While I was on the train,he asked what I was wearing
'Ugg boots,skinny jeans and a nice top' (as a toddler,I put my heel on the top of my fathers pushbike wheel while he was cycling along and sliced the back of my foot off-im 47 and it still blisters-hence the uggs)
He went apeshit-'i can't believe your wearing uggs!they are fucking disgusting!you will change them when you get here and you will never wear them again!no girlfriend of mine wears fucking uggs!'
I got off the train,jumped on another one and went home again
I got a snotty message not long after and just blocked him

I met dp not long after and he doesn't give a fuck what I wear

greyfrontdoor · 19/08/2025 09:05

In my 20s, I met a man on OLD. We’d been speaking on the phone for a couple of months (big mistake, I know) and in my head he was some kind of Richard Gere/Pretty Woman character, rich and lonely and just needed the right woman to help him become ‘whole’. 🙄

We met outside London and caught a train further into the city. On the journey he grabbed my hand (as if to hold it) and then rested our hands on his groin and said ‘hhhmm, nice’.

Being quite inexperienced and a people pleaser, I went along with the rest of the date. While at lunch he produced an estate agent brochure with the details of a house he was buying. He said it could be ‘our’ house and then started going on about ‘love at first sight’ and oh the clincher, he
didn’t WANT to marry me but suspected if he did, I’d help to ‘tame’ him. I remember it was the day of the London marathon and I have a memory of us going to a bridge of some kind to watch the runners. As we stood there, he snuggled up to me and tried to put his tongue in my ear. He then suggested we go home to ‘consummate our relationship’.

We didn’t!

johnworf · 19/08/2025 09:19

greyfrontdoor · 19/08/2025 09:05

In my 20s, I met a man on OLD. We’d been speaking on the phone for a couple of months (big mistake, I know) and in my head he was some kind of Richard Gere/Pretty Woman character, rich and lonely and just needed the right woman to help him become ‘whole’. 🙄

We met outside London and caught a train further into the city. On the journey he grabbed my hand (as if to hold it) and then rested our hands on his groin and said ‘hhhmm, nice’.

Being quite inexperienced and a people pleaser, I went along with the rest of the date. While at lunch he produced an estate agent brochure with the details of a house he was buying. He said it could be ‘our’ house and then started going on about ‘love at first sight’ and oh the clincher, he
didn’t WANT to marry me but suspected if he did, I’d help to ‘tame’ him. I remember it was the day of the London marathon and I have a memory of us going to a bridge of some kind to watch the runners. As we stood there, he snuggled up to me and tried to put his tongue in my ear. He then suggested we go home to ‘consummate our relationship’.

We didn’t!

😳😳😳

CrispyBeer · 19/08/2025 10:18

Oh, reading this thread has reminded me of something that I think I'd blocked out of my memory!

It was many years ago now, when I was 18 (he was older) we met in a club then met for a date the next day in a cafe, he seemed great.

2 days later he messages me one evening & I was out so I said that we could meet when I got back, he was waiting outside my flat & he had some kind of a metal box in his hand. On questioning him, he said 'Oh it's a toolbox, I got here early & that car across the road was open so I took it from there'... I wasn't sure if he was joking! He kept laughing & I told him to go & put it back, if it was true, but he kept saying that it was fine & not to worry. I said 'If you've really stollen that then it's not 'fine' & he said 'Honestly, I promise that it's fine'. I was so confused but went along with it...

Anyway he left a few hours later & he said 'You can keep that' & left the toolbox with me!

I didn't see him again, I couldn't really work out what had happened with the toolbox but I had a bad feeling about it.

I didn't know what to do with it, I remember for a few days after, standing outside my flat looking at the houses & cars opposite & thinking 'I don't even know which one, so I can't even try to give it back, & if I do, then I'll get the blame won't I' (I didn't know his surname or where he lived)

I kept hold of it for 6 months (to the day! In case the police came & asked for it) then I shoved it in about 20 bin liners & put it at the bottom of my black bin.

I feel terrible writing that nowSad

Imaybeoldbutstillrandy · 19/08/2025 20:07

Before I met DH I had a couple of very bad dates with a very nice man, but...

Date 1. He explains he's a chef at local restaurant so can he meet me between shifts. No problem I suggest we meet on his break & we go for a coffee in local café. He meets me wearing stained tee shirt & shorts, says they're particularly busy he only has 30 mins, apologises & gets me a takeaway coffee to drink sitting on a wall in car park outside his restaurant.

I'm thinking not good, but give the bloke a break he couldn't help being busy at work, probably best he could do, he apologised profusely so agree to date 2

Date 2. Agree repeat of date 1 in that we would go to a café (many in the area) for a coffee. Again he meets me in stained tee shirt, shorts etc, says has more time this time, so maybe we get a McDonalds or something to eat while sitting on a wall in the car park.

Me: 'No thanks, Good bye' BLOCK.

Imaybeoldbutstillrandy · 19/08/2025 20:10

CrispyBeer · 19/08/2025 10:18

Oh, reading this thread has reminded me of something that I think I'd blocked out of my memory!

It was many years ago now, when I was 18 (he was older) we met in a club then met for a date the next day in a cafe, he seemed great.

2 days later he messages me one evening & I was out so I said that we could meet when I got back, he was waiting outside my flat & he had some kind of a metal box in his hand. On questioning him, he said 'Oh it's a toolbox, I got here early & that car across the road was open so I took it from there'... I wasn't sure if he was joking! He kept laughing & I told him to go & put it back, if it was true, but he kept saying that it was fine & not to worry. I said 'If you've really stollen that then it's not 'fine' & he said 'Honestly, I promise that it's fine'. I was so confused but went along with it...

Anyway he left a few hours later & he said 'You can keep that' & left the toolbox with me!

I didn't see him again, I couldn't really work out what had happened with the toolbox but I had a bad feeling about it.

I didn't know what to do with it, I remember for a few days after, standing outside my flat looking at the houses & cars opposite & thinking 'I don't even know which one, so I can't even try to give it back, & if I do, then I'll get the blame won't I' (I didn't know his surname or where he lived)

I kept hold of it for 6 months (to the day! In case the police came & asked for it) then I shoved it in about 20 bin liners & put it at the bottom of my black bin.

I feel terrible writing that nowSad

Again, again why has MN removed the laugh emoji? So want to give you a sympathetic laugh at this one. 😂

TwistedWonder · 19/08/2025 20:16

Imaybeoldbutstillrandy · 19/08/2025 20:07

Before I met DH I had a couple of very bad dates with a very nice man, but...

Date 1. He explains he's a chef at local restaurant so can he meet me between shifts. No problem I suggest we meet on his break & we go for a coffee in local café. He meets me wearing stained tee shirt & shorts, says they're particularly busy he only has 30 mins, apologises & gets me a takeaway coffee to drink sitting on a wall in car park outside his restaurant.

I'm thinking not good, but give the bloke a break he couldn't help being busy at work, probably best he could do, he apologised profusely so agree to date 2

Date 2. Agree repeat of date 1 in that we would go to a café (many in the area) for a coffee. Again he meets me in stained tee shirt, shorts etc, says has more time this time, so maybe we get a McDonalds or something to eat while sitting on a wall in the car park.

Me: 'No thanks, Good bye' BLOCK.

I matched with a man on OLD a couple of years ago whose idea of a first date was meeting him at 9.30 Saturday morning for a Costa while he was on his 20 minute break at work (and wearing his uniform) - but I’d have to drive to the Costa next where he works which was a 30 minute drive.

And he was offended that i didn’t think this was an amazing opportunity and turned him down.

LupaMoonhowl · 19/08/2025 21:05

emptypictureframes · 19/08/2025 08:03

First date with a guy I met in a club. He called and said he was having car trouble so would I mind picking him up? Once I got there he came out with a bin bag full of clothes and informed me his parents had just thrown him out. Drove to nearby river where instead of the agreed walk he spent an hour calling mates to arrange somewhere to crash, then told me how much he liked me and pulled out a ‘diamond’ solitaire ring to gift me as a promise for our future.

No second date but he did later use me as his one phone call from the police station when he was arrested.

😂😂😂😂😂