10 First Date Outfits - What To Wear On A First Date

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You want to look like you've stepped out of a shampoo ad and as if you've not given your outfit much thought at all. Easy, no?
Jameela, 25

How did you meet?
On Tinder, a true millennial tale.

Where did you go on the date?
A pub in Wapping called the Captain Kidd.

What made you choose this outfit?
As we met online, I was super nervous leading up to the date. Luckily we planned a really low-key pub date, so I made an effort with my makeup but then everything else was quite casual! Looking back, I think going with my gut instinct and committing to a more laid-back outfit was perfect and matched my personality.

Did you see each other again?
We've been together almost two years, which is crazy.
Nina, 28

How did you meet?
We met on a night out in Brixton and I remembered neither of us were super fancy dressers, so that made my date night decision easier.

Where did you go on the date?
First we went to a bar for drinks, then to Dogstar (both in Brixton).

What made you choose this outfit?
The date wasn't in a posh location – as mentioned, I’m not a very glamorous kind of person anyway – so I wanted to be myself. I decided to dress a bit more casual with a pair of balloon-shaped jeans, a cute cropped top, showing just a bit of skin but not being too intrusive, and Doc Martens boots.

Did you see each other again?
Yes! We've been together six months now.

Annie, 23

How did you meet?
I was championed by friends to download Tinder and then before I knew it I was swiping away.

Where did you go on the date?
A pub in Finsbury park. It was a really nice, sunny summer's day so I took full advantage.

What made you choose this outfit?
I'm such an over-thinker and asked three different friends before settling on a cute, loose dress. After a recent shopping splurge, I ended up popping on a new polka dot dress, One Star Converse, a delightful Susan Alexandra beaded bag and dark denim jacket in case it got a little chilly as the night progressed.

Did you see each other again?
We did a few more times, but sadly he moved countries. Alas, our mini summer romance ended abruptly.
Coby, 26

How did you meet?
We met while we were both students working part-time in Sainsbury's.

Where did you go on the date?
Caffè Nero in Tottenham Court Road, lol.

What made you choose this outfit?
I think I just wanted to be comfortable and feel like myself, also it was super casual so I didn’t want to overdress. I went with a black and white striped top, a black mini skirt, black tights and white high top Converse.

Did you see each other again?
Yep, we’ve been together six years! 

Vicky, 31

How did you meet?
On Hinge, which I’ve decided is probably the least bad dating app. 

Where did you go on the date?
A pub near my house in east London, less than a 10 minute walk in fact. 

What made you choose this outfit?
Well, reader. I was very short on time and only had two hours for this date because I was going out out afterwards. This rarely happens – both the dating and the going out – so it was only when I’d left the house wearing a very simple outfit of jeans and a nice top that I wondered whether I should have put in more effort.

Did you see each other again?
We did.

Sadhbh, 26

How did you meet?
Online, by accident. She was already planning a move to London (where I'm from) when we started talking, but I like to think I sped up the process. We never really dated in a traditional sense. The first time we met was at Billund airport before she moved from Denmark to the UK.

Where was the date?
The airport and then the beach by her house I guess

Why did you choose this outfit?
Dressing for aeroplane comfort that will also accommodate the nerves of meeting someone for the first time AND make you look good is A LOT. I was really into dark colours, baggy maxi skirts and sheer tops at the time, none of which I wear now (it was 2013 and I was an English student). If I remember rightly I wore a similar combo to this, including a netted long-sleeve top through which you could see my bra. A bold move in retrospect. Equal parts comfy, dowdy and slutty (which also described me at the time).

Did you see each other again?
I mean we're married now, so you could say it all worked out.
Holly, 28

How did you meet? 
My friends were egging me on to join Bumble and then we matched. The convo was easy right from the start.

Where was the date? 
A pub crawl around Soho.

Why did you choose this outfit
I always dress quite minimally and opt for very little colour. We were meeting after work on a Friday night so I wore something I would usually wear to work as I was quite secretive about dating and didn't want to people to work out I was going on a date. It was also January so I needed to be warm!

Did you see each other again?
It was three years ago and we're still dating!
Sunayah, 26

How did you meet?
We initially met at a house party.
 
Where was the date?
An upscale restaurant in London on a boat!
 
Why did you choose this outfit?
You just can’t go wrong with an LBD. I wore my fur coat on top 'cause it was pretty chilly that day and I'm a sucker for a bit of animal print, then paired it with Vans – cute but casual.
 
Did you see each other again?
The actual date went really well but after a while he turned out to be trash.
Jess, 24

How did you meet?
At uni. Typically it was the whole 'I liked him but couldn't/wouldn't accept it' trope. After hanging out A LOT, our first date came pretty naturally.

Where was the date?
We went to a gig where one of our mutual friends was performing. It was super chill, great vibes and no pressure. All super important ingredients, I think.

Why did you choose this outfit?
I knew there'd be beer sloshing around and it would be pretty cramped, so I wore a sheer, contrast top. I decided on some low-slung, nylon Dickies and then white Air Forces, a huge mistake as they ended up being destroyed but hey, they completed the look.

Did you see each other again?
Yep, still going strong.
Serena, 22

How did you meet?
Through mutual friends trying to play Cupid.
 
Where was the date?

Cinema date and then drinks afterwards, to give us more of a chance to chat.
 
Why did you choose this outfit?
If I could live in tracksuit bottoms, I would. So it was a no-brainer that I would pop a pair on for such a low-key date. I wanted a hint of colour and went for a neon green bodysuit and trainers. I definitely could be seen from afar, let’s put it that way.
 
Did you see each other again?
Yeah, we saw each other for a little while until it fizzled out.
 

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