6 first date outfit ideas to impress your date!

AD| I don’t mean to brag, but I’m an expert at online dating. I met my partner on Tinder 4 and a half years ago….


AD| I don’t mean to brag, but I’m an expert at online dating. I met my partner on Tinder 4 and a half years ago. We are now engaged, have a baby, own a home together and we’re planning a wedding for next year. If that doesn’t make me qualified for giving out dating advice and dishing out first-date outfit ideas, then I don’t know what does!

first date outfit ideas girl in floral dress by emily and fin

Let’s not talk about all the failed dates I had been on before him..

Online dating is BRUTAL. I’m not going to lie. It wasn’t all fun. The majority of dates I went on were okay, but there just wasn’t a spark. Which I know sounds so TYPICAL and I hate that saying. There’s no spark.

I mean, there doesn’t have to be a spark on the first date, that can develop later. But I think you know pretty quickly if you want to spend more time with a person to see where it goes.

I did get hurt a couple of times and there were also a few disasters. Such as being catfished by someone who was about 10 years older than he said he was. A date with a lawyer that just didn’t speak and answered YES or NO to every question. A date with a shepherd who was funny as hell, but probably on drugs and then there was the guy who was dating someone else, picked her, then decided he wanted to go travelling so ended it with her and got back in touch to see if I was up for a bit before he left.

I was not.

Oh, I guess we are talking about the disaster dates I’ve been on. Okay, maybe I’m not successful at dating but I am certainly experienced in first dates with someone you’ve met online.

It’s scary to meet a stranger. If you’ve been talking for a while, you have high hopes. Sometimes the person you meet seems different to how you expected. Their personality on text doesn’t match up to the real thing. You use your head to fill in the gaps to dream up this amazing person and you’re kind of.. disappointed. That’s why I always tried to meet up with someone quick. It stops you from falling in love with the idea of a person before actually meeting the person.

Anyway, I need to get back to the point.

First date outfits

I’m a big believer in wearing outfits that you love and feel amazing in! Too many times I’ve bought a dress but I’ve not been entirely happy with how it looks. Then I feel rubbish wearing it. After one wear, it’s in the wardrobe for the rest of its life until it finds its way into a charity bag.

Always wear something that you love!

Anyway, many guys love first date outfits that exude confidence and style and how do you get confidence? Wear something you love!

How to Dress on a First Date

For my first date with my partner, I wore a black dress that sat on my shoulders with a pair of cute tights that had dark blue shimmery lace detail. Plus a belt, because we all know I love a belt. And bam! A cute outfit that I feel great in. This was my first date dress for my previous few dates.

For the second date, I wore my favourite tartan dress which absolutely does not fit me right now, cry. Plus my lovely leather jacket which has now fallen apart and has gone in the bin because I wore it so much.

These photos are terrible quality, but they’re from the 4th of September 2016 and the 11th of September 2016. My first two dates were with my current partner. AuThEnTiC.

two first date outfit ideas - a black dress and tartan dress

And yes, that tartan dress is the perfect tartan dress from a post I wrote about three years before, I’ve had this dress 8 years and love it as a first date outfit!

While we are here, let’s take a look at it and cry at my pre-pregnancy body!

red tartan dress perfect for a first date

Enough about me, now let’s talk about you.

So, you’re going on that first date and you are not sure what to wear and you’ve come to the internet for some first date outfit ideas.

I’m a dress kind of girl, so each of these outfit ideas features a dress. I’ve just never really been a ‘jeans and a nice top’ kind of girl. I really hate jeans and trousers. I just feel so much better in a dress! They’re comfortable, easy and you can usually change a dress from casual to dressy just by removing a cardigan and adding heels and accessories.

If you are researching first date dress ideas before your next date, then take a gander at these date outfits! Don’t spend hours browsing online for date dress ideas, just read this post. Click each image to take you to where you can buy it!

First date outfit ideas

First date outfit 1

A dress with a floral print is always a great idea for a casual first date outfit. My favourite! I’ve actually bought this dress a couple of weeks ago. I love this! It’s a typical outfit for me and is a cute look for a date on a nice sunny day! They have it in a midi and a mini version. I have the longer one as I am a mum now. I used to always have shorter dresses but since being pregnant. I’ve got into maxi/midi dresses and I think they are here to stay!

floral dress from New Look

First date outfit idea 2

You cannot go wrong with a simple black dress! This one has cute detail on the back and is sure to make a great first impression. It’s a safe option if you’re not feeling very confident as it’s not too out there. It’s flirty in a subtle way but still classy.

First date outfit idea 3

This is a stunning outfit! Another midi dress perfect for a summer day in a beer garden. I love the colour and think it’s a cute first date outfit! You can pair this with the back I’ve picked and flat sandals for a casual look, or add heels and a handbag for a more ‘dressy feel. It’s a bit of a girl next door vibe, but great for a casual first date.

First date outfit idea 4

Another black dress option. The floral print softens it and makes it a nice smart-casual option. The necktie is a cute detail. Another flexible outfit idea or both daytime (this would work well for a coffee date!) or nighttime meetups!

First date outfit idea 5

I love this leopard print dress, leopard print never seems o go out of fashion! Although leopard print is quite a sexy print, the cut is cute and softens it a bit to make it perfect for a first date! I think this would look great paired with a leather jacket and some accessories!

First date outfit idea 6

I couldn’t write a first date outfit ideas post without including a red dress! I love the chiffon fabric, making this a flowy but sexy dress to wear on a first date. Red is the colour of love, after all? So why not just go for it! It’s flirty but sophisticated! What’s not to love? This would make the perfect dinner date dress.

Now you’ve got your first date dress ideas sorted, you just need to decide on your hair and makeup!

Looking for some ideas of where to go on a first date?

If you enjoyed my first date outfit ideas, you can check out

Remember, it’s never too late to start dating! There are lots of apps and websites such as this Cornwall Dating Site for Cornwall Dating!

Good luck in your dating adventure and I hope these first-date outfit ideas help you to find the man or woman of your dreams!


  1. Enjoyed reading this so much! I have tried online dating only once and it didn’t end up well and cancelled the app after that, but I might give it a chance again! Love how you guys met after many not all excellent dates and built a family together. love the idea of the floral print dress and that tartan dress looks amazing x

  2. I loved reading this and I’m so happy you were able to meet your partner online!! I love all these ideas, and you’re so right that you can’t go wrong with a black dress xx

  3. That floral midi dress is so cute on you and I love the flashback pics of your first date outfits! I didn’t dress up for my first date with now hubby – wasn’t entirely sure if it was a date or a friend thing – or our second date but that’s when we kissed so I put a little more effort into dates after that haha!

    Hope you are having a nice week πŸ™‚

  4. You and your partner look like such a power couple in that first photo! What a Tinder success story too! I’m in a long term relationships so no first dates for me but I definitely like to dress up a bit when we do go out on what could be considered a date night!

  5. Lol online dating is so tough, and first dates are so nerve-wracking. However, I did used to enjoy coming up with outfits and make-up to wear on the big day πŸ™‚ thank you for sharing these suggestions I think it’s so important to keep it simple and wear outfits that can match any occasion x

  6. Great post! I have to admit I love your tartan dress and I’m super happy you were able to meet your husband through online dating! I especially like the look of outfit 6. Thanks for sharing!

  7. This was so sweet to read about your experiences with online dating and finding your person! I love all the dresses you’ve included but am especially fond of the florals and red ones! Dresses used to me one of my go to first date outfits as they’re so cute and flirty πŸ™‚ Thanks for sharing.

  8. It sounds like a great (but brave) idea meeting the dates them before allowing oneself to get attached to one’s mental image of them online!
    It is hard for me to imagine anyone who actually met you failing to swoon!
    You look absolutely irresistible posing in the year 2016 outfits you wore for for your first two dates with AuThEnTiC.
    All of outfit pieces you provided shopping links for in the six first date outfit ideas look attractive.
    The date disasters you had sound awful – but thank you for letting us
    enjoy reading the summaries of them!!!!!! πŸ˜€

  9. You and your partner look like such a sweet couple and I’ve not heard of many tinder successes and I completely agree that online dating can be brutal. I love the 6th outfit its so cute x

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