First date (in a long time!) outfit help

[Definitelynotme2022]

I have a first date for dinner and drinks at the weekend. It's my first date in 19 years..... so more than a little daunting.

I'm 53, size 16. Any ideas? I prefer things that aren't too shapeless as I have an hourglass figure, so they tend to look like tents on me. My normal go to would be a plain jersey dress, probably in black or navy with a nice jacket.

I hope you already know your date? Dinner and drinks might be rather a long evening with a complete stranger.

I do, yes. But it's still very daunting!

https://uk.realisationpar.com/the-gia-indigo/

No jacket required. Looks properly contemporary but also flattering, in the MN sense of the word, on an hourglass figure. Pure silk, so tactile and will look good under candlelight. And wondrously easy and casual with flat shoes or cage sandals if the weather permits.

I’ve been wondering what I might wear on a first date …

If I wasn’t entirely sure I liked them, and was leaning more towards intimidation than intimacy - with a fantasy budget - probably this:

https://teurnstudios.com/products/maxi-leather-dress-powder-pink?_pos=13&_sid=de4162262&_ss=r

Or, if I did like them and felt entirely relaxed, this:

https://teurnstudios.com/products/double-leather-maxi-skirt-1?_pos=11&_sid=de4162262&_ss=r

Or the Phoebe Philo skirt below - with a white cotton or ivory cashmere vest and all my favourite jewellery.

I’m sorry I don’t like any of the clothes in those links for a first date. The first poster dress is far too formal, the second looks like your planning to butcher your date for dinner!

If you already know him, the pressure is off a bit, I’d wear what you suggested if you feel comfortable in it, being relaxed is the most important bit.

That’s ok, @Revelatio - I’m not going on a date with you! And you wouldn’t have to wear them. (Although the blue silk dress would not be formal in the way I’m imagining it being worn.)

What would be your choice?

@Definitelynotme2022 your normal look sounds fine, but more importantly you will feel comfortable. Do you know how fancy the restaurant is? Jewellery, shoes etc will help you either dress up or dress down the outfit. Would you wear a contrasting colour of blazer - so for example black dress and light blue blazer?

Apologies for multiple posting - but would people really wear a dark jersey dress and jacket on a date? It sounds exactly like dull office wear to me.

@BlossomBlossomBlossom I would wear a dress and a blazer, not a jersey dress, and either trainers or boots, but everyone is different and I think that for a first date wearing something that you feel comfortable and good in is a great idea.

What ever you choose just make sure you feel comfortable in it... even if it means making the more 'boring' choice. Nothing is worse than feeling uncomfortable in your outfit. Good luck on your date though, how exciting :)

None of these clothes look comfortable especially for a first date they are a bit out there maybe not in OP comfort zone …OP go casual smart …nice dress jacket or smart jeans dressy top have a fab time

I wasn’t suggesting the things after the blue dress for the OP, but for myself - or anyone reading the thread who likes a similar style! If you suggested I should go casual smart …nice dress jacket or smart jeans dressy top I would ignore your advice because that’s not how I dress.

Speaking as a mere male which I assume is your "target market", plain black, close fitting never fails. And speaking from more experience than I care to confess to black leather always causes havoc - and costs a lot less than you think if you know where to buy.

@BlossomBlossomBlossom
Well I’d wear something completely different, but I’m not the one asking the question! If the OP usually wears a jersey dress and a jacket then I don’t think what I would wear is relevant. I don’t think a first date and nerves would be the best time to invent a new look when you’re trying to be yourself!

What about a nice shirt dress with a tie belt or a jumpsuit?

@BlossomBlossomBlossom omg that dress is 🔥 🫣 I want!

Would a wrap dress work? They usually look quite nice on a hourglass figure. What colours would you feel comfortable in?

It would be helpful to know

• How would you describe the place your going to?
• What's your budget?
• What sort of brands/shops do you usually like?

Nobody's Child have a lot of nice dresses and might not be too far off your usual comfy jersey dress, A couple of examples: www.nobodyschild.com/black-one-shoulder-georgia-midi-dress.html

https://www.nobodyschild.com/black-ditsy-floral-clio-midi-dress.html

In these situations I always wear something that I'm used to wear, which feels "safe" and comfortable.

One fewer thing to stress me in an stressful situation.

Firther to my last suggestion, if it's also wrap-around the consequences will be devastating.

That's gorgeous

I'd wear something low-key like this with wedges or Birkenstocks, chunky bracelets and amp up my hair and makeup.

https://www.roman.co.uk/heart-print-stretch-jersey-dress-14350560

Love it

I’m a similar height to you at 5ft 4 and am a size 14 and an hourglass too so structured clothes suit me best too. I recently bought this and it’s really flattering and can be dressed up or down https://www.next.ie/en/style/su090581/100311?dndl=1&gad_source=1&gbraid=0AAAAADn-_y-qMWtUoKuPkF9SC_pfnS4b-&gclid=Cj0KCQjwztOwBhD7ARIsAPDKnkA4On8T2iZZHkifQ9Rhe5v1vm5VrNGsQGxDlE-vp6wa9C7s3uYiyVkaAm89EALw_wcB&gclsrc=aw.ds#100311?istCompanyId=d873714f-34f4-48ef-9a74-219bd03bc0c5&istFeedId=4b29b1a2-79a4-46e3-b924-1ad34869c8d7&istItemId=mttptlqlp&istBid=t&utm_source=google&utm_medium=organic&utm_campaign=organicshopping