Rooftop bar, mid 40s... what are you wearing?

[lToodles]

As the title says. You're going out. Mid forties to a city rooftop bar. Weekend night.

What are you wearing?

For context - I'm very short, squishier than i used to be and more of a jeans and trainers person than cashmere and heels.

Jeans, T-shirt and trainers (mid forties too and no longer care what anyone thinks about what I’m wearing as long as I’m happy and comfortable).

My Zara hoody skinny jeans and trainers, probs superga

Raincoat and wellies. Scotland.

in my dreams I am in Rome; my skin has gone a lovely pale bronze ( I.e. the freckles have joined up) ; I am 2 inches taller and 4 inches narrower; I am wearing a strappy yet modest black midi length, slightly-clingy-but-not-bodycon black dress, which in no way looks odd with my red hair, white skin and occasional freckle. The moon is full and the night is warm

Love these linen trousers, very comfy and look nice:

Arket trousers

and then probably some layers - vest top and cardigan (maybe a scarf depending on the weather). Drop earrings and nice flats.

I'm early 40s.

I’m wearing black barrel cut jeans, a good quality white tee (perhaps a band t shirt) and silver flat pumps. I’m well accessorised with jewellery, a soft silver clutch, sunglasses for the sunset, straightened hair, red nails, a red lip and a few sprits of either Lady Million or wonderland peony by Floral Street.

Depends on weather but most probably wide leg jeans, a silky black shirt, black leather belt with gold buckle, mid-heel black boots, gold hoop earrings, gold bangle, black bag with gold hardware.

Slightly older than you op. I’d likely go for wide leg jeans, heeled boots, slogan tee and leather jacket. Or, if in a different mood and/or if it’s warmer (also Scotland, so unlikely), I’d do knee high boots with mini dress.

I was at a roof top bar last Friday. I wore straight-ish jeans, a cropped shirt, gold sandals and a Chanel style jacket as I get cold v easily, worn over my shoulders to start with.

Classic blue Levi’s.
Loose fitting shirt with a deep V (black/white/ivory).
Wedge espadrilles if sunny.
Slouchy oversize clutch tucked under my arm.
Big sunglasses if it’s still light out.
Scruffy bun & colourful Kiki McDonough earrings.

If I needed to be dressier I’d coordinate my handbag with a bright pair of chunky 70s platforms or LK Bennet Fern heels.

If I needed to be more casual, I’d wear trainers and a jumper over my shoulders.

Weather? Vital to my answer!

Jeans and a nice top, babes. Goes without saying.

Jeans, nice top, nice bag/boots and a decent cardigan/wrap to keep warm.

Maxi dress and denim jacket.

This was me last weekend. But I am 5’8”. I wore a dress very similar to this, with heels.

Of the people I was with, there were trousers with silky top, one was dressed modestly, and a couple of dresses. No jeans.

www.theoutnet.com/en-gb/shop/product/diane-von-furstenberg/dresses/midi-dress/floral-print-silk-jersey-midi-wrap-dress/1647597347880975

Something like this dress with a black casual blazer and sandals or pointed flats.
Or straight leg jeans and a nice top and some funky shoes - Ganni pointed flats style.

Oh wow!! So many great ideas. Thank you so much. I will look through all of these!

Scotland too so it's interesting that a couple of people mentioned weather

I was at a rooftop bar in Scotland on a rare day when the weather was nice recently. I wore a one shoulder midi dress with Hermes dupe sandals, gold cuff and gold teardrop earrings.

There was a massive variation. I would say most 40 somethings were wearing midi/maxi dresses with trainers.

Variation on what I always wear when going out! All Saints black slip dress, white heeled ankle boots and a neutral Joseph cashmere jumper worn over the shoulders until it gets chilly enough to put on. Kenyan straw bucket and a couple of thick silver bsmgjes.

Might be worthwhile checking the dress code. There's a rooftop bar/restaurant near me where clothes like jeans and trainers go against the dress code and you wouldn't be allowed in if wearing them.

I'd go black wide legged trousers, pussy bow blouse and either ballet flats or boots depending on weather. Probably chuck on my biker jacket if it was chilly.
(Full disclosure though, I have no idea what people wear for drinks;).

This dress
Klements silk dress
With this Baum und Pferdgarten jacket

Jeans, a little boxy v necked patterned blouse, biker jacket (M&S have v reasonable faux leather ones but the All Saints ones are fab)

Or dress, biker jacket.

Thank you all so much! This is so helpful

I went to a wine bar garden last night. I wore some silky green barrel leg trouser things (They’re Beyond Nine ones, like clown trousers but in the cupro material they’re drapey rather than Ronald McDonald), a cropped white tshirt from Reiss, a couple of chunky gold necklaces and gold flip flops because I hate proper shoes. I put a navy blazer on top for smartness and rolled the sleeves up because it looks a bit ‘Welcome to NatWest’’ otherwise

Probably either jeans or wide legged trousers, a silk top and a jacket. Either pointy flats, ballet pumps or trainers depending on whether I felt over- or under-dressed once I’d put everything else on.

It’s interesting that a few people have said wide legged jeans. I love mine in the daytime but they feel too casual for evening, and I stick to turned-up straight legs.