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Ideas for flattering evening outfits for winter sun at 59

7 replies

HotAndHassled · 20/09/2026 08:22

I am going away for some winter sun. Nothing flashy or super posh. I am at my most comfortable in shorts and t shirts during the day but a total failure in the evenings. I want 2/3 nice outfits that are easy to wear and flattering on my big boobed, slightly saggy, size 14 frame. I am 59, 5’8”. I am not at home in frills and flounces and like clothes that skim (does this even make sense?)
Suggestions, and links, please!

OP posts:
Specialagentblond · 20/09/2026 08:34

Sequin kaftan?

thedevilinablackdress · 20/09/2026 08:39

How warm will it be? What is your general style? What would you wear at home for a similar evening in the summer?

bababamama · 20/09/2026 08:41

Make sure you take a cardigan or wrap of some description because even if warm in the day many places get cool in the evening, the canaries in particular I found even by 4.30pm it cooled off

AngelsWithSilverWings · 20/09/2026 08:43

You sound like my size wise although I'm only 5'4"

I was in Italy last week and wore [[https://www.roman.co.uk/palm-leaf-print-stretch-jumpsuit-14850038 www.roman.co.uk/palm-leaf-print-stretch-jumpsuit-14850038 this jumpsuit

I bought both patterns. Very comfortable and flattering and very stretchy. I had to get them shortened so that I could wear with both flat sandals and heels.

I hope the link works.

Ivory Palm Leaf Print Stretch Jumpsuit | Roman UK

Shop for Ivory Palm Leaf Print Stretch Jumpsuit at Roman.co.uk. Part of our Jumpsuits collection.

https://www.roman.co.uk/palm-leaf-print-stretch-jumpsuit-14850038

Pineneedlesincarpet · 20/09/2026 08:59

Some silky wide leg trousers and a matching long shirt or tunic. And sandals.

Or a maxi dress. Me and Em or Boden have some nice ones. Theres loads in the sale on the Boden website..I don't know your style..arms, no arms etc.

Thats my evening uniform.

HotAndHassled · 20/09/2026 09:20

Thanks all, I’ll check your suggestions out. In my head I am an understated parisienne, very neutral colours, bit scared of pattern and very pared back. In reality I think I am more carthorse, I have bad posture and stomp - think Paris would ask me to leave!
I’m happy in the autumn when I can wear my uniform off cropped jeans, boots and a nice shirt or jumper. I like to keep my arms covered but am happy to flash a bit of leg!

OP posts:
minnowonthesay · 20/09/2026 12:12

I wear trousers or jeans on holiday in the evenings in September and October, so perhaps get a pair of light coloured wide leg trousers or barrel style and a couple of tops from Zara.
A skirt co ord from Never Fully Dressed.
This Zara cream dress is lovely and very flattering on - all can be worn with a normal bra.
I always take a small hand held steamer with me.

Ideas for flattering evening outfits for winter sun at 59
Ideas for flattering evening outfits for winter sun at 59
Ideas for flattering evening outfits for winter sun at 59
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