I would really love some help from you wonderful people if possible! I’m mid-forties, with a youngish vibe and currently dating someone a little bit younger. Has been mostly casual meet-ups so far, but next week is a dinner/hotel date and I have zero clue what to wear!
My usual style is -
Work - wide leg trousers, smart platform trainers, shirts
Home - leggings, hoodies, running trainers
Out - wide leg trousers, jumpers, smart jacket, platform trainers
I often get lovely comments from friends that I always look smart/put together, but am really stuck with regards to what to wear for a restaurant/hotel stay that feels like I need to be smarter than the above attire.
The smarter/city ish look is one I’d love to be able to use more but feel like I have no idea how to style a pair of boots with jeans or what jeans/trousers/boots I’d buy.
I always used to rely on sticking a pair of heels on for this occasion but that feels like that option may be dated now ? I’m not a skirt/dress lover so limited options that way.
Thank you for reading my slightly desperate ramble - and thanks for any help too!
(I’m 5’5 & approx 50kgs, tiny boobs & short legs 😆)