I seem to have lost all sense of style. Maybe I never had one to begin with I don't know 😂
Anyway... I have a first date this weekend. First time in 5 years! Dinner and a couple of drinks. Met online so this is first impression.
- I'm 29, mum of two, and have been living in sweaty betty and trainers for the past year.
- I'm on the shorter side at 5'3 but have horrible feet, so heels are okay but it would usually be boots. Have lots of nice ankle black / grey heeled boots from pre WFH days.
- I'm quite petite (size 8) but I really struggle with having ridiculously large boobs (26H!) which makes clothes a nightmare and ruins any look that would probably be nice on others. Anything really high cut makes me look matronly (not sure if that's the correct term, but basically I feel like it makes me look much bigger than I am which wouldn't be a problem but it gives a chicken leg effect). Anything low cut and I feel like it looks too revealing and can give the wrong impression. This wasn't really a problem in my early twenties but I don't want to look like I'm 30 dressing like a 21 year old! But it's hard because my cleavage literally starts just below where my neck stops.
- I'd say I was a winter and much prefer dark colours and jewel tones. Very pale skin and long black hair. I have sleeve tattoos so can get away with a... rock chic look? But it doesn't have to be that. In my early twenties that was my style, black skinnies or short skirt with thick tights, black leather jacket, grey / burgundy / forrest green flowy vest top etc.... BUT I met my last partner in the spring / early summer and it was an ongoing joke that I turned up to our first date in black suede boots and this heavy kinda wintery top when it was a beautiful sunny evening. But I hate bright colours 🙈
Which I guess is where the problem lies. It's Scotland so the weather is iffy anyway and it's unlikely to be a warm sunny evening... but at the same time for people who are stylish, is black boots / skinnies / leather jacket generally a winter thing? Would you go with a dress and tights or is that too dressy? I'm quite a casual person but I don't want to look like I've not made an effort.
I'm sorry this was so long but I would LOVE help / advice / links / outfit ideas anything you can offer. 🙏🏻