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Date Looks: What To Wear (Women 40+)

Fashion Tips to prepare for the Fall season in SoCal.

First dates can be nerve-wracking, especially when your work/life schedule is busy. Luckily in Southern California, our weather is rather timid and predictable. However, when the temperature drops 10 degrees or it starts to sprinkle, Angelenos (people from LA) tend to panic, "What do I wear when it gets cold?". Here are my basic tips to get your wardrobe ready for dating during the Fall/Winter season in 2022. #1 - Define Your Date Outing: You should have a general idea of where & when your date will take place. This may seem obvious, but consider the activity planned and the environment you will be in.

#2 - Create a "Date Look" depending on the scenario:

  • Casual Meet - for coffee, lunch, picnic, hang-out setting, movies, concert

  • Sporty - for hike, beach stroll or bike ride

  • Drinks & Dining - for a fun night out, trendy restaurant, bar hopping

  • Fine Dining - for fancy, romantic, dress to impress occasions

  • Holiday Party - for socializing, festive, and dressy events

*Tip: Don't forget to think about the date details & logistics: Are you doing something outdoorsy, like a morning hike? Will you need a hat? What happens when you take it off, how will your hair look? Or worse, what if you start sweating profusely? Can you remove a layer of clothes?

Are you meeting someplace unique, like an art gallery? Will it require a lot of walking? What happens when your strappy heeled sandals start to tear into your skin? Will you survive after walking 2 hours? #3 - First Date Impressions: In my opinion, less is always more - on all occasions; except for going to a black tie affair at glitzy gala.

Studies have shown, men prefer women with less makeup as to full caked-on coverage. So I suggest, follow the clues of science and don't over do it! Lean towards a more natural look and highlight your best feature sparingly.

#4 - Accentuate Your Assets:

Casual Date - Attire Ideas:

  • If you love your legs, show them off with a short skirt, mini-dress, or sweater dress. They are fun & flirty. Even a cute dress with a pair of white sneakers or boots completes the cool-girl look.

  • If you have a great bosom, don't be shy. A v-neck blouse, plisse top, or shirt with a cute pair of jeans and heels or boots makes a relaxed, fashionable statement.

  • Heels are sexy & feminine. They give a feminine touch to any outfit, and men love that!

Dinner Date - Attire Ideas:

  • Pencil Skirts are hot because they accentuate the female body and hug your curves. Pair it with a silky blouse or a dressy halter top. You can dress them up or down with a sweater or blazer.

  • Wide leg trousers with a fitted or bra top is a low-maintenance look, that can be elevated with a blazer or jewelry.

  • Silky dress with an oversized sweater-coat or trench coat. You will be oozing with sex appeal.

#5 - Final Details:

  • Jewelry Accessories: Your jewelry should never compete with you! I suggest wearing simple jewelry, like studs or dainty dangle earrings. Make it 'just enough.'

  • Hairstyle: Men love long, flowing hair. I suggest keeping it down. The more feminine you look, the more desirable. It's the Men are from Mars concept.

  • Perfume: Men & Women must agree on a scent. Less is more. Only dab a touch, here & there. You don't want him to be gasping for air, if you were stuck in a car together for 10+ minutes.

#6 - Feel Good & Look Good: Be confident in your style. Don't wear something that makes you feel uncomfortable, but also don't be afraid to experiment with fashion. I like sticking to the more classic looks (i.e. little black dress) as I get older, however a bold color or pattern can convey a lot of personality. If you "Feel Good" wearing it then go for it.

*Tip: Don't obsess about big brands versus no brands (labels). Any "look" has cover girl potential, it's just a matter of how you wear it. Good Luck!

Enjoy your dating fashion adventure.

Puneet & Suneet, Professional Stylists

Your one-stop for latest trends, styling tips & more.

Editorial images are photo courtesy of Puneet & Suneet.

Sangita Patel, Writer & Managing Editor Ms. Sangita Patel is a professional marketeer, brand evangelist, and a prolific writer on diverse topics. She has lived in three continents: South Asia, The United Kingdom, and North America. Sangita is a devoted Christian who volunteers in various ministries at her local mega church in Southern California. In her spare time, she enjoys reading, writing, golf, hiking, healthy cooking, creating recipes from scratch, attending farmers market, and socializing with family and friends. She is looking forward to meeting a professional, Godly Christian man with a big, beautiful heart who is kind and cares about Kingdom work. She is working on her first book which is her story and testimony on how she became a believer.


Editorial images are photo courtesy of Puneet & Suneet. Contributors Disclaimer: Submissions are memoir. It reflects the authors/guests present recollections of experiences over time. Some names and characteristics have been changed, some events have been compressed, and some dialogue has been recreated. Personal stories are not intended to hurt others-- the intention of this blog is to inspire and entertain.

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