How to Look Sharp on a Dinner Date

Tired of feeling not-so-confident in your appearance during those special dinner dates?

Well…look no further!

Let me guide you on how to showcase your style so you can start looking and feeling your very best.

Find Style Balance

Think of it this way, the later in the evening the date is, the dressier you’ll want to be. So if you’re headed to dinner at a nice restaurant in the city, you’ll want to dress accordingly. With that being said, there’s no need to step out wearing a full-on suit. You can effortlessly showcase your style without being too over the top.

I always remind my clients that investing in high-quality staple pieces is always a good idea. A classic collared shirt paired with sleek dark-colored jeans, a stylish bomber jacket, and versatile boots are always an attractive combination. For a refreshing twist, you can switch out the jeans for dress trousers and pair them with a luxe white sneaker, achieving an equally fantastic look.

We want to keep things simple, but remember not to go too relaxed and step out in full-athletic gear, which I see happen quite a bit. Carve out time to ensure a stylish outfit that matches the occasion. The effort you invest in dressing yourself will undoubtedly pay off in how you feel and present yourself.

Make Sure Everything Fits


The perfect fit is paramount in every outfit choice! That’s because in order to master a great outfit, there’s no cutting those corners. I keep talking about this because it plays such a key in helping you look and feel your very best. It's a simple yet very effective way to level-up your overall appearance and boost self-confidence. Remember, have ALL your clothing (casual and dressy) properly fit ALL areas of your body.

Prepare your Attire

Quickly inspect your outfit before heading out to ensure it is clean, free of lint, pills, or wrinkles. Even though this may seem like a simple step, it is easy to overlook when we are in a rush or feeling excited about our plans. By making it a habit to give your outfit a once-over, you can ensure you always present yourself at your best.

Take a few minutes to assess your outfit and make use of tools like a fabric shaver, lint roller, or steamer to ensure your clothing looks nice. These simple steps can truly elevate your overall appearance, so remember, always incorporate them into your routine.

Stay Confident

Showing confidence in what you’re wearing, especially on a date, is the sexiest thing ever and speaks volumes about the kind of person you are.

By presenting your best self, you'll leave a lasting impression, whether you're meeting someone for the first time or spending time with your significant other.

And remember, confidence is king and goes a long way in helping to elevate your appearance—so whatever you choose to wear, make sure you look and feel your best in it.

At the end of the day, when you put effort into your appearance and style, it not only boosts your esteem but also positively impacts the energy you bring to any interaction. You’ll then in turn radiate inner confidence, which influences the mood and comfort of those around you—like your date—creating a ripple effect of positivity and connection.

Outfit Inspiration Board


Use this valuable information for continued success so you can attract investment from others just as you invest in yourself.

I've provided a comprehensive list of actionable steps that men can take to elevate themselves and become the greatest version they can be — be sure to explore more posts to gain deeper insights.

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Brandi is a wardrobe consultant and stylist helping leading men feel more confident in their style, she provides carefully curated style offerings dedicated to relieving all your style struggles so you stay looking and feeling your absolute best.


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