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What To Wear: Holiday Party & New Year’s Eve 2023

Where did the time go? It seems like the older I get the faster the years pass by. I don’t know about you, but 2023 has been an incredible year and I’m beyond ecstatic and ready for 2024. I feel like I say this every year, but there’s something about a fresh slate appeals to the optimist in me.

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What To Wear: Holiday Party & New Year’s Eve Lookbook article hero

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1500w, 768w" sizes="(max-width: 1500px) 100vw, 1500px">

Before we ring in a new year, it’s time to celebrate the year that was. I’m sure that you have been or will be attending holiday parties through the remainder of the year (especially with the pandemic in our rearview, thank goodness), and of course there’s the New Year’s Eve celebration.

Some years I like to keep things low-key and stay in, but other years I like to go out and ring in the New Year with close family & friends.

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Whether you’re going out with the boys, hitting up a few dinner parties or taking your significant other out on a special date, I’ve got 3 distinct looks I’ve styled to inspire your holiday party or NYE get-ups this year along with a collage of bonus styling inspiration at the end.

Holiday Party & New Year’s Eve Outfits for Men

And now, with 2024 on the horizon—it’s time to turn it up, to get on that next level and most importantly, to stay there.

Let’s go!

Look 1: Turnt Up

Maybe you’re still young and ready to turn up this holiday season. I’m not talking college-level turn up, but a more mature turn up.

<img loading="lazy" decoding="async" data-attachment-id="4138" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/turnt-up-flatlay/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Flatlay.jpg" data-orig-size="" data-comments-opened="1" data-image-meta="[]" data-image-title="Turnt-Up-Flatlay" data-image-description="

Shot of brown leather jacket, corduroy pants and navy boots on the floor

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Flatlay.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Flatlay.jpg" class="wp-image-4138 size-medium" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Flatlay.jpg" alt="Turnt Up Flatlay | GENTLEMAN WITHIN" width="1500" height="1500">
Leather Jacket: Peter Manning NYC (budget alternative) | Long Sleeve Shirt: Coofandy | Corduroy Pants: Haggar | Boots: Thursday Boot Co. | Belt: Anson Belt & Buckle
<img loading="lazy" decoding="async" data-attachment-id="4128" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/turnt-up-outfit/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Outfit.jpg" data-orig-size="" data-comments-opened="1" data-image-meta="[]" data-image-title="Turnt-Up-Outfit" data-image-description="

Me wearing a casual outfit

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Outfit.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Outfit.jpg" class="wp-image-4128 size-medium" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Outfit.jpg" alt="Look 1: Turnt Up | GENTLEMAN WITHIN" width="1500" height="845">
This fit is clean and supreme.

This is a casual, stylish look that can take you from pregame to the bars or club in effortless style. I’ve paired the fall essential brown leather jacket with slim, gray corduroy pants. I especially love to wear corduroy around this time of year and this pair is cords for jeans lovers.

It’s a relatively muted look. The colors don’t pop, but the individual pieces do. The leather jacket speaks for itself and the dotted gray button up is fun without screaming “look at me.” Finally, I finish off the look with the navy, suede boots which has a serious combat boot aesthetic.

<img loading="lazy" decoding="async" data-attachment-id="4129" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/turnt-up-thursday-captain-boots/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Thursday-Captain-Boots.jpg" data-orig-size="1500,845" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="Turnt-Up-Thursday-Captain-Boots" data-image-description="

Shot of navy thursday boot company captain boots

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Thursday-Captain-Boots.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Thursday-Captain-Boots.jpg" class="wp-image-4129 size-full" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Thursday-Captain-Boots.jpg" alt="Look 1: Thursday Captain Boots" width="1500" height="845" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Thursday-Captain-Boots.jpg 1500w, https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Turnt-Up-Thursday-Captain-Boots-768x433.jpg 768w" sizes="(max-width: 1500px) 100vw, 1500px">
Boots: Thursday Boot Co.
https://www.instagram.com/p/Bd..." data-instgrm-version="8">

Look 2: The Next Level

They say to dress for the job that you want not the job that you have. So if you want to be the boss, why not dress like one?

Second on the list of New Year’s Eve outfits for men takes things to the next level. And nothing says next level quite like a braces (suspenders), necktie and tie bar combination.

<img loading="lazy" decoding="async" data-attachment-id="4137" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/the-next-level-flatlay/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Flatlay.jpg" data-orig-size="" data-comments-opened="1" data-image-meta="[]" data-image-title="The-Next-Level-Flatlay" data-image-description="

Shot of suit, tie and suspenders on the floor

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Flatlay.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Flatlay.jpg" class="wp-image-4137 size-medium" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Flatlay.jpg" alt="The Next Level Flatlay | GENTLEMAN WITHIN" width="1500" height="1500">
SHOP THIS LOOK—Suit: Black Lapel | Dress Shirt: Kenneth Cole | Dalton Boots: Allen Edmonds (similar on a budget) | Necktie: Cotton Brew | Watch: Burei | Suspenders: Amazon Fashion | Tie Clip: Amazon Fashion
<img loading="lazy" decoding="async" data-attachment-id="4127" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/the-next-level-outfit/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Outfit.jpg" data-orig-size="1500,845" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="The-Next-Level-Outfit" data-image-description="

Me wearing a suit with tie and suspenders

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Outfit.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Outfit.jpg" class="wp-image-4127 size-full" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Outfit.jpg" alt="Look 2: The Next Level | GENTLEMAN WITHIN" width="1500" height="845" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Outfit.jpg 1500w, https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-Outfit-768x433.jpg 768w" sizes="(max-width: 1500px) 100vw, 1500px">
Full on boss-mode with an outfit like this one.

I rarely ever wear suspenders, in fact this is my first pair of braces I’ve ever owned. In case you’re wondering, the difference between the two is that braces attach to the buttons (custom) on the inside of the pant waistband, whereas suspenders clip on to the pants. Braces are a better look in my opinion.

You’ll surely be levels above the rest with a killer pair of dress boots in a dark brown color to ground the look. If you have a French cuff shirt, I’d say wear it with your best pair of cufflinks.

<img loading="lazy" decoding="async" data-attachment-id="8020582" data-permalink="https://www.gentlemanwithin.com/allen-edmonds-dalton-boot-review/allen-edmonds-dalton-dress-boot-review-hero/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero.jpg" data-orig-size="1500,840" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="Allen Edmonds Dalton Boot Review 2022 (4 Years Later Still Worth It?) | GENTLEMAN WITHIN" data-image-description="

Allen Edmonds Dalton Boot Review (5 Years Later Still Worth It?) article hero

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero.jpg" class="alignright wp-image-8020582" title="Allen Edmonds Dalton Boot Review 2022 (4 Years Later Still Worth It?) | GENTLEMAN WITHIN" src="https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero.jpg" alt="Allen Edmonds Dalton Boot Review 2022 (4 Years Later Still Worth It?)" width="300" height="168" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero.jpg 1500w, https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero-768x430.jpg 768w, https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero-360x200.jpg 360w, https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero-750x420.jpg 750w, https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero-50x28.jpg 50w, https://www.gentlemanwithin.com/wp-content/uploads/2022/03/Allen-Edmonds-Dalton-Dress-Boot-Review-Hero-150x84.jpg 150w" sizes="(max-width: 300px) 100vw, 300px">» You Might Like This: Allen Edmonds Dalton Boot Review.

Even if you never wear suspenders, it’s worth considering on an occasion like New Year’s Eve. One thing is for sure—that you’ll be taking it to the next level with a look like this.

<img loading="lazy" decoding="async" data-attachment-id="4126" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/the-next-level-ae-daltons-2/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-AE-Daltons-2.jpg" data-orig-size="" data-comments-opened="1" data-image-meta="[]" data-image-title="The-Next-Level-AE-Daltons-2" data-image-description="

Shot of dark chocolate allen edmonds dalton boots

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-AE-Daltons-2.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-AE-Daltons-2.jpg" class="wp-image-4126 size-medium" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/The-Next-Level-AE-Daltons-2.jpg" alt="Look 2: Allen Edmonds Dalton Boots" width="1500" height="845">
Boots: Allen Edmonds (similar on a budget)
https://www.instagram.com/p/Bd..." data-instgrm-version="8">

Look 3: Stay Elevated

So you’ve made it to the top, easy right? Now it’s the hard part—staying there.

You can elevate your holiday party, date night or NYE look with a turtleneck (rollneck), colored dinner jacket combination.

<img loading="lazy" decoding="async" data-attachment-id="4136" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/stay-elevated-flatlay/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Flatlay.jpg" data-orig-size="" data-comments-opened="1" data-image-meta="[]" data-image-title="Stay-Elevated-Flatlay" data-image-description="

Shot of dinner jacket, black shoes and pants on the floor

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Flatlay.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Flatlay.jpg" class="wp-image-4136 size-medium" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Flatlay.jpg" alt="Stay Elevated Flatlay | GENTLEMAN WITHIN" width="1500" height="1500">
SHOP THIS LOOK—Dinner Jacket: Jos.A.Bank, (Men’s Wearhouse), (Bonobos) | Turtleneck Sweater: Amazon Fashion | Pants: Dockers | Shoes: Beckett Simonon | Watch: Invicta | White Pocket Square: RDS
<img loading="lazy" decoding="async" data-attachment-id="4125" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/stay-elevated-outfit/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Outfit.jpg" data-orig-size="1500,845" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="Stay-Elevated-Outfit" data-image-description="

Me wearing a dinner jacket with a turtleneck, black pants shoes and pants

" data-image-caption="

Holiday Party & New Year’s Eve (NYE) Lookbook

" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Outfit.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Outfit.jpg" class="wp-image-4125 size-full" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Outfit.jpg" alt="Look 3: Stay Elevated | GENTLEMAN WITHIN" width="1500" height="845" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Outfit.jpg 1500w, https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Outfit-768x433.jpg 768w" sizes="(max-width: 1500px) 100vw, 1500px">
Simple, suave and sophisticated.

This is a look that will turn heads for all the right reasons. The statement dinner jacket stands out, but isn’t obnoxious. It’s festive, yet tasteful in my opinion. I personally like the rounded lapels.

This is a great New Year’s Eve or date night ensemble. The turtleneck under a suit jacket and black pants, oxfords combination give off an air of casual elegance.

All black is boring so I opted for black down low with color up top. I say go for a jacket in colors such as navy, burgundy, merlot or green to mix it up and look seasonally appropriate.

This getup works because the green jacket and beige turtleneck livens up the overall look. I finish the look with a clean white pocket square with a classic presidential fold.

Overall, I feel that this outfit achieves great balance so you can stay elevated, not just on this night, but for the year ahead.

<img loading="lazy" decoding="async" data-attachment-id="4124" data-permalink="https://www.gentlemanwithin.com/new-years-eve-outfits-for-men/stay-elevated-beckett-simonon-oxford/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Beckett-Simonon-Oxford.jpg" data-orig-size="" data-comments-opened="1" data-image-meta="[]" data-image-title="Stay-Elevated-Beckett-Simonon-Oxford" data-image-description="

shot of beckett simonon dean oxford in black

" data-image-caption="" data-medium-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Beckett-Simonon-Oxford.jpg" data-large-file="https://www.gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Beckett-Simonon-Oxford.jpg" class="wp-image-4124 size-medium" src="https://gentlemanwithin.com/wp-content/uploads/2017/12/Stay-Elevated-Beckett-Simonon-Oxford.jpg" alt="Look 3: Beckett Simonon Dean Oxford" width="1500" height="846">
Black Dress Shoes: Beckett Simonon
https://www.instagram.com/p/Bd..." data-instgrm-version="8">

Bonus New Year’s Eve & Holiday Party Outfits

Before you go, here’s a collection of 8 curated outfits to help give you some more ideas on what to wear for your upcoming holiday party or New Year’s Eve. They’re all elevated, sharp casual outfits for the most part that can take you from day to night in effortless style.

<img loading="lazy" decoding="async" width="65" height="96" src="https://www.gentlemanwithin.com/wp-content/uploads/2022/10/big-guy-style-12.jpg" class="attachment-thumbnail size-thumbnail" alt="big guy style 12" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2022/10/big-guy-style-12.jpg 600w, https://www.gentlemanwithin.com/wp-content/uploads/2022/10/big-guy-style-12-34x50.jpg 34w, https://www.gentlemanwithin.com/wp-content/uploads/2022/10/big-guy-style-12-150x222.jpg 150w" sizes="(max-width: 65px) 100vw, 65px" data-attachment-id="9022459" data-permalink="https://www.gentlemanwithin.com/how-to-dress-for-your-body-type/big-guy-style-12/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2022/10/big-guy-style-12.jpg" data-orig-size="600,888" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="big guy style 12" data-image-description="

big guy style 12

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<img loading="lazy" decoding="async" width="53" height="96" src="https://www.gentlemanwithin.com/wp-content/uploads/2022/09/30s-style-inspiration-12.jpg" class="attachment-thumbnail size-thumbnail" alt="30s style inspiration 12" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2022/09/30s-style-inspiration-12.jpg 564w, https://www.gentlemanwithin.com/wp-content/uploads/2022/09/30s-style-inspiration-12-28x50.jpg 28w, https://www.gentlemanwithin.com/wp-content/uploads/2022/09/30s-style-inspiration-12-150x270.jpg 150w" sizes="(max-width: 53px) 100vw, 53px" data-attachment-id="9022044" data-permalink="https://www.gentlemanwithin.com/how-to-dress-your-age-for-men/30s-style-inspiration-12/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2022/09/30s-style-inspiration-12.jpg" data-orig-size="564,1016" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="30s style inspiration 12" data-image-description="

30s style inspiration 12

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<img loading="lazy" decoding="async" width="69" height="96" src="https://www.gentlemanwithin.com/wp-content/uploads/2022/09/20s-style-inspiration-18.jpg" class="attachment-thumbnail size-thumbnail" alt="20s style inspiration 18" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2022/09/20s-style-inspiration-18.jpg 425w, https://www.gentlemanwithin.com/wp-content/uploads/2022/09/20s-style-inspiration-18-36x50.jpg 36w, https://www.gentlemanwithin.com/wp-content/uploads/2022/09/20s-style-inspiration-18-150x209.jpg 150w" sizes="(max-width: 69px) 100vw, 69px" data-attachment-id="9021967" data-permalink="https://www.gentlemanwithin.com/how-to-dress-your-age-for-men/20s-style-inspiration-18/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2022/09/20s-style-inspiration-18.jpg" data-orig-size="425,591" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="20s style inspiration 18" data-image-description="

20s style inspiration 18

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<img loading="lazy" decoding="async" width="70" height="96" src="https://www.gentlemanwithin.com/wp-content/uploads/2022/04/well-balanced-outfit-brown-gray-white.jpg" class="attachment-thumbnail size-thumbnail" alt="well balanced outfit brown gray white" srcset="https://www.gentlemanwithin.com/wp-content/uploads/2022/04/well-balanced-outfit-brown-gray-white.jpg 600w, https://www.gentlemanwithin.com/wp-content/uploads/2022/04/well-balanced-outfit-brown-gray-white-36x50.jpg 36w, https://www.gentlemanwithin.com/wp-content/uploads/2022/04/well-balanced-outfit-brown-gray-white-150x206.jpg 150w" sizes="(max-width: 70px) 100vw, 70px" data-attachment-id="8020864" data-permalink="https://www.gentlemanwithin.com/how-to-mix-and-match-clothing-colors-for-men/well-balanced-outfit-brown-gray-white/" data-orig-file="https://www.gentlemanwithin.com/wp-content/uploads/2022/04/well-balanced-outfit-brown-gray-white.jpg" data-orig-size="600,825" data-comments-opened="1" data-image-meta="{"aperture":"0","credit":"","camera":"","caption":"","created_timestamp":"0","copyright":"","focal_length":"0","iso":"0","shutter_speed":"0","title":"","orientation":"0"}" data-image-title="well balanced outfit brown gray white" data-image-description="

well balanced outfit brown gray white

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In the End

I hope these looks equipped you with styling inspiration for this holiday season and New Year’s Eve festivities. Have a wonderful holiday season and a blessed New Year!

Onto you. What’s your ideal holiday party or New Year’s Eve getup?

Let’s continue the discussion over in the Gentlemen Within Private Facebook Community.

Looking forward to seeing you in there.

The post What To Wear: Holiday Party & New Year’s Eve 2023 appeared first on Gentleman Within.

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