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What to Wear to A Holiday Party

December 12th, 2012

Holiday party’s around the corner and you’re not sure what to wear? This is your time to bring it and have some fun! This should help…

Happy Holidays from the Articles of Style Team!

    1. Try a Tartan

    Nothing says holiday attire like rich plaids and warm textures.

    You know that bold tartan/plaid/windowpane suit that you bought on instinct and sometimes wear as “statement sepearates”? This is your chance to muster up the cojones to wear it as a full suit.

    Towni pulls-off this awesome holiday suit by pairing it with other, more muted, seasonal essentials: cardigan sweater, hidden-placket shirt, bowtie, velvet slippers and, of course, a Santa hat.

    The small finishing touches bring it all together.

    Silver skier cufflinks are a fun accent for the season, while cashmere socks keep you cozy and have an amazing texture under that no-break hemline.

    • Tartan plaid suit by Rugby Ralph Lauren
    • White textured tuxedo shirt
    • Grey chambray bowtie by Hickey
    • Grey wool cardigan by Uniqlo
    • Silver ski guy cufflinks Vintage
    • Grey cashmere blend socks by Marcoliani
    • Forest green velvet slippers by Del Toro

    2. Bust Out a Dinner Jacket

    If it’s a more formal occasion, a dinner jacket is the way to go. Preferably one-button with a shawl collar.

    Alex brought back the vintage silk number he wore to prom, and it still fits like a glove.

    Again, the details are key to pulling it all together.

    Slim striped bowtie in the colors of the jacket, black pocket square, and, of course, camera cufflinks.

    I also love how Alex keeps the bottom half more casual with black Levis 511 jeans, wingtips and colored socks.

    High/low at it’s finest.

    • Thrifted Vintage Black/Grey Smoking Jacket
    • White formal shirt
    • Black/Grey Striped Tie by Penguin
    • Vintage Camera Cufflinks (Grandfather’s)
    • Black jeans by Levi’s 511
    • Black alligator belt and silver buckle by Ralph Lauren Purple Label
    • Red Socks by J.Crew
    • Black Wingtips by Florsheim

    3. Go Fair Isle

    Got a casual shindig with friends and family?

    Keep it simple but sharp, like Towni in his blue blazer, chambray shirt, fair isle sweater, burnt orange cords and cordovan tassel loafers.

    A slim sweater can be tucked-in. It’s a nice way to show-off a well-made belt, which can complete the look by bringing together the top and bottom.

    Speaking of textures, don’t forget to winterize your socks too.

    • Grey cashmere beanie by JCrew
    • Blue chambray shirt by Rag&Bone
    • Navy fair isle sweater by JCrew
    • Belt by Keil James Patrick
    • Orange corduroys by Facconable
    • Marled socks by Lands End
    • Burgundy tassel loafers by Johnston & Murphy

    4. Make Your Suit Formal

    Quick and easy tip:

    Take any well-fitting solid dark suit from your closet (navy, black, grey, etc) and pair it with a white hidden-placket shirt and black bowtie.

    Instantly you have a fresh take on semi-formal, using pieces you (should) already have in your closet.

    Keep the shoes black with clean lines. The more minimal, the more powerful.

    5. Winter White Dinner Jacket

    If the event is “black tie formal” you can go with a classic tuxedo, or stand out from the crowd in a white dinner jacket.

    With a dinner jacket, you can go with tuxedo pants or simple black trousers.

    And of course, formal lace-ups or fancy slippers.


    Thanks, as always, for reading.

    Yours in style,

    Dan Trepanier


    Photography by Alex Crawford

    • / Nicole

      I would love to see this worn by my husband.

    • http://what-towear.blogspot.co.uk/ Sam

      Great look, very stylish

    • Joe

      Great timely post – Something about the tartan suit on Townsend makes him look like a linebacker, maybe the large plaid print? Interesting look.

      • TW

        The reason it makes him look so big is because it’s way too big for him. Look at the folds around the upper arms and shoulders.

    • Will

      I like the tassel & forest green slippers. They kind of have that casual-formal look

    • Justin

      I never comment, but I felt unusually obliged tonight – your boy Townsend has his heart in the right place…Lord knows he does…but he’s SWAGLESS, and it shows. Westley is extra weak with it too. I mean seriously, when it comes to swag, those guys are straight naked out here – like, ass out.

      Besides those two setbacks, you’re doing the damn thing out here cuz.

      • Ben

        swag…. really?

        • Justin

          Yes Ben, swag – without it, you’re simply a douche in expensive clothing. The man makes the clothes, not the other way around.

          • Chad

            He was commenting on your over emphasis on “swag.” I would say putting all your energy into achieving “swag” is douchey. You are contradicting yourself. Townsend and Westley look great because they have their own aesthetic and wear their clothes with confidence.

      • http://thestyleblogger.com Westley Dimagiba

        will take swaglessness in to consideration.

        Thanks for reading!

      • William

        Brave words coming from someone who thinks spending a copious amount of money to look like you’re on food stamps is not frivolous at all.

    • Ben

      Townsend rocks the fair isle like no other here, perfect for any festive activity

    • TimL

      Hah!…. love all the looks.

      The first pic with all of you guys reminds me of a Holiday Seinfeld card to send to all your friends…. but no nipples.

      Love it.

      • http://thestyleblogger.com Westley Dimagiba

        lol we’re definitely going to make it in to a card.

        Happy Holidays!

    • Canada

      That beard looks terrible, it may work in NYC, but up here, where you’re from, it wouldn’t fly. Get out the razor; if you can’t grow a decent beard, don’t.

      • TimL

        lol…. what?

        • Agreed

          You have a nice face, why wear the beard? It doesn’t look great, but the clothes do.

    • http://urbanaesthetics.net/ Ariel.

      How’s it going TSB team? Awesome to see you guys continue to create amazing posts relevant to what many of us have been contemplating for some time now as we conclude the month and year off right. Definitely one of the “G.O.A.T.” posts of your archive for sure. Look 6’s “Get Regal With It” has to be the sharpest fit out of the bunch but the remaining eight were just as sharp. Cheers for a happy holidays gentlemen!


    • Will in BA

      What a great post.It really makes me wish I was still in NY, because the weather for the Holidays in Buenos Aires (where I moved for good last year)is extremely hot, as hot as “middle-of-the-summer-100-degrees” hot. I wish I was in old NY! But reading your posts I feel I am somehow still part of the city.

      I’ve been reading this blog almost from day one, and I really believe Dan and his team are growing and getting much more confident in many ways, giving the readers ( may I say followers?) a priceless advice to face the world in style, whatever the occasion might be.

      Good job! And keep in mind we desperately need some fashion advice down here in Argentina.Come visit some day!

      Happy happy Holidays to all the Team


      • http://thestyleblogger.com Westley Dimagiba

        thanks so much Will, Argentina sounds like a great place to visit.

        Happy Holidays!

    • shahab

      thank you very much! your hints are really inspirational in style! thanks to all the team members!

    • cam

      dan, where is the pleated leather skirt look a la kanye west from sandy concert last night? can i pull that off to my holiday parties this year?

      • http://tsbmen.com Townsend

        Hahahaha! I enjoyed that. Don’t forget the “meggings”. Thanks for reading!

    • http://www.onstreetabudhabi.com Rodel

      Could my Burberry tartan work for the holidays?

    • Scott

      Tartan suit is great.

    • Victor

      Hey Dan, or anyone else. I have a navy black lable suit very dark navy. Will tortoise color buttons work on it like navy suit Wes is wearing?

      Thanks for the inspiration

      • http://tsbmen.com Dan Trepanier

        Hmm. On a very dark navy I would probably go with darker buttons so that they are not jarring. With that said, they can still be tortoise.

        The suit Wes is wearing is a light navy, almost royal, and the light tortoise buttons still pop a lot.

        Thanks for reading,

    • cam

      hey dan, the entire team looks great. i esp love all the velvet laofers. can’t have enough plaids or velvet during the holidays imo. on another note, i really miss the video content from the past and think other readers, as myself, would tell you it makes for a much more personal connection with those following the site. happy holidays!

      • http://thestyleblogger.com Westley Dimagiba

        We have a whole new video series kicking off in January Cam!

        Thanks for reading.

        • TimL

          Great.. please bring back the videos.
          I like seeing you guys in action.

    • Jeff

      Do you have a link where I can purchase those Buffalo plaid slippers?

      You guys are helping a lot of guys out there, me included. Keep up the great work! Happy Holidays!

    • Brady

      These are all great looks. Recently found this site and cant get enough. Keep up the good work gentlemen!

      1. A mans beard is his own
      2. If you don’t have the confidence to get a little crazy for the holidays, stay conservative and let the rest of us be the life of the party

      • http://thestyleblogger.com Westley Dimagiba

        well said Brady, glad you’re enjoying the site!

    • Filip

      White dinner jackets are for summer only, never for cold weather.

      Otherwise great looks.

      • http://tsbmen.com Dan Trepanier

        Traditionally, sure.

        There are a million and one “rules” to black tie, including tail coats in the morning and keeping the waistline covered…

        If there is ever time to look sharp while breaking the “rules”, it’s a black tie party.

        Great post on this coming soon!

    • AK

      All these looks are spot on in my opinion. Classy, timeless, and well-executed.

      I’m particularly grateful for the velvet blazer post. Picked up a similar piece via vintage and have been looking for THE way to wear it. Look #4 nails it.

      My favorite thing about this site is how it challenges the modern male aesthetic in bold yet strangely conventional ways. Most of the pieces are men’s wardrobe staples that are reinvented through ingenuity and know-how.

      Your posts have definitely helped me challenge and refine my own sense of style. So thanks for the good advice and keep ’em coming!

      • http://tsbmen.com Dan Trepanier

        “My favorite thing about this site is how it challenges the modern male aesthetic in bold yet strangely conventional ways. Most of the pieces are men’s wardrobe staples that are reinvented through ingenuity and know-how.”

        Couldn’t have said it better myself. You really get it AK. THANKS!!

    • Brian

      Wish you’d posted this last week, which was when the Holiday party was for me. Nice work and keep it “real”. This has become my go-to site for (mostly) accessible men’s fashion because of that.

      • http://tsbmen.com Dan Trepanier

        Thanks Brian. Damn, that’s an early Holiday party.

        We’re still ironing out the overall timing of our posts…

    • Frost

      Like 7-9 as well as the velvet jacket look that you sport Dan, real fresh.

      My only gripe is most of these looks only work in a setting with other like minded fashion heads.

      • http://tsbmen.com Dan Trepanier

        I disagree. While a couple of the looks are intentionally pushing the limits of “classic menswear”, the Holidays are a time when outfits can be a little more fun and forward.

        I grew up on a small farm in the middle of nowhere, and a few of these looks (mainly the tweed/fair isle combos) would work even back home…


        • http://www.joshua-gold.com Josh

          I see what frost said as a problem. Dress for YOU, not the crowd. Be confident in wearing something “different”. Set the bar, don’t just try to hold yourself to it. As a wise man once said, “be better than the gap”!!

    • TO

      Beard looks fine Dan, let’s move on people…

      Cool velvet piece- I have some ideas for the material I wish I worked at MAB for… creative post guys.

      • http://tsbmen.com Dan Trepanier

        Thanks brother. Velvet is so lushhhhh

    • Mxolisi

      My favourite is the look with the velvet jacket. And you gotta love that same line from ‘Coming to America’.

      • http://thestyleblogger.com Westley Dimagiba

        lol one of the best lines in the movie

    • brianW

      Dan you got this one hands down. In all the pics. Slippers in 1st photo….. LOVE !!!

      • http://tsbmen.com Dan Trepanier

        Hah, tanks brian…although we’re not necessarily competing in the posts.

        Speaking of, though, Wes is 2-0 so far in the TSB team #WIWT. Killing it.

    • T

      I’ve been following your blog for about two years now, and what I’ve noticed is that your looks have become more and more…theatrical. No sane male (fine: very few sane males) would wear your outfits in public–especially in America anywhere outside of Manhattan. It’s like you’ve become a caricature.

      And that beard is just so bad on so many levels.

      • http://tsbmen.com Dan Trepanier

        Thanks for reading T, we really appreciate our long-time supporters.

        This is a post on Holiday Party dressing, where the theme is “get in the spirit, and go for it”…therefore it purposely leans toward the theatrical.

        Anyway, we’re gonna keep doing what we’re doing, it’s up to you to pick and chose where to draw your inspiration. Again, our looks are not meant to be copied.


      • Mike

        I have to completely agree. If I showed up wearing any of this to a Christmas party this year, my family and others would laugh me out of the room.I agree with the comment that it’s all all about the context of the situation.

        I totally appreciate the effort’s Dan has made on the site and have drawn inspiration for a few looks myself.

        I think one element that keeps on getting missed, that Dan and others have mentioned – is that style is a very PERSONAL thing and it takes TIME and EFFORT to developing your own style(and) this site is not about JUST coping styles.


    • Marcus Forlan

      Nice post, Dan. You nailed it with the last look.

      BTW – the beard is best close cropped fyi. Like look 9. The shaggy length just does not suit you nor do you have the proper coverage to pull it off.

      • http://tsbmen.com Dan Trepanier

        Thanks for sharing your opinion Marcus.

    • GAVIN

      Beard does look best in pic 9.

      • http://tsbmen.com Dan Trepanier

        I’m not sure that’s considered a beard…

        • GAVIN

          Love the site, BTW. Wish I had style.

        • Marcus Forlan

          LOL. Ur rite it isn’t a beard.

    • Mitch

      Awesome post and the, I’m not sure what to call it, clasp? On the flannel suit in #8 is great! I’m assuming there’s a button to make that actually fuctional?

      • http://tsbmen.com Dan Trepanier

        The tab collar on the tweed jacket is a sporty touch, commonly seen on hunting jackets.

        It can be fastened to a button under the collar on the other side of the jacket (with the lapels popped) allowing the jacket to be fully closed for warmth and protection.


    • Dustin

      All incredible looks! That velvet jacket is amazing. And Dan, the beard looks great.

      • http://tsbmen.com Dan Trepanier

        Appreciate the love Dustin.

        All the best

    • AussieAussieAussie

      If I wore any of these looks in public im pretty sure i would get bashed.

      • Marcus Forlan


      • http://tsbmen.com Dan Trepanier

        Haha. You’d also be sweating like a hooker in church.

        Sorry, we didn’t take into account the laid-back style and warm weather during the holiday season in the AUS.


        • khordkutta

          No you didnt Dan, LOL, i gotcha on the Robin Harris line.

      • Gazman

        All thongs (flip-flops) and board shorts down under at this time of year. Well…actually at every time of year. Aus = the country where fashion and style is completely absent. I know, I’m from there.

    • Tex35

      Great looks as usual. Would there be any changes to the looks if you were the boss hosting the christmas party?

      • http://tsbmen.com Dan Trepanier

        Hmm. I guess it depends what kind of boss you are.

        If you’re a hard-ass authority figure, maybe keep it more conservative and straight edge. But if you’re an easy going boss at a creative start-up, by all means loosen up and have fun with it.

        As always, the looks here are not meant to be copied, but rather used as inspiration for what might work for YOU.


        • Marcus Forlan

          That is exactly how I use this site, Dan. I tend towards a more “classic” style, so some of the looks just will not work for me. However, I use the ideas I get from this site to mix things up as “classic” can get boring real fast.

          For e.g. love the purple velvet blazer look. But I would wear it with solid colored pants, not checked.

          First time I rocked an Ascot was when I was 18 at an x’mas party. I guess it is time to do it again!

    • KP

      the first shawl collar look is BBAAAAAAAD
      dan- you need to loose weight or size up a jacket size
      and sorry buddy you need to shave that beard, it looks like you got another man’s pubes stuck on your face

      • http://tsbmen.com Dan Trepanier

        I see why you would say that from this post. The sweater in look 1 is really thick, and look 4 is a sample jacket we used for the shoot.

        Let’s disagree on the beard, you sick bastard.

        • TimL

          lol….. sick bastard.

    • Badger

      The last three looks are dynamite.

    • Chase L.

      Killing it as usual, Dan. Great post.

      • http://tsbmen.com Dan Trepanier

        Thx Chase!

    • Don Pierre

      Tremendously helpful and overall dangerously dapper.
      Congratulations on another excellent year of great content and achievements.

      • http://tsbmen.com Dan Trepanier

        Thanks for the love Don Pierre. Big things planned for 2013.

        Have a great holiday!

    • Gazman

      Some good looks but have to say I’m not a fan of slippers. The short pants…still can’t get used to it; looks like they’ve shrunken in the wash. The vest with a turtle neck jumper and tucked-in sweaters – acquired taste I suppose.

      • http://tsbmen.com Dan Trepanier

        Thanks for your comment Gazman.

        We can’t be all things to all people. We’re simply here to inspire.

        Happy Holidays,