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Valentine’s Day in Style

February 11th, 2013

The most romantic day of the year is less than 72 hours away.

Got a plan? You gotta have a plan.

Here are some ideas.

     1. Get Fancy

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    When was the last time you and your girl got fancy?

    Chances are, she has a sexy dress in the back of her closet that she’s been waiting for an occasion to wear. If she doesn’t, maybe you can start the celebration early by taking her shopping for a little something special. A side note from experience: keep in mind that dress shopping can be a little stressful for a woman. If she can’t find the perfect fit, don’t forget, you have a good relationship with a great tailor (right?).

    We found Karyn’s vintage dress at Fabulous Fannies in the lower east side and had our friends at The Tailoring Room nip it up. She’s also wearing the most stunning diamonds I’ve ever seen in person from Van Cleef & Arpels.

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    I love formalwear. It’s man at his best. Definitely my favorite category to design, and wear. For that reason, I’m always open for an occasion to break out a classic tuxedo or swagged-out dinner jacket.

    The opera is one of the few readily accessible occasions that allows for formal attire. So buy some tickets and get fancy. It makes for an occasion that is romantic and memorable. And don’t forget, a tuxedo is not designed to be taken off early. Find a swanky lounge near your place after the show and don’t be afraid to pick up the tempo with a few stiff drinks.

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    I designed this perforated velvet dinner jacket extra-slim through the midsection, with a buttonhole on each front panel. Then I sewed two grosgrain-covered front buttons together with a 3″ sterling silver chain.

    In my opinion, this “removable toggle button” is an innovative accessory that puts a very subtle spin on the classic dinner jacket silhouette. I made a few different versions of the toggle as well, one with a gold chain, one braided leather with silver buttons, etc.

    Special thanks to The Metropolitan Opera for allowing us to shoot in their legendary space at Lincoln Center. Check out this week’s performance schedule here.

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    2. Outdoor Adventure


    Romance doesn’t have to be all grand and serious.

    Perhaps planning a fun outdoor activity, like ice skating, is more your speed.

    Find a quaint spot for warm soup and hot coco afterwards and enjoy the beauty of winter together.


    Whatever you end up doing, make sure you dress the part for the big day.

    She will certainly take notice and appreciate the romantic gesture.


    Alex rarely wears a suit, but he’s a master at getting the most out of his garments. Here he layers up his bespoke flannel jacket with white jeans and rugged boots, perfect for an afternoon date in winter wonderland.

    Special thanks to Alex’s girlfriend Jessica Varley for taking time out of her busy theatre schedule to participate in the shoot!


    • Cotton beanie by Levis
    • Grey flannel suit jacket
    • Chambray scarf by The Hillside
    • White cotton pocket square
    • Navy Windowpane Shirt by Gap
    • Burgundy wool knit tie Vintage
    • Brown woven leather gloves by Hilts and Willard
    • Slim white jeans by Levi’s
    • Round toe boots by Red Wing

    3. Flex Your Culinary Muscles


    Don’t feel like going out?

    Plan a romantic dinner for two and share a bottle of wine over some intimate one-on-one time. Don’t forget to set the mood with proper lighting, music, and perhaps her favorite movie afterwards.

    Just because you’re at home, though, doesn’t mean you should wear your sweat pants or other lounge gear. Keep it sexy and simple like Townsend here in a classic oxford, cardigan, slim jeans and house slips.


    For the record, Towni cooked for our whole crew after this shoot.

    It wouldn’t be fair to him if I didn’t mention that he hooked up some of the best lamb chops I’ve ever had. The guy knows his way around the kitchen, to say the least.

    “To start, goat cheese bruschetta on toasted ciabatta. Main course is seared lamb chops with a rosemary herb dressing. On the side, an arugula salad with pears, candied walnuts, parmesan cheese, fried crispy pancetta and a homemade orange champagne vinaigrette. For dessert, chocolate covered strawberries, of course.”

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    • “Downing” glasses by Warby Parker
    • Stonewashed oxford shirt by J. Crew
    • Brown cardigan by J.Crew
    • Watch by Timex for J.Crew
    • Slim washed denim jeans by Polo Ralph Lauren
    • Forest green velvet slippers by Del Toro

    4. Going Solo


    Single this season? This should be a big night for you too.

    The romance in the air on Valentine’s Day draws singles out looking for love…or something like that.

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    So throw on a fitted black leather jacket, some slim dark denim and a sexy pair of boots and get your mingling on, player.

    As always, simplicity, confidence and a laidback nonchalance will go a long way.



    Dress to impress and make it one to remember!

    Yours in style,

    Dan Trepanier


    Photography by Alex Crawford

    • Ali Naaseh

      Wes, did you get those jeans tapered? The leg opening looks much slimmer than a slim-straight would be off the shelf

    • Andrew

      Hell yeah Alex!

    • http://mrsprezzatura.blogspot.com Zulhilmi Rahman

      Wes is looking swag here with that hair.

      That’s casanova!


    • Vio

      A tuxedo without the breast pocket! Not a bad idea but isn’t it more interesting with the classic pocket square?

      • Ian K

        I bought a Zegna tux at last call and it doesn’t have a breast pocket either. I was surprised by this, but my tux is also shawl collar like the one Dan is sporting. Maybe it’s a specific touch to that style.

    • Robert

      I had a lot of fun looking at this posting. You all looked like you were having a genuinely great time taking these shots.

    • Luigi Cuneo

      Beautiful couples and Excellent chemistry.
      May you all stay together.

    • http://www.aepictureblog.blogspot.com ELKIN

      really digging the second look, simple and fun! using the valentines colors played really well!

    • http://www.wix.com/neilfortin/costumes Neil

      Amazing jacket Dan! In terms of getting some of that velvet..I’m in men’s tailoring right now at school and that would be perfect for next semester! Would love to chat with them at least! I am also looking for a good wool/silk blend in emerald green for a suit for a show! Would love some insight there!



    • Marcus Forlan

      Dan – your personal tweak to the jacket is freaking great. Awesome.

      All very strong looks as usual – the variety you present here shows you guys put in a good amount of thought into this post. Great job!

      I have been following you guys for a while now and over the last couple of months you have really upped the ante. The quality of posts and looks were always there, but you have taken it up several notches with the new ideas and variety of looks and options you present.

      Keep it up guys. You are really going to knock this out of the park.

      • http://www.tsbmen.com Westley Dimagiba

        thanks Marcus, you always give great insight w/ your comments.

    • Shane

      I understand that the four of you guys are opposite-sex oriented, but do you have any suggestions for same-sex male couples who want to look complementary but not identical? I err on the side of trad with a bit of a TSB sense of humor (blazer, pocket square, brightly colored socks), whereas my partner tends to be much less fussy (occasionally OCBDs, usually sweater and chinos with sneakers) but will generally wear what I recommend.

      Any ideas would be greatly appreciated!

      • Jimi Brady

        It would be pretty subtle-yet-romantic if both of you wore your typical dressy digs, but with matching pocket squares (Valentine’s Day colors, of course). Just my personal opinion, but I think it would be noticeable without being over the top.

    • Tran

      Since towni cooked for you guys, did you at least give him some action?

      Jk. Great post. Cheers.

    • Ronald

      Hi guys, this is so amazing and motivating! Great job, nice to see this combination of fashion and Valentines, I almost had goosebumps reading your article. Now I am really looking forward to my date on thursday :)

      Best regards from Norway!

    • Thomas

      is the bartender in the last slide cory sylvester from shopping on a budget? It really looks like him.

      • http://tsbmen.com Townsend

        Nice spot and good memory!

    • John

      The dinner jacket is so impressive, it’s unfair for Alex, Towni and Wes.
      Since someone mentioned it, how do you choose the linings on your jackets?

      • http://tsbmen.com Dan Trepanier

        I typically try to chose a lining that is congruent with the colors of the fabric but contrasts it’s pattern in a visually appealing way (never striped lining with pinstriped fabric, or check lining with glenplaid fabric, for example).

        In this case, I went with a black/grey illustrated paisley since it’s formal-esk, black & white and doesn’t mimic the dot-like pattern of the perforated velvet fabric.


    • TimL

      The girls are stunning!!!

      • http://tsbmen.com Dan Trepanier

        The unwritten benefits of good style :)

      • http://www.tsbmen.com Westley Dimagiba

        you should see them in person.

    • John

      Let’s be real here–Wes is probably the last person in NYC to not have a date on Valentine’s Day.

      • http://tsbmen.com Dan Trepanier

        Haha unless it were by choice :)

      • http://www.tsbmen.com Westley Dimagiba

        hah this made my day John.

    • Ray

      Great post and great ideas! Towni – Did you take cooking lessons? Wes – That look is awesome with just a lil hint of red for Vday. Alex – Winter Whites looking sharp and clean! Dan – impeccable as always!

      • http://tsbmen.com Townsend

        Hey Ray, thanks for reading! And to answer your question, nope. Just have always been interested in cooking, and grew up loving (and still watching reruns of) Jacques Pepin on PBS. Would love to take some classes though!

    • Jerome

      Very, very strong post. Love it!

    • Bob

      Wes killin’ it as usual. I see you, player!

      • http://www.tsbmen.com Westley Dimagiba

        good lookin out Bob! hah

    • http://www.thekacar.com Mustafa K

      All great looks – I’m really feeling Alex’s white (jeans) on white (snow) look though. Posts keep getting better and better TSB team.

    • Rory

      Great article. I have to say though that “Fabulous Fannies” made my crack up laughing. Such a different meaning in Ireland :lol:

      • Jordan

        hahaha, same bud!

    • Brian

      Dan, the removable toggle button is sweet, but that paisley lining is even sweeter.

    • Bogdan

      Amazing!…All outfits are great, but my favourite is the last one (it`s simple, but it gives you a morale boost).

    • Victor

      This is THE most entertaining article I’ve read here. It’s just the right amount mens fashion, romantic advice and also some personal touches from all of you at TSB. I really enjoy the articles where it feels like we get to know you at TSB just a little more.

      • http://tsbmen.com Dan Trepanier

        Thanks Victor. I think you’ll really enjoy our upcoming video series. That is, if we ever get it off the editing room floor…

    • Eugene

      Great post!

    • Poe

      Is Wes’s jacket the same one as Dan’s?
      or perhaps there’s bromance in the air? ;)

      On a serious note, awesome post. Especially Towni’s advice on homecooked meals. I might do the same since my budget isn’t big enough for an event that requires a tux.

      • http://tsbmen.com Dan Trepanier

        I keep a pretty liberal policy when it comes to the team borrowing from the TSB styling closet :)

      • http://www.tsbmen.com Westley Dimagiba

        there’s a strong bromance amongst the four of us… I think.

    • cam

      dan, the perforated velvet dinner jacket is simply stunning.

      • http://tsbmen.com Dan Trepanier

        Thanks Cam. I’m really hype about it.