Which Did I Wear Better?

I love US magazine’s “Who Wore It Best?” feature. However, they never include me. So I’ve decided to create my own, completely conceited version. Please take the time to vote. It’s vitally important (to me).

On Tuesday night, I was at the Boston Hot Pink Party, a fund-raiser for the Breast Cancer Research Foundation, held at the Museum of Fine Arts. The dress code was “cocktail attire with a touch of hot pink.”

Custom-made suit and shirt, Chanel tie and pink pocket square from the Royal Bullring in Ronda, Spain

The following afternoon, I attended Party in the Park, a fund-raiser for the Emerald Necklace Conservancy, held under a tent on the Fenway. A luncheon to which the ladies traditionally wear hats, I decided to hold up the men’s side.

Hat by Empresa, Rome, decorated with peonies and purple stock; Ted Baker shirt; Trovata jacket; Rag and Bone trousers; vintage crocodile belt; scarf from a fleamarket somewhere

Which looked better?

Please vote by clicking on the headline above and posting a comment below. The results won’t hurt my feelings, no matter what.


  1. jody
    Posted May 24, 2011 at 10:28 pm | Permalink

    Most definitely the Hatted man. the shirt is great, scarf even better AND the jolly smile most winning.

  2. Joyce Gerber
    Posted May 25, 2011 at 9:30 am | Permalink

    Definitely the Mad Hatter look. I’m having flashbacks to high school drama days. . . .

  3. Eliza
    Posted May 25, 2011 at 1:32 pm | Permalink

    While I think you look spectacular in your suit with touches of pink, I prefer the more rakish, hat-wearing, vaguely 19th century look in the second photo! And of course, so stylish in both!

  4. Julia
    Posted May 27, 2011 at 3:24 pm | Permalink

    J-So…you look ridc hot in both and having had the HONOR of sitting next to you for BOTH of these events I would have to say thats its…..A TIE! You rocked ’em both. Now wasn’t that helpful? xx

  5. Posted May 28, 2011 at 6:18 pm | Permalink

    The custom made suit and Chanel tie! Fabulous! The other…well…Quentin Crisp called from the grave and she wants her scarf back.

  6. Posted May 29, 2011 at 8:33 pm | Permalink

    i guess i am in the minority again, without a doubt the second out fit with the hat (and Ted Baker shirt ) is one of the most super fly outfits I have ever seen someone wear in Boston. I wish I had been the live to share in the pimpness. no disrespect to the classy smooth debonair, suit and tie, but for my money, my vote is for more funky freshness.

  7. Posted June 6, 2011 at 8:49 am | Permalink

    Personally, I prefer “B” best. I would have added a little something extra to the hat, something sparkly. (NOT that your personality needs the distraction.)

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