Jacket (Barbour), Shirt (Ralph Lauren), Vest (Gap), Skirt (J.Crew), Shoes (Sperry Top-Sider), Watch (Michael Kors)

Happy May! & most importantly Happy Friday! If you have been following along from the very beginning you may be having some flashbacks because this skirt was featured in the very firstĀ ThePreppyMAG post, almost 2 years later and it’s still stylin’.

Yesterday I prepped it up with a classic oxford shirt, a sweater vest, a high waisted skirt and some Sperry’s. Finally, warm enough to show some leg and let me be the preppy self I’m meant to be! I don’t know about you but I am still seriously struggling with my preppy style in the winter so now that it is warming up I’m bursting with preppiness.

I’m seriously loving this sweater vest look, mostly because it makes me look like a “Lady Boss.” Over the winter I fell into the casual agency attire slump which although amazing at times could also be extremely un-motivating. It may be mental but yesterday I feel like i got twice as much work done just because I felt put-together and confident.

So lets talk Preppy in the workplace for a minute. Working in advertising I work with a lot of trendy, hipster, and plenty non-preps and it can get a little awkward. Yesterday someone said, “OMG you look like you are going to a country club.” Have you ever been to a country club? I would never wear this! How do you combat these awkward moments? You embrace them wholeheartedly. Don’t be ashamed, live up to your preppiness and fascinate them with your confidence!

One thing I’m not too sure about is wearing a bow in the workplace. Does it make you look too young, too unprofessional or am I looking to far into this? I really don’t know. When I first started working at 360i I was super self conscious about wearing bows because nobody else did but now that I feel more comfortable and my friends know how preppy I can really get I don’t mind flaunting one here and there.

What are your suggestions on being perfectly preppy in the workplace?



7 Comments on Perfectly Preppy in the Workplace

  1. Jenny
    May 1, 2015 at 2:00 pm (3 years ago)

    Love your outfit.
    I tend to wear a lot of shift dresses and skirts similar to this one to work. :)

    xoxo, Jenny || Breakfast at Lillys

  2. fairyprincessjord
    May 1, 2015 at 2:31 pm (3 years ago)

    I think wearing a bow in the workplace really depends on where you work and how you will be interacting with people. In many cases I say it’s okay! You look totally adorable. I love that J.Crew skirt.

  3. seersuckersass
    May 1, 2015 at 11:56 pm (3 years ago)

    I have a bow headband that I wear to work on occasion, but it’s subtle! I also like to pop a bow under my top knots sometimes! It’s an easy way to hide the little bumps under my bun. Haha.

    My favorite work attire includes shift dresses & pixie pants!

    XX, SS || A Little Seersucker Sass

  4. Marie H.
    May 2, 2015 at 1:24 am (3 years ago)

    This is such a cute work outfit! I love the sweater and skirt pairing.

    Progression By Design

  5. Stephanie @ Diary of a Debutante
    May 2, 2015 at 6:38 am (3 years ago)

    I am SO glad I found someone else who wears ribbons to work! You look adorable… the argyle and Sperrys? We could be twins!

  6. Tiffany Khyla
    May 2, 2015 at 10:40 am (3 years ago)

    Loving your sweater vest! Really, loving this whole outfit. So cute. I love high-waisted skirts.


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