May Flowers // Rainy day outfit + patent boat shoes

rainy day shoes sperry boat shoes women spring outfit

Sperry flats sz 5 (similar on sale; more sizes here), Chicwish trench sz XS (sleeves shortened), Cuyana purse c/o, LOFT umbrella, LOFT dress (similar), VC sunglasses in “gold” c/o, Gucci scarf

April showers certainly brought on May flowers here in Boston, although I’m bummed we basically headed straight from winter to summer with temps hitting 90 already! When it’s raining sporadically and hot out, I leave my rubber boots at home and just wear patent leather boat shoes like these. The patent holds up well against a little water, and doesn’t look too casual or scream “weather shoe.” Mine are an older color combo, but Sperry has a similar version (also here) in several patent colors (“rose” makes a flattering neutral), on sale right now! Tip: if you have low ankles like me and the side of your flats rub or dig in, I stick a small insole cushion like one of these under where the heels of my feet go, to elevate them!

This rainy day outfit combines some very old pieces in my closet, inspired by the color combo in my pretty umbrella. You can how else I’ve styled this gray trench coat hereherehere, and here – it’s a weighty, casual-fit trench with sloped shoulders. I get a lot of questions about Chicwish and will say the items from there are pretty hit or miss, but the “hits” I wear often (check the customer photos for each item to see how it looks on non-models). Also be prepared to wait several weeks if you use free shipping, since their items come from Asia.

boston blogger back bay cuyana crossbody bag
If you’re shopping for a leather crossbody bag, I did a review and comparison last year of this Cuyana mini tassel purse to the popular Gucci soho bag. The blush or ecru colors are pretty for warm weather, and look especially nice with gold monogramming for gifting (actually any of Cuyana’s best-sellers would make a lovely Mother’s Day gift!).

casual pregnancy outfit spring fashion petite blogger
This LOFT dress is an oldie but goodie from years and years ago. Their clothes usually run on the generously-cut side, so I had hastily DIY altered it by slimming down both sides. It was a small treat to discover that I could simply snip those stitches and fit in this dress again! Definitely a good reminder to leave some seam allowance when getting items slimmed or shortened, except with very fitted pieces where you don’t want any potential bulk.

cute floral umbrella rainy spring fashion
rainy day spring outfit sperry womens boat shoes

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  1. Soph wrote:

    Hi Jean – regarding the insole cushion that you put under your heel, which one in the link do you use? The 2-part one (heel and back of heel), or just the back of heel? Thanks for the tip…. I’m always having a problem either with my foot slipping out (narrow heel, I guess), or the back digging in and causing a blister. Thanks!

    Posted 6.13.18 Reply
  2. Kristin wrote:

    Jean, is your Cuyana bag the “blush” color? On their website, that color looks more tan than pink, and I love the light pink color of yours!

    Posted 5.29.18 Reply
  3. Kathy wrote:

    Such beautiful spring tones and you look positively radiant! I love the Cuyana bag as an affordable substitute for the Gucci Soho. Does it have a strong pink undertone? Another affordable substitute I discovered (and I was lucky enough to find on sale) is Marc Jacobs crossbody camera shutter bag in a light beige 🙂

    Posted 5.7.18 Reply
  4. Jae wrote:

    You are such an adorable pregnant lady! Love all the spring blossoms!

    Posted 5.6.18 Reply
  5. Jandrew wrote:

    The Lilac trench is fabulous, I love a good play on a classic. The cherry blossoms are amazing .
    Dress The Part

    Posted 5.5.18 Reply
  6. Loving all of these photos so much! <3 🙂 The blooms are so pretty! And yesss, April showers really do bring May flowers!

    XO, Elizabeth

    Posted 5.5.18 Reply
  7. Ah, these photos are so stunning! X

    Posted 5.5.18 Reply
  8. Liv wrote:

    Love all the colors. So chic!


    Posted 5.4.18 Reply
  9. Briana wrote:

    Girl you are beyond adorable! You have the cutest look and I so look up to you!


    Posted 5.4.18 Reply
  10. May wrote:

    Such a fun outfit and umbrella! I’m really hoping one day you do a post on how you get your coats to look wrinkle-free. It always looks brand new!

    May ||

    Posted 5.4.18 Reply
  11. Stephanie Y wrote:

    Jean, I love your outfit. Any chance you could go over how you do your ponytail such that there is still volume in the front?!

    Posted 5.4.18 Reply
  12. I love your rainy day outfit so much! That blue trench is absolutely gorgeous! You look stunning Jean!

    Happy Friday!

    Posted 5.4.18 Reply
  13. Lyddiegal wrote:

    what a perfect spring outfit! It’s crazy how the weather has just been all over the place, but who knows, maybe we’ll go back to spring next week?

    Posted 5.4.18 Reply
  14. The photos are beautiful! ❤️ I’m in love with the cherry blossoms, wish I could see them where I live! Love that you coordinated the pink outfit too! 🙂

    Posted 5.4.18 Reply

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