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Riding in Heels

September 24, 2015 · 18 Comments

Some of you may already know, but a few days ago my lovely partner Hugh surprised me with this beautiful new bike! My old bike could never handle the hills in the area we live in too well, and after one too many problems getting the breaks to work I decided to play it safe and retire it. So as you can imagine I am extremely excited to start riding again, and having a bike that can actually make it up some of the steep hills in our area makes it even better – not to mention give me quite a work out, which is also appreciated.

When it comes to bike riding, the outfit I wear always depends on where we’re going. I definitely don’t always get dressed up like this to go for a bike ride unless we’re going somewhere in particular, such as a nice cafe or restaurant, otherwise I am more than happy to ride in work out gear. Not pictured in these photos is my helmet, although I most certainly do wear one at all times – even if it leaves me with helmet hair. However, I’m working on combating this by wearing a scarf under my helmet, and this way my hair doesn’t go all over the place when I speed down the many steep hills in our area.

Playsuits are my absolute favorite thing to wear on bike rides for comfort, and obvious practical reasons, so fortunately there are a number of those in my wardrobe and they will all be making an appearance this summer. I love this two piece Tara Starlet set because not only is it extremely flattering, it’s also very comfortable. There are a number of sets like this in the sale Tara Starlet have at the moment and I am very tempted…! When it comes to wearing heels while bike riding – this is something that is totally doable. However I prefer to wear chunky platforms or a stumpy kitten heel, something that won’t get caught in the pedals the way a higher, thinner heel could.

Top and Shorts – Tara Starlet
Shoes – Novo
   

Filed In: 30's & 40's, 40s

Comments

  1. Ma Cherie D says

    September 25, 2015 at 12:54 am

    Oh I love your new bike! I m going everyday dressed up and with heels on bike in school :). I love bikes, and here in Belgium is nice to ride a bike, it is flat and everywhere you have bike pads. In my home country it was all opposite 🙂

    Reply
  2. Mid Century Girl says

    September 25, 2015 at 2:14 am

    Great post! I recently got a vintage style bike and have been looking for more cycling friendly vintage outfits (I mostly wear dresses/ skirts but wouldn't dream of wearing those whilst cycling so looking for shorts/ pants has been fun.) I look forward to more of your vintage cycling outfits!

    Reply
  3. SaraLily says

    September 25, 2015 at 5:24 am

    What an adorable little set! And to match a lovely new bike! =)

    Reply
  4. Anniina says

    September 25, 2015 at 5:46 am

    You look lovely and so does the bike! Well, at least you don't get helmet fringe. :–D Fringes and helmets don't really go together, but now that I finally own a helmet, I just have to wear it.. But I'm looking forward to winter, so I don't have to go around with a flat fringe!!!

    Reply
  5. Silver Cat Tea Party says

    September 25, 2015 at 7:40 am

    Such a cute bike! I love the basket in the front. What a sweet surprise gift from your partner! Love your riding outfit! So cute and practical for a leisurely ride! <3

    Reply
  6. Jessica says

    September 25, 2015 at 9:50 am

    Adorable bike, and an equally adorable look to go with it. I always have to roll my eyes at people who say you can't ride in heels – it's perfectly safe, and sometimes heels are more comfortable to ride in than to walk. That playsuit is such a perfect pairing with your new wheels.

    Reply
  7. Bonita Vear says

    September 25, 2015 at 1:05 pm

    What a darling outfit and bike! I think that 'scarf under your helmet' trick is such a good idea ~ helmet hair is the worst sometimes… 😛 I hate it when I pin curl my hair, then go riding! (> o <)!

    Seriously though, this is such a glamorous outfit ~ you look so lovely! 🙂 ❤

    xox,
    bonita of Lavender & Twill

    Reply
  8. CiCi says

    September 25, 2015 at 10:13 pm

    You look like you should be on a postcard <3 No wonder you're popping up in my (crazy) dreams! x

    Reply
  9. Senada Toromanović says

    September 26, 2015 at 12:07 am

    <3

    Reply
  10. Andrea Ryan says

    September 26, 2015 at 3:15 am

    Cute outfit and bike.

    http://www.thefancyfashioncastle.blogspot.com

    Reply
  11. Margarita Bloom says

    September 27, 2015 at 4:28 am

    Absolutely gorgeous!! I love that bike and that romper is to die for!!

    Regina | Margarita Bloom Retro Vintage Skincare & Beauty |
    Cherry Lips Blonde Curls | Twitter | Instagram | Facebook | GFC | Bloglovin

    Reply
  12. Jessica Cangiano says

    September 27, 2015 at 6:13 am

    Soooo immensely pretty! This is the perfect, romantic pinup girl-esque warm weather ensemble. You look enchantingly lovely, dear gal.

    Big hugs,
    ♥ Jessica

    Reply
  13. Lauren Blair says

    September 28, 2015 at 9:52 am

    I've definitely worn heels while biking before…and a dress 😉 You look FAB! Beautiful shots! XO

    Reply
  14. christina snellgrove says

    September 28, 2015 at 3:55 pm

    Such a super cute look. This play suit is perfect on you! Love the pink.

    Reply
  15. Camilla P says

    September 28, 2015 at 3:59 pm

    That play suit looks so wonderful on you, would be great to wear this summer! 🙂

    Reply
  16. Debra says

    September 29, 2015 at 10:05 am

    Hey doll!!! First off, LOVE your play suit!! I have a HUGE scar (battle wounds from cancer.) so wearing anything exposing my tummy is just NOT going to happen. But I could definitely wear this style. Can't wait to check out the maker. Also, at first glance I thought your bike was vintage. Its fabulous!! It was really nice to pop by & visit you again. Good luck with your wedding. I know you will be a beautiful bride.

    Debra
    Stylewise by Debra

    Reply
  17. little henry lee says

    October 1, 2015 at 7:54 pm

    Everything about this is so gorgeous!!! I love your outfit and the white bike – you look absolutely perfect! And that's so sweet of your fiance to surprise you with it too.

    jessica – littlehenrylee.com

    Reply
  18. thehomemadepinup says

    October 2, 2015 at 9:39 am

    I LOVE that you're wearing heels while riding! So authentically vintage 😉 if they could do it, we can do it! This playsuit looks like it was made for you – I love that it matches your bike!

    Reply

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A vintage lover from Brisbane. I am passionately nostalgic for decades before my time. I enjoy recreating looks inspired by the past wearing both vintage and vintage reproduction clothing. My blog focuses on the styles of the art deco period and features both authentic vintage pieces from the 1920s, 30s & 40s, as well as modern reproductions of clothing from these eras. My blog explores creating modern every day looks with vintage elements. If you would like to say hello get in touch with me through [email protected].

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