this month’s obsessions + a fall shoe conundrum

October 5, 2012 |  Category:   happy purchases

It’s October. Which means that I am feeling the PRESSURE of the holidays and all of a sudden I’m scrambling to get our holidays stuff ready and supplies ordered (new calendar! new products!). Um, I’m a leeeetle stressed.


But on to this month’s totally material obsessions!
So last month I obsessed over boots, and really, what girl doesn’t as soon as Labor Day hits? But the reality is, September and even early October can still be really warm (it’s 80 degrees today, people!) so I call these transition months the months where I have no idea what shoes I’m supposed to wear.
I’ve decided that I don’t like the way I look in ballet flats anymore. I have no idea what changed, but it sort of makes me feel…I don’t know, frumpy or something? Or maybe they are too dainty? I do love my peep toe metallic ones from Cynthia Steffe above that I’ve had for years and I have worn them a lot in the past, but lately I don’t feel like me in them. Is that crazy? I’m wondering if a ballet flat with an ankle strap would make a difference. Or maybe to feel less frumpy I need one with a bit of a heel, like these (those are cute, right?). Because I tried oxfords similar to these (eh, still undecided) and I’m not a loafer person. Sometimes I wear sneakers and clogs, but other than that, what else is there?? What do you wear in this weather when it’s not quite cold enough for boots?
I do have to say that I have been wearing more dresses this Summer and Fall which is sort of a new thing for me. I remember at my very first NYC job, my creative director boss wearing her dresses, many of them vintage, with open toed heels and tights. It’s not a look for everyone, but I wonder if I can pull it off.
Speaking of dresses, I haven’t really been paying attention to anything Marc Jacobs has been doing lately, but 10 years ago my friends and I were a bit obsessed with his line, as I think many girls were. This dress of his caught my attention. I think that print is so interesting. Would I wear it? Maybe! I don’t know. It’s certainly the polar opposite of this simple black dress that I am obsessed with (actually that whole outfit, boots, socks and all). Too bad it’s so out of my price range. I’m finding dresses like that so hard to find.
What I can recommend this month if you have 2 little girls are these Gap Jewel box skinny jeans. Mia has them in electric teal and Claudine wanted the summer azalea. These are the first brightly colored jeans I have bought for them and the colors are fantastic and the girls look so great in them. Gap jeans don’t really fit me very well because I find that I’m in between their sizes, but I couldn’t resist trying on a pair of bright turquoise ankle legging jeans when I saw them in a store last month. They don’t have the color I bought online for some reason and I almost returned them because they were so bright, but I’ve been wearing them a lot since I decided to keep them. What helped was that the clerk at the store told me to buy a size down if I was in between sizes since they stretch out so much during the day. And he was right! I’m so glad because I can’t think of anything worse (in fashion) than wearing a pair of droopy, ill fitting jeans in the brightest color you can find. It’s like walking down the street with a sign that says, “hey, look at my saggy ass! What, you don’t want to look? But I know you’re gonna anyway because you can see my legs from 2 blocks away in this crazy color even if you didn’t want to!”

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  • Paule T.B. October 5, 2012 at 4:01 pm

    Defenetly more a fan of the oxford look! Flats with a semi-high / kitten sort of heel really look.. suburban to me. :S
    I am totally with you about the jeans fit. I love gap jeans, they live longer then most other cheap-ish brands. I bought a pair of high-waisted skinnies at old-navy last week for like 19$, and I regret buying them a bit too big. I need to wear a belt and the butt IS saggy. At least its indigo, and not bright turquoise! 😉

  • wendy October 5, 2012 at 5:14 pm

    i love your clothing posts, they’re so fun to read, and i can totally resonate with the indecisiveness and the dilemma of shifting styles and seasons!

  • this is lemonade October 5, 2012 at 6:32 pm

    I love those shoes that you’re a little tired of.. you can send them this way 😉 All the shoes you’ve chosen as possible replacements are lovely. All in suede-y inappropriateness to a rainy London unfortunately. Love them, especially the beige-y spectrum that I can envisage would look lovely as you kick autumn leaves about as you walk too!

  • Pink Ronnie October 5, 2012 at 10:39 pm

    Would love to know what you settle on re: ballet flats in case I ever grow tired of mine! LOL to that last sentence. I have yet to dabble in brightly coloured jeans as the offering here in Sydney isn’t great, but I guess we’ll see. Maybe after I stop having babies and my body shape settles into a ‘new normal.’
    Ronnie xo

  • Camille October 6, 2012 at 2:52 am

    Have you checked out liebling shoes? They are based in Israel. Great quality and I think there are some great designs for early fall.

  • Denise in PA October 6, 2012 at 8:08 am

    Yes, those shoes are incredibly cute! I’m having problems with my feet right now and have to wear mostly … wait for it… Crocs! Talk about ugly and making you feel frumpy! And, me, the cute-shoe-girl! It’s a tragedy, I tell you!

  • Theresa October 6, 2012 at 9:26 am

    Yeah, I get it… not so much with the shoes because besides my new Swedish Hasbeens obsession I’ve worn the same shoes for 20+ (converse, vans, Birkenstocks and Blundstones). However, tank tops is my weird spot. Weird right! I don’t get it, how did I wear these and think it was cute. It’s not really about changing style because sadly I haven’t but its more about how I see myself in them. Weird. You are right about everyone not being able to rock vintage dresses etc. but in the few pics I’ve seen of you, I bet you could. I pretty much only wear vintage but because of my work I try to make it look modern which I think I pull off (jeez stuck up much).

    So excited to buy some prints (waiting till we decide on wallpaper/color). Can’t wait to see what else you have coming…

  • Mary Anne October 6, 2012 at 5:21 pm

    Hi Jenna, Greetings from Melbourne! I’ve read your blog since 2009 and I’ve only commented a handful of times…however today is a comment day! Love your fashion/beauty/decor musings! Not that I dont love your posts about your life and thoughts, but it’s nice to know that you still like a bit of shopping. Re shoes – I am the same as you – oxfords dont look good on me. I do like the shoe with the heel , so I would have to disagree (sorry) with Paule that it looks suburban. We are in the opposite season to you but this Winter I wore these Lili Mill shoes. They are like a shoe/boot and the heel gave me some height. but they were so comfortable and not very high at all.
    Not sure about the ankle strap flats – would they be comfy? I like these ones but they are expensive, too expensive to send to Australia if they werent right or looked good. Please fill us in on what shoes you do end up getting. You have so much choice in the US! Thanks for all your effort you put into your blog. It really is truly amazing and I love growing “old” with your family. xo

  • Mary Anne October 6, 2012 at 5:43 pm

    Hi Jenna, It’s me again….looking for some shoes myself and came across these Here’s the link I was looking at in Australia for a better look I’ve tried similar shoes to these and they dont look good on me as my feet are wide and not so pretty and petite! x

  • Elizabeth October 7, 2012 at 1:57 am

    Thanks so much for this post! I’ve been having a shoe crisis and I love some of your suggestions 🙂

  • kate o October 7, 2012 at 2:39 pm

    Back to boots…

    Have you seen these?
    They are similar to the H by Hudson ones you posted, but at half the price.

    Anyway, I thought you should know. Happy hunting!

  • Cadie October 7, 2012 at 9:17 pm

    I was never a loafer person before either but I’ve been wearing this pair by pink and pepper constantly since the weather changed.,dsw12brand18200004&isBrand=y&categoryName=women

  • Chris October 9, 2012 at 12:18 am

    ha, ha I read your post yesterday, then looked at the legging link and thought who would wear those. Well apparently me. Found a turquoise pair, Joe Fresh today for $29.99 Canadian. They are so comfortable and fit like a glove.

  • ashley english October 9, 2012 at 8:18 am

    i bought these before we headed to nj/nyc: i know they’re not a look for everyone, but i love them. i wore then every day we were there, with jeans, cords, pants, a skirt and knee highs, and they were perfect every time. they’ve become my go-to shoe now that we’re back home, too. super comfortable, well made, and available in a range of colors. perfect for the transition months, in my humble opinion.

  • Jenna October 9, 2012 at 8:54 am

    @kate o i did see those! There are 2 companies actually that are making knockoffs. I’m not opposed to knock offs but in some instances, it’s not the same – I kind of feel that way about these boots. The leather seems different.

  • Gillian October 9, 2012 at 10:13 pm

    So glad i’m not the only one in a shoe crisis right now!! I decided to finally just go for it and order a pair of frye boots. I spent the afternoon running around to shoe shops in the city today, and tried some boots on at the frye store. I’ve always resisted because of the price but i figure i’ll wear them foreverrrrr and not have this boot issue again! Tho i do still need a pair of rain boots….oy. Living in nyc makes you just need a pair. But of course i’m like “should i really spend 125$ on rain boots?!” i like tretorn but the classic style make my feet feel like telletubby feet. So…i’m obsessing over a pair of mid calf hunters. Sigh. Shoes.

  • Ruthyiez October 10, 2012 at 8:25 am

    Just read your post and am so happy to know that I’m not the only one..thought it might be a shoe-life crisis or something. I couldn’t understand why ballet flats made me think I looked frumpy and thought in my head maybe I need something with a wedge? Good luck on your shoe adventures…I am in search of these to try on before I make the purchase