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Ask Painfully Hip: What to Wear Whilst Weight is Waning?

Hey!
I love your blog!! It has helped me begin to tune in on what styles really work for me and fit my personality. Recently, I cleaned out my whole closet and got rid of A LOT clothes that I know I don’t wear. But also, i’ve been losing weight, and I don’t know what to wear during these in between times. I haven’t dropped a clothes size yet, but I know I’m close to it, so I really don’t know what to do! I kind of let go of a lot of my old styles, but am reluctant to buy new clothes because I’m afraid they will be too big for me in a few months. Do you have any suggestions?

Thank you,
Jo

Ah, the awkward stage. Nothing fun about being in-between. Firstly I should say that really, instead of “getting rid” of all those old clothes, you should have thrown a clothing swap, missy! Then we wouldn’t be having this problem. Have I tought you nothing? Well, make sure you do throw a clothing swap once you drop the full size and you’re set! I’ll forgive you just this once and try to help you out here, nonetheless.

I recently (accidently) lost almost 10 lbs. on what I like to call “the single diet”- I was newly single, and I hate to cook for just myself, am incredibly busy/lazy (case in point: it took me exactly 4 months to finish this post - Sorry Jo) and have no real schedule, so I end up living off mere snacks whenever I remember to eat. But I was able to keep a lot of my old clothes since I figured out a few tricks with some styles that still look good on me now that they’re a tad bit oversized.

You’re also very lucky because the oversized look just happens to be a la mode, as beautifully illustrated by Betty. Check it.

betty
oversize sweater

But if you are sick of your old wardrobe and really just want to show off your waning waist, here are a few pieces you can invest in to maximize your existing wardrobe and flatter your quickly-slimming new figure.

A corset belt.
Trapeze styles may be on the out, but you can still wear those overly-forgiving babydoll dresses from last year by cinching them with a wide belt. Get a nice statement belt that will make you feel like a stunnah even if you’re wearing your comfy “I’m bloated and lazy clothes.” You can also use it to cinch too-big pants and skirts into a chic paperbag waist.

la meow paperbag waist
la meow for wardrobe_remix

A cool belt paired with opaque tights or leggings is also a good way to convert your spring dresses and tops into layering lovelies for fall.

shorts and tights
corazones rojos for for wardrobe_remix
belt and leggings
fashionfillers.com

High-waisted skirts or jeans.
Tuck a loose-fitting t-shirt or frilly blouse into high-waisted vintage skirts or pants and you’re instantly tailored.

high-waisted skirt
johnnycutcorners for wardrobe_remix

A cropped vest.
Give your too-big dress or top a little structure and a style-injection with a vest that hits right at the waist.

cropped vest
tralfamadarling for wardrobe_remix

Most of all, it’s good to be healthy but don’t be too hard on yourself and remember this:

You’re more beautiful than you think - the flaws that you believe are constantly glaring out at the world like a large goiter are most likely only visible to you. Be unrepentant. Be happy to be you. Wear your personality and creativity with the confidence that you know exactly who you are and what you love, and eventually your peacock swagger will appear, along with the realization that you really are precisely as hot as you feel.

SO TAKE A FEW CHANCES AND HAVE FUN SHOPPING!

thrift star of the day: tres elegant


originally uploaded by theremeana for wardrobe_remix

Bewitching. Theremeana is a Tamara de Lempicka painting, personified.

thrift star of the day: sweet, with sass

trapeze
originally uploaded by lambandlynx for wardrobe_remix

Its all about balance. A floaty, girly trapeze top with cutesy peterpan collar and floppy bowtie combined with fierce, sculptural boots, tough jacket and body-conscious jeans = the outfit equivalent of a dominatrix bunnyrabbit. In a good way.

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Benefit Cosmetics LLC

Forkably Hip, a deliriously hip evening…

….or was it the wine?

Painfully Hip and Forkable Blog’s collaborative dinner party event, Forkably Hip was absolutely divine. I met some really amazing people and manged on some cripplingly delicious food. Sorry, but you really missed out if you weren’t there. I’m pretty sure i had a mini aneurism when that dessert hit my lips.

Check out the photos.


(photos from Forkable Blog)

The fashion was almost as delicious as the food!

Carolyn
Love Carolyn in this oversized ombre cardi as a dress.
Jessica
peeptoe oxfords
Jessica is the tres cool fashion editor at Time Out Chicago. She helped me judge the outfit contest.
This austere white wool mini and peeptoe top-stitched oxfords just kill.
Pat and Sarah
Sarah’s large silhouette print shift in rust and charcoal looks so rich with a cool grey belt and tights. And I really love how Pat audaciously paired a velvet blazer with a hooded t-shirt and athletic shoes. Cute O.D.
Meg and Ross
Loving Meg’s mustard tights peeking out from under this lovely navy vintage wonder. Ross really pulls off “pretty” in violet and argyle.

Amber of Painfully Hip
I wore my beloved go-to LBD which was sent to me by our event sponsor, LadyLanguage.com with a pair of $20 gladiator heels and my signature tooled leather corset belt from Fox Hunt Vintage. Predictable, perhaps, but give me a break, I packed light.

Andrea
Here’s our concoctor of culinary euphoria for the evening (after finally getting to take off her apron), Andrea, wearing a sweet black dress, trapeze sweater, red patent belt and peeptoe heels. Pin her up!

Sarah
Sarah again after bundling up for her 5 block walk home looked even sweeter than before. Love the tapestry bag.

And the winners of the outfit contest!
Emma
2nd Place ($50 gift certificate from LadyLanguage.com) - Emma (right)! In a high-waisted leather skirt and oversized tennis racket pendant. Fierce.

Erin & Curtis
1st Place ($100 gift certificate from LadyLanguage,com) - Erin (with Curtis)! Erin rocked this thrifted outfit head to toe, mixing argyle and paisley perfectly whilst toting the ultimate accessory, Curtis, who was flawless in a green paisley button-down, polka dot tie and delicious leather accessories. Could they be any cuter….??

bunnybaby
Hmm… perhaps, but then they wouldn’t belong on this blog.

Thank you everyone for coming to this event! We had such a great time. Hope you did too.

thrift star of the day: hi, contrast


originally uploaded by vitamininmotion for wardrobe_remix

Yes, perhaps the vinyl skirt and purple suede stilettos are quintessentially um, Pretty Woman. BUT with the boxy, sterile top, pale skin, and chic Mary Quant haircut, she pulls it all off with stunningly editorial vibrato. BRAVO.

thrift star of the day: quintessentially autumnal

fall outfit
originally uploaded by iidaelina for wardrobe_remix

So far nothing has been able to get me excited about fall weather until now. Suddenly I’m craving tapestry, tights, and mismatched leather like nobody’s business. This outfit is as rich as an overly custardy tiramisu.

thrift star of the day: urban tribal warrior princess


originally uploaded by missemma.peel for wardrobe_remix

etsy enthusiast, reconstructionist described missemmapeel’s outfit, with her layered tops and belt as headband, as very “urban tribal warrior princess.” i think she just looks incorrigibly hip, to the point where if she got any hipper every dive bar in the US would name a drink after her.

thrift star of the day: plaid shirt as minidress


originally uploaded by rebecca was a recluse for wardrobe_remix

This can’t possibly be as simple as it looks, can it? I’m pretty sure some alterations would have to be done to make an oversized shirt fit so well in the shoulders… this plaid consists of the most divine color-combination I’ve seen in a fortnight. Or 12.

thrift star of the day: mixing decades


originally uploaded by ameliafound for wardrobe_remix

I’m such a sucker for the obvious mixing of decade styles. This 40s ruffled top marries these 70s vintage denim jeans forever and ever amen. It may be an odd match, but I have no objections and no peace to hold forever. I am in full favor of consummation.

A couple months ago I wrote this post about my new life plan for the next few months, or at least what exists of it. But to summarize, it’s to travel my little ass off. Last month I travelled down the west coast with a couple of amazing bands and on Thursday I cashed in my one way ticket to Chicago to hang out with some good friends for a while and see where the wind decides to take me from here.

So anyway, this weekend I took a roadtrip to Frankenmuth, Michigan (of all places) for Oktoberfest and apparently Michigonians have yet to learn of this thing we call “wifi.” Our expensive hotel had a full indoor waterpark but no internet abilities. Seriously, WTF? We had an amazing time, but I apologize for the lack of posts this week. I promise that big things are afoot for Painfully Hip, including a Chicago event called Forkably Hip; A Night of Fashion and Food! More on this tomorrow.

hip hunting: !!! at Harlow’s

OK, this happened like 3 weeks ago, but whatevs, the fashions remain fresh as ziplocked leftovers. !!! were amazing. ‘Twas a great and sweaty show.

BTW, can someone recommend a good, cheap camera? The photo quality makes it look like my camera was manufactured out of cardboard and tin foil by a 6 year old. Sorry ’bout that.
(click to zoom)

jillian


This is my friend, the lovely Jamaica Cole. She is the designer of overtly opulent Sapphire Cordial. Check out a gorgeous News & Review article here and her recent werewolf-inspired fashion show here.

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