I like your new work top, Anne! You've received some great input already. I'd encourage you to spend some time remixing in your closet. I rarely have lots of time to do this, but I sometimes pick and item, say, your pleated skirt, and try it on with everything I think even might work. Photographs help me remember things.

I think your dresses are the strongest element of your work wardrobe, and I think you're underutilizing that lovely white jacket. It is dressy, and probably needs to be laundered more often, but I could see it paired with the blue/black/white print sheath. It would be great for dressy occasions, too.

I think that you would do well to add updated and foot-healthy shoes to your work wear. I find it essential to vary what I wear on my feet, or they tire quickly.

You have been working around lots of wardrobe holes while being the primary breadwinner for a time. Only you know what makes you comfortable financially, but I think purchasing a small, but updated capsule is an investment in your career. We don't need a closet full of pretties, but we only skimp for so long before the holes become hard to maneuver around.

Lastly, I like Deb's focus on Ponte di Roma -- this fabric is forgiving and very comfortable. I have two jackets and several skirts in this fabric, and they always look polished while being comfortable and easy to care for.

Like Suz, I also felt that you were struggling to make outfits with a high happiness factor.

I also feel that you struggle with items that just don't want to mix & match with enough of your other clothes. That is where my thoughts on versatile pieces came from - if one is going to have a small wardrobe imo nearly everything has to work well together.

Love the new top

New top is great! I hope you feel as great as it looks.

Yes, what Caro said. Simple essentials that work well together are the goal. When your pieces all include draping, or ruffles, or some kind of obvious detail, it becomes harder to mix them even if they are all solids and all in compatible colours. This kind of piece is absolutely wonderful to add "vim" to the wardrobe but becomes a bit of a diva (apologies to Beth Ann) if you don't have the backup chorus.

You've gotten tons of great advice, so I only have a couple things to say. One, your existing pieces are extremely versatile and not overly trendy so as to become quickly outdated, so that's a huge plus. Two, there is one way to fix those dark red shoes, at least temporarily until you can buy more or replace those. You'll need small sharp scissors, a soft nail buffer or very fine grain nail file, and nail polish. First, snip away any peeling pieces so they don't snag and rip further. Next, gently file the rough edges until smooth. Last, you'll need to find nail polish in as close a shade to the color of the shoe as you can. Test in the least conspicuous location of the shoe for color match, as the polish may look slightly different once dried. Apply to the scuffed spots one or two coats as needed, let that dry, then cover with a shiny clear top coat polish to blend it into the patent shine. Voila - nearly new shoes!

I am touched at how much response this thread has created - will continue to get back to people.

Deb - you asked "are focusing on Autumn / Winter". No - not particularly. In fact I felt that I was dressing a bit dark and out of sorts with the summer here - which effectively goes on til mid -April.

We don't have Aldi over here!!

Good idea to have a look at Asos and the Iconic. I do find my boot size (6) tends to sell out very fast - but hang on - isn't that your size too? (I remember us discussing shoes size on the melbourne meet but I'm getting hazy on the details)

My orthotic shoes aren't covered by health insurance. I don't ABSOLUTELY have to have them - I don't wear them much in summer for instance, and I don't wear them with heeled boots - but there is no doubt they are very comfortable. I have to have either very high vamp or Mary Jane too.

My student friends tell me there is good thrifting near to us (there is a hip gentrified suburb a few kms further in than us) but I don't know if it is suitable for me!

Sharon - hope I answered your questions with the pictures
AM
- I am really trying to get away from grey - I already have a lot, but I am not sure it is all that flattering on me.

I am lucky in that I already recieve handed down items - sometimes they really hit the mark, sometimes completely not, others I would never have chosen but try to give a good try out. I have some given to me last month that I haven't shown YLF yet - will try to get on to that.

Annabelle - thanks for the encouragement

Shipskitty - transseasonality isn't really an issue. With some exceptions and modifications I find I wear my office clothes all year around.
I sure do need to buy some new necklaces and probably look out my scarves - I do have some but hadn't thought of wearing them in summer

And - you and many others have mentioned going for neutral colours and basic shapes - I am not sure that is the direction I want to go in! You've seen my wardrobe - that is what it is filled with already! I kind of want to up the style quotient, to quote Angie

Kiwigirl - I think we writing at the same time. Yes I remember a friend back in the 90's saying she just bought one new suit every year!

Firecracker - I actually did buy a striped tube skirt in 2013, when I first returned to corporate environment full time work. It was great - I'll see if I can pull up a pic. Unfortunately it has pilled a lot and I feel like it isn't polished enough now. Last week I thought I saw a possible contender in a shop and planned to come back and try it on. I have just come back from my lunchbreak and couldn't fint it!!
i love love love the look of pencil skirts - but they are VERY hard to manage with my thighs. Sadly.
And you made me realise I hadn't mentioned my cardigan collection - I have one in black, one in hot pink, and a new to me (from Lyn D) one in cobalt.

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Dimity -I do have time to look at shops in my lunch hour! And yes, maybe a smaller infusion of the budget would be sufficient. (years of my life I have spent more than $1000 in a year on clothes= 2, possibly 3. Not a high proportion)

Anne, yes, a little bit extra would make such a difference to give you some variety but without going the whole $1000. At the moment, you've got absolute needs covered, but no more, and everyone needs some fun. Anyway, you could try something and see how you go.
Having some cardigans really helps to add variety once it starts to get cool enough to wear them.

Trying to respond to everyone here
Dimity I have had mixed luck with sewing for myself. The top in number 5 was a success, but most of the skirts haven't been (I still have one set aside for if I ever lose 4 kilos!) Also my sewing machine has stopped working.

Suz - I am thinking about what you are saying. Thanks for sharing so much of your past life. I don't think I am in quite such dire straits though! (I have at 4 pairs of jeans, for starters!)
I don't exactly feel like I have a lots of orphans (except sometimes when they are handed down items, like the skirt in number 5) - in fact I feel like I have quite a cohesive work wardrobe - just a bit boring, and I'd like to have more variety and update it and have some more pizzazz. But I'd love to hear if YOU think I have orphan like looks, as I may be have been living in a fantasy, or just forgetting frustations I have previously expressed!

I do know I have felt a bit hamstrung in trying new things like for example, ankle pants, because I don't have the appropriate shoes to wear with them, and semi tucks, because I only own one belt. Is that what the sort of thing you mean?
Trekkiegirl - I am going to try your suggestion for the scuffed patent

Kiwigirl - I like your suggestion of "a long sleeved lightweight modern trendy top" I was thinking of one like Angie had in this blog post http://youlookfab.com/2015/01/.....inty-toes/

AM - I like this idea "Go of a wine colored pant/skirt"

Shiny - I'll have a good long look at the vivienne files. I am not sure about trousers though. I don't think I need more than one pair at most and I really don't think I look good in them (I realise I did mention them in my initial post though...) which is annoying because the fashion has been quite trousers focused recently.

Beth Ann - thanks for the encouragement! And you know I looked for that white jacket this morning thanks to you and I couldn't find it - oops. You'd think that with such comparitively small wardrobe as I have that this wouldn't happen, but I seem to have misplaced my staple black cardi too!

In other news I am now on a diet. This may mean I can bring back a few items into the wardrobe (A nice blue and white striped skirt, for one) if it does the trick and I can lose some weight.

Anne, maybe I have misunderstood your posts. My apologies. I seem to remember a number of posts where you had items not working together very well, where people were telling you "It would look good if you had this or that," (and you had no "this" or "that") or they were suggesting that you adjust proportions and you felt unable to do that with what was in your closet.

I thought that in this post, you were expressing frustration about that, but perhaps I was simply projecting. I know in my own first year or two on YLF, people sometimes made (kindly intended) suggestions that I simply couldn't put into effect (e.g. "This would look good with different footwear," when my budget didn't allow new footwear, or "Do you have a different top?" when, NO, I did not have a different top!) And sometimes I felt sad or frustrated about that.

Anyway, it sounds as if you're not as worried about the work capsule as I thought. And that is great news!

Your clothes do not look boring to me. Most of them (the grey dress excepted) have detail (especially ruffles and draping). In my closet, that would make them harder to pair with other things over the long term. Items with clean lines are easier for me to mix with one another. But maybe that's not true for you. I do know that if I wear the same six or seven outfits five days a week for months and months, I definitely get bored, no matter how much inherent interest the clothes may have. So that is probably a factor as well.

I think what I hear people saying is that without the simple, clean lined backbone capsule, the "playing" and "fun" is much harder to do successfully over the long term. Especially if you are on a very tight budget. Because the "fun" pieces are the "trend" pieces -- and the trends usually involve a switch up of silhouettes. Until and unless you have a strong core of simple fluidly tailored current pieces to use as your backbone, it's harder to pick and choose trends that work for you well.