****I think my original post was somehow lost? Anyway, I couldn’t find it after I submitted it, so if there are two identical threads floating around, I apologize profusely in advance!)****

Hi everyone!

I need your expert advice! I just got back my tax return, and since it was a little more than expected, I have decided to use the extras to try to fill one of my pesky wardrobe holes. The question is—which one? I have a lot of wardrobe holes that would be wardrobe workhorses if I could only fill them! I can be a somewhat undisciplined shopper in that I much prefer to buy statement pieces rather than basics. This has left me with some embarrassing holes that I need to fill as soon as I can. I am willing to spend up to $75-100 on one or more of these items.

Would someone mind taking a look and letting me know which one(s) I should focus on? Or if you have any recommendations on where to find my missing pieces?

1. Dressy white button up—I would like this one to be fairly basic, but with enough details to keep it from being boring, if that makes sense. I prefer elbow-length sleeves, and I need it to be fitted, since I will be mostly wearing it un-tucked.
2. Black blazer (I’m embarrassed to even list this one and #1 because I feel like anyone with even a slight interest in style should already own one). In my defense, I have a hard time finding blazers that fit both my bust and my arms/shoulders. I have a small bust, and most of the blazers I’ve found are made for someone with…more than what I have, but if I size down to fit my chest, then the arms are just a little too tight for comfort. I don’t mind getting one tailored, but would you find a jacket that fits your bust and then get the arms tailored or vice versa? I also need a good black long-sleeved cardigan as well.
3. White pencil skirt—I want to find one with a good lining that is also fairly wrinkle resistant. Last year, I made the mistake of buying a linen skirt, and the experience was not pleasant. Linen and I are no longer friends.
4. Leopard print flats—I can’t decide whether or not these count as a hole. I know I could wear them with about 1/3 of my outfits, but since I technically do have other shoes that go with the outfits as well, I don’t need them per se. But I want them soooo badly!
5. Casual tan jacket/blazer—same reasons as #2.
6. Olive cargo/safari vest—I’ve been looking for one of these for about two years, but I was never able to find the right style in the right style. I have several outfits that it would go with, and I think it could be the perfect summer layering piece. But I’m not sure if these are still in style or not? I haven’t seen them as often as I used to.

Any thoughts/suggestions?

Sorry for being so long and rambly.

Thanks!