This was my look for the first night out in Chicago. These photos were taken just outside our hotel suite at the Trump before heading out to eat at RPM. Someone on Twitter recommended RPM for dinner so I made a reservation at RPM Italian Restaurant since I love pasta. We had a really great dinner there. I enjoyed some ravioli, pepperoni pizza, salad, and red wine. The ravioli was stuffed with ricotta cheese and I swear I can still taste it. The pepperoni pizza was this cute little thing that was delicious. I tweeted a photo of it so be sure to follow me on Twitter for things you can't find on here or on Instagram. The salad I ordered was called Giuliana's salad and I really enjoyed it. It had a spicy flair to it that I appreciated. Bill and Giuliana Rancic own RPM and I have to say it was one of my favorite dining experiences and my favorite meal while in Chicago. I heard that a lot of celebrities dine at RPM and I can definitely see why.
As I said in the previous post, I am a very light packer. I wore these Alaia ankle boots with every night look while in Chicago. They look really great with tights and I believe this was my first time styling them that way. The fantastic thing about Alaia shoes is that you can walk in them even though they are extremely high. These boots are comfortable for me and they definitely attract a lot of attention. They also make you much taller and the leg elongating properties are through the roof. I packed these boots in their dust bags at the bottom of my suitcase. You can see me styling these Alaia boots with flared jeans here and with shorts and bare legs here. They are very versatile shoes.
It was cold in Chicago so I wore opaque tights with all my looks. I like to stock up on a bunch of black opaque tights every year as they come in handy. The brand I like for tights is Express. Express tights are actually some of the best tights I have come across. They are comfortable and easy to get off and on. They also never snag. I can wear these tights a million times and nothing will happen to them. The only reason I get new ones all the time is because I am worried about them getting discontinued or changed in some fashion. I packed two pairs in black in my suitcase just in case, but I only had to use one pair. For extra comfort with low-cut ankle boots and booties in the winter I turn to my secret weapon. These Falke socks over my tights are enough to keep my feet comfortable.
I came up with three night looks while packing and this was one of them. I snagged this T by Alexander Wang leather skirt a couple months ago and now it is finally cool enough to wear it. It has a late sixties feel to it and I love the seam detailing. It is one of those pieces that goes with just about any top so I thought it was a great one to pack in my suitcase. I folded this skirt in half and had it sitting on top of everything in my suitcase. It held up pretty well and I was worried about folding it. It doesn't seem to keep the folds like other leather skirts do when you fold them and that is a good thing.
I packed this A.L.C. sweater to go with the leather skirt. I actually thought it could go with my Level 99 Jeans from the previous post as well for a daytime look. However, I only ended up wearing it the first night with the skirt. I usually never go for a sweater that has something on the front, but not on the back. I don't know if you understand what I mean, but I will try my best to explain. It usually bothers me when designers or brands put leopard or lace or leather on a top and only have it on the front. The back they will leave plain colored or silk or something else. I always think it looks weird and I will rarely purchase the item, especially a leather and silk combination piece. Leather and silk rarely work well together because the leather is heavy and the silk is so light. The item ends up pulling in awkward places or not sitting quite right. I saw this sweater from A.L.C. though and I immediately fell in love. I liked the leopard and gray combination and it looks casual and dressy at the same time. The merino wool is super soft as well. I can tell you it is a high quality sweater. I snagged it at 40% off so I really can't complain and I don't mind that the leopard doesn't continue onto the back of the sweater.